Staring the human condition straight in the eye

“Every morning I awake torn between a desire to save the world and an inclination to savor it. This makes it hard to plan the day. But if we forget to savor the world, what possible reason do we have for saving it? In a way, the savoring must come first.”

-E.B. White


If I had to capture the span of the emotional and spiritual existence in one moment, I think it would be this: holding someone you love while she passes away in your arms. That moment captures it all: love, loss, light, darkness, connection, isolation, cruelty, beauty, and so much more.

It reminds me that our lives and our world are both overwhelmingly beautiful and cruel.

Embedded within that realization is a quiet secret: it’s possible to adjust the dials of life. Doing that begins with learning to stare the beauty and the cruelty straight in the eye.

Connecting to the beauty

Your existence alone is a near miracle. Without effort, your heart rhythmically pumps blood, neurons fire, and countless internal systems function in harmony.

You were born with god-like powers of creation and destruction. Moment by moment you can work to improve your life and others’. We can create, destroy, and change in a way that no other creature can.

While you’re alive, you’re granted access to countless forms of joy and pleasure. On the simple end, you can savor a piece of candy, play with a puppy, listen to music, or watch a film.

On the profound end you can be swept away by the raw beauty of nature, mesmerized by the cosmos, and observe countless people acting selflessly. If you allow yourself, you can feel the love of your friends and family coursing through your body.1

With a bit of stillness you can find deep levels of connection between yourself and all other life forms. With a bit of openness and reflection, the reality of deep interconnection of life always seems to topple the illusion of autonomy and isolation.   

Embracing the cruelty

Of course, to only notice the beauty is to miss half the story.

Life was inflicted upon you, and with it came the promise that you and everyone you love will eventually pass away. Not only that, but virtually all of us will deal with various forms of trauma throughout our lives.

As you move through the stages of life, you’ll be forced to wrestle with a quiet truth: there is an inherent shittiness to the human experience that sometimes becomes all encompassing. Your boss annoys you, your bike gets stolen, you miss your flight, and your best friend forgets your birthday.

Through it all, finding contentment is deceptively difficult; we seem to have a nearly limitless capacity for being dissatisfied with our situation.

And the world we are forced to inhabit is filled with needless suffering in the form of starvation, violence, war, neglect, and poverty.

As we move through our lives, we hope that the fates and our loved ones will treat us with gentleness, understanding, and compassion, but sometimes they don’t. In fact, half the time we don’t even offer gentleness, compassion, and understanding to ourselves.

Living in a world that is both too beautiful and too cruel

How does one live in a world defined by overwhelming beauty and cruelty?

The common answer seems to involve numbness and willful ignorance, but that comes with a cost. Dialing down your ability to feel pain hinders your ability to experience beauty and love.

Fortunately, with a bit of practice we can learn to let the beauty overwhelm the cruelty.

Begin by cutting back on whatever you use to distract or numb yourself. This does not mean perfect sobriety, giving up sugar forever, never playing a video game, or anything like that. Instead, it means being thoughtful about the stuff you use to take the edge off. Engage them with moderation and intention. Consider giving up your vices for a few weeks to ensure that you’re the one in control.

Next, allow yourself to be weak, open, and vulnerable. Most of us have spent our lives trying to be as strong as we possibly can. All of the abuse, trauma, disappointment, heartache, and fear? Let it in.2

Allowing yourself to be weak will be one of the most difficult things you’ve ever done, but it will also be one of the most powerful and authentic. Remember you can be a warrior when you need to be.

As you embrace your weakness, you’ll start to notice the wounds you’ve been ignoring. Now you can begin to heal them. How? Start with whatever you’re drawn to. Go to a plant medicine ceremony, talk to a therapist, move to a new city, travel the world, visit a shaman, do breath work, meditate, journal, look at yourself in the mirror and say, “I love you,” go paleo, go vegan, go to church, try a 12-step program, become a dice person, whatever. Keep trying new things until you find something that works, and when you do, go as deep as you possibly can.

Stay open to new ideas. Many people have found healing and relief in unexpected places.

As you begin to heal, your final task is to make life a bit better for other people too. Do simple things like picking up a bit of trash, bigger things like dedicating your life to fighting oppression, and anything in between. This will allow you to cut through the illusion of separation and feel the deep levels of connection that bind us all.

Move through the world with gentleness and compassion towards yourself and others. Give when you can and ask for help when you need it. If you can mostly enjoy life and leave the world a little bit better off than you found it, I think it’s safe to say that you lived well.

Post script: on working with death

While I put death under the “cruelty” section of this article, I’m not 100% sure that was the right decision. If you’re willing to accept the simple reality that all of us will die and that tomorrow isn’t promised, something almost miraculous happens.

The shittiness of life melts away a bit. In it’s place you’ll start to notice the gentle urgency of beauty, love, kindness and connection asserting itself.

Instead of neglecting opportunities to be kind and loving to yourself and others, you’ll embrace them. Instead of pulling yet another all nighter for yet another meaningless project, you’ll curl up in bed with your lover. Instead of allowing someone’s anger and anxiety to infect you, you’ll let it roll off your shoulders, opting to call a friend and shoot the bull. Instead of worrying about money, you’ll know that money will never make you as happy and content as the people you love do.

Wrapped within the unavoidable reality of death, you can find a surprising amount of beauty and connection.


How to make friends as an adult: a guide to finding and connecting with people you love

New Year’s Eve, 2015, Denver, CO, 11:50 pm: I feel lonely. Though New Year’s Eve is one of the biggest party nights of the year, I was only invited to one small event. I joined J* and A* for dinner, but they dropped me off at my apartment before midnight.

Instead of spending the last moments of 2015 with friends, I’m alone. I have nothing better to do, so, I decide to end 2015 and start 2016 in silent meditation.

When I open my eyes, I make a simple promise to myself: in 2016, I’ll build a great social life. My goal is to have plenty of options for New Years Eve 2016.


While you’re in school, making friends is easy. In the real world… not so much. Life often puts thousands of miles between ourselves and the people we love most. I am a perfect example of this – none of my family or close friends from college live in Denver, and only one of my friends from high school lives here. With only one exception, all of my old friends are a plane ride away.

On top of that, life gets cluttered with paying bills, running errands, commuting, building careers, and all the other necessary evils of adult life. It leaves little time for making and deepening new relationships. It becomes easier to heat up a frozen pizza and watch Bojack Horseman than to see if that person you’d like to hangout with wants to grab a beer.

As a result many people feel lonelier than they ever expected they’d be. They find themselves drinking, watching TV, and “staying busy” to distract from the glaring isolation. Heck, I’ve been there.

To further complicate the matter, most people don’t really know how to go about making friends, especially after college. You’d think that after all these years, we’d know how to do it, but many of us don’t. Men especially seem to prefer the pain of isolation to risking the raw vulnerability required for true friendship.

When I say “friend,” I don’t mean someone you call just to shoot the shit with (though that’s important too). What I mean is someone you respect and admire and someone who feels the same way about you. Someone you can open up to and trust. Someone who will help you wipe away the tears when the world rips you apart and celebrate with you when you’re on top of it all.

In this article, we’re going to discuss how to make friends at three different levels. First, we’ll discuss how to find people that you have the potential to click with. Second, you’ll learn how to create communities of people you love. Finally, we’ll talk about how to form deep relationships with a select few.

Along the way, I’ll share tips for overcoming social anxiety, being gentle with yourself, and letting the best parts of yourself shine through.

Part 1: finding and connecting with people you adore

The vast majority of the people on this planet are people you won’t want to be friends with. In fact, finding those you actually like is kind of like mining for gold.

The good news is that you can speed the process up. The trick is to create and attend social events where you’re likely to collide with great people. In most cases, if you enjoy the event, there’s a good chance that it will be filled with people you’ll get along with.

A few ideas to get you started:

  • If you work remotely or for yourself, join a coworking space. I’ve met a handful of good friends in coworking spaces.
  • Take a multi-week class that interests you (think cooking, dance, improv, acting, sword fighting, etc.).
  • Participate in group fitness classes like yoga, CrossFit, spinning, boxing, or a running club.
  • Join a rec sports league like Ultimate Frisbee, volleyball, soccer, flag football, bocce, etc.
  • Work for a company that hires great people. One of my close friends closed his small business because it was too isolating and joined a startup. He is so much happier.
  • Attend meetup groups that interest you.
  • Volunteer for a cause or political campaign that matters to you.
  • Go to religious or spiritual services that speak to you.
  • Join a book, knitting, or game club.
  • Start a slow but steady campaign to convince your friends to move to you. I know this idea sounds insane, but I’ve had surprising success… hi S*, hi M* – I’m so glad you’re in Denver!
  • Move into a group house – you can find houses looking for roommates on Craigslist as well as other sites and apps. If you take the time to find a house that’s a good fit for you, this can be a fast track to jump-starting or rebooting your social life.

The goal is to hang out with people  you are likely to get along with. Of course, just showing up isn’t enough on it’s own. You also have to interact, at least a bit. If you’re shy or introverted (like me), you don’t need to leap out of your comfort zone every time you leave the house.

Instead, start off by consistently showing up. In many cases some of the more outgoing members of the group will come up and start talking to you.

If that doesn’t happen or if you want to be proactive, initiate conversations. I tend to go with, “Hi – I’ve seen you around a few times but don’t think we’ve met – I’m Jason.” After that I’ll generally ask a question related to the context we’ve met in. For example, “How long have you been doing CrossFit?” if we meet at the gym, or “What line of work are you in?” if we meet at a coworking space.

If you’re like most people and have trouble remembering names or details, take quick notes on the people you meet. Scribble down their name, what they look like, and what you guys talked about. If you want to get fancy, write down the important things that are happening in their lives and ask about them next time your paths cross.

Part 2: create a community

With a bit of luck, getting involved in one or more of the activities above will allow you to join an existing community. If so, terrific! You can skip this step. If not, read on.

If you find yourself in the situation of knowing a lot of people but still feeling lonely, it’s almost certainly due to a lack of community.

Almost everyone is longing for community, so forming one tends to be easier than expected. By being proactive, you put yourself in the amazing position of being the linchpin for a group of people you enjoy, which will make your social life explode with activity.

Begin organizing and attending events and inviting the people you’ve met to come with you. A quick text, email, or facebook message a few days before the event, followed by a confirmation a few hours before will do the trick.

If you’re going to host an event on your own and are worried that no one will attend, here’s a trick I lean on all the time. Before you invite the whole group, confirm the event with one or two people who you really like and encourage them to invite people too. This way, in the unlikely event that everyone else declines your invitation, you’ll still have a few people to hang out with.  

Here are some of my favorite group activities:

  • Organize a lunch where you introduce all of your professional contacts to one another. Bonus points if you put a bit of thought into the guest list and invite people who are likely to get along or do business together.
  • Invite your friends to attend a sports game (if your city has a rugby team, go check them out – it’s surprisingly fun and inexpensive).
  • Host a dinner party at your apartment. If the idea of cooking for a group intimidates you, try ordering in, asking a friend to help, or making it a potluck.
  • Teach something you love. If there is something you love doing – let’s say salsa dancing for example – start teaching other people how to do it. You can do this in a professional capacity by offering lessons or informally by inviting your friends over and teaching them the basics before you all go out dancing.
  • If you drink, invite people to a wine, beer, or whiskey tasting. You can find a bar that offers this, or tell everyone to bring their favorite bottle to share with the group.
  • Invite friends to happy hour.
  • Organize a brunch.
  • Go to trivia night.
  • Go to karaoke night.
  • Host board game nights (lately I’ve been winning big at Settlers of Catan, but getting my ass handed to me at Coup and Ticket to Ride).
  • If your town has any quirky or seasonal events happening, organize a group to go check them out (think axe throwing, go karts, cultural festivals, cool exhibits, haunted houses, etc).

Of course, organizing events comes with risk: it’s basically guaranteed that some people will decline your invitation. When this happens, it’s hard not to feel at least a bit rejected. Many people let their fear of rejection prevent them from ever extending an invitation. Bad idea. It’s far better to deal with minor rejection than to be lonely and isolated. Besides, rejection is usually far less personal than it feels.1

Part 3: forming deep relationships

The real goal isn’t just to have people to hang out with; it’s also to find a few people you can form deep relationships with.

For many, true intimacy is both intimidating and elusive.  Fortunately, it’s a learnable skill. There are two components here. First, you must allow yourself to be open and vulnerable. Second, you have to create space for people to be open and vulnerable around you.

Component 1: opening yourself up

Most people struggle to open up and be vulnerable around other people. In fact, many people struggle to admit their weaknesses and vulnerabilities even to themselves. And yet, opening up is the only true path towards deep, fulfilling relationships.

Begin by sharing how you’re actually doing in the moment and letting your guard down. Feeling depressed? Secretly afraid that your hard work will amount to nothing? Lonely? Excited because you got a raise? Feeling really powerful and synced up? Let the other person know. Over time, share more and more of yourself. Yes, doing this will usually feel risky. That’s the point.

As you develop intimacy, the goal isn’t to recite facts about yourself while secretly remaining guarded. The goal is to allow all of yourself to be seen, even though it’s pretty much guaranteed that parts of the real you feel messy, complicated, afraid, and unattractive.

Of course, deep relationships can’t just be about you, they also have to be about the other person, too…

Component 2: creating space for the other person to open up

The other part of intimacy is genuinely caring about the other person and making sure they know it. For most, this is often easier said than done.

Fortunately, there are a few tricks to this:

  • Stop playing it safe and ask questions that you actually care about. All that complicated and taboo stuff in life like death, sex, politics, drugs, religion, and philosophy? They make amazing conversation topics. Lately I’ve been asking people, “What do you think happens when we die?” and “What’s going on in your spiritual / religious life right now?” When you do this, be generous with your attention and spend more time listening than talking. You should always be willing to answer any question that you ask.
  • When someone tells you something that seems important follow-up about it later on. Is your new friend perpetually bothered by her lazy coworker? Ask her how the situation is going next time you see her. Solving her problem, offering insight, or being clever isn’t the point – the point is to let them know you care.
  • Remember that true friendship is a gradual process. Intimacy is (usually) created over the course of many encounters with the other person, each leading to a deeper and deeper relationship. You really don’t need to share your greatest insecurities and fears on day one. Instead, pave the way so that on day 1000, you’re filled with appreciation for that person’s role in your life.
  • Don’t judge. We are all filled with contradictions, laziness, flaws, traumas, quirks, and other unappealing attributes. If someone opens up to you enough to let you see them, don’t judge her. Doing so will prevent her from opening up in the future. Instead, respond with curiosity, comfort, or compassion and by opening up yourself.

As you start to form deeper and deeper relationships, it’s important to remember one final thing: not everyone is capable of, or willing to, form real relationships. When you meet someone like this, you have a few options. You can maintain a surface level relationship. You can gently let the person go. Or you can love the shit out of them exactly as they are, which – with a bit of luck – may be the exact thing they need to melt the walls around their heart.

Postscript 1: If you’re really struggling…

If you’re really struggling with intimacy or loneliness or just can’t seem to get your social life off the ground, get help. If it’s a matter of needing a few new skills, a bit of encouragement, and some accountability, hire a coach. If you sense that the issue is deeper find a good therapist.

Postscript 2: how I met my girlfriend (or, one year later…)

New Years Eve, 2016, Denver, CO, 11:50 pm: I can’t believe it. Just a few minutes ago there were 30 people in my studio apartment. Now we’re all at dance club about to ring in the new year. This is amazing.

Last year, it was my goal to be able to have better plans for New Years Eve 2016, than I did for New Years Eve 2015. I’ve succeeded beyond my wildest expectations. Instead of just attending someone else’s party, I threw my own. Not only that, but this really amazing woman, L*, came to the party too. Her energy bowled me over. I hope I can get to know her better in 2017…

Why following your passions is bad career advice

I used to be one of those annoying guys who urged people to find their passion and encouraged them to turn it into it their job. As far as I could tell, it seemed like an obvious formula for creating a great, profitable life.

Unfortunately, I was wrong. I was falling victim to cliché and generally bad career advice. More than that, I was missing a big blind spot in my own life: I already turned two of my passions into jobs and grew to hate them.

As a child, I studied magic because I loved it. My love of magic led to my performing at birthday parties, then events around town, and eventually for Fortune 500s and pro sports teams. Along the way, I completely fell out of love with magic. In fact, I ended up hating it. What started as a passion turned into an obligation.

The same thing happened with speaking. I started working as a pro speaker because I loved it. As I became increasingly successful, I started to lose interest in getting on stage.

We are often counseled to “do what we love,” or to “follow our passions and figure out how to make a living from them later.” This way, we’ll “never have to work a day in our lives.”

As it turns out, monetizing your passion is a pretty bad move. Not only is it overly quixotic, it also runs the risk of ruining the exact things that bring you joy. In this article, we’re going to consider why blurring the line between passions and professions tends to make people unhappy.

First things first: you have permission to not follow your passions

I know that a lot of people feel like they’re doing it wrong unless they are Tom- Cruise-jumping-on-Oprah-Winfrey’s-couch-happy about their jobs.

If that’s you, I want to be clear about something: it is 100% fine to take a job that you like but don’t love and then use your free time to pursue your passions and hobbies.

In fact, for most people, doing anything besides that is a pretty bad idea (more on that in a second). So if you’re just looking for permission to have a normal job, you’ve got it! It’s okay if you’re not leaping out of bed every morning excited to get to work. Just make sure that your work is engaging enough and leaves you with time for yourself.

An even more productive approach is to consider a simple question: do you hate your job? If the answer is no, you’re on the right track. If the answer is yes, then you need to start looking for a new one.

Passion is more complicated than it seems

To further complicate the matter, passion is more complicated and elusive than it seems.

The act of finding your passion is fairly counter-intuitive. As Cal Newport points out in “So Good They Can’t Ignore You,” passion tends to come from the investment of time and hard work on projects you find interesting. As your skill improves and you begin to understand the nuance and beauty of your craft, then you’re likely to feel passionate about it. In other words, passion doesn’t inspire action like we often assume; action inspires passion.

The complexity doesn’t end there. Once you’ve found something you love, you have to accept that your passions will change – often dramatically – as you age. The wild partying that defined the best moments of your 20’s is unlikely to interest you in your 60s.

Want to kill your passions? Monetize them.

Not only is building your life around your passions tricky, but also monetizing your passions is likely to kill them. Here’s why…

1) Many passions can’t really be monetized. I love playing Settlers of Catan, reading, and a good day sailing. I could get a job at a board game shop, work as a reader for as a publishing agent, or teach sailing at a summer camp. The problem is that those are in the neighborhood of my passions without actually being the thing I love.

If you squint, you can almost convince yourself that you’re doing what you love, but you aren’t. Instead, you’re settling for a lower paying and less engaging job that you will eventually begin to resent.

2) You will fall victim to overexposure. Imagine if you had to eat pizza – or whatever your favorite food is – every day. Pizza would lose its desirability quickly. This happens with pretty much everything.

We need a bit of distance to truly appreciate the things in our lives. Unfortunately, most of us can’t separate ourselves from our jobs. We depend on them to pay the bills. This means that if you monetize your passion, the intensity of feeling that once delighted you will inevitably fade away.

3) Turning what you love into your job makes you beholden to it. Unless you’re independently wealthy, you’re beholden to having some sort of a job for most of your life.

At first glance, getting paid for what you’re passionate about is wildly appealing. When you dig a little deeper, you start to realize that being forced to engage with something makes it much harder to love. For example, most of us hated “The Great Gatsby” when we had to read it in High School, but actually liked it when we reread it later in life.

The beautiful thing about your passions is that you choose to do them. If I’m not interested in blogging next week – even though I normally love it – no biggie. I can take the week off and work on my next article whenever inspiration strikes. In contrast, we do not have the luxury of choosing to skip work just because we don’t feel like going.  

Furthermore, your job inevitably gets infused with stress, deadlines, anxiety, and annoyance. For many, getting paid to do what you love is a great way to lose interest in the exact thing that used to light you up.

4) The successful people who urge you to “follow your heart” tend to be short sighted. It’s popular for celebrities, entrepreneurs, athletes, executives and the like to report that they succeeded because they followed their hearts. This narrative is so common that it seems almost insane to argue against it.

The reality is simple: following your heart is not a sure-fire path to success. In fact, it’s risky and short sighted. It ignores the jarring importance of luck, circumstance and privilege in extreme success. There are countless people who have followed their hearts and had it dramatically stunt their careers. Of course, we never hear from them because they aren’t famous and it’s considered impolite to ask someone why they didn’t succeed.

So yes, it’s extremely compelling when successful people tell us to follow our hearts. And to be honest, I think we should – just not necessarily with our careers.

PS: Falling in love with your job isn’t the secret to a good life anyways

The reason that most people want to wed their passion to their profession is because it seems like an easy path to happiness and the good life. I get that.

Unfortunately, it’s not that simple. The real trick is to find a job that enables space and energy for you to do the things that produce happiness within your life.

Happiness – as far as I can tell – comes from a fluid combination of knowing and loving yourself, having enough, proactive generosity, decent mental health, self-worth, rest, activity, service to others, and meaningful relationships. Oh, and Settlers of Catan. Lots and lots of Settlers.


Being cool with being normal

I have to confess that for most of my life, I thought I was destined for fame and world-class success. I didn’t think I’d be in the top 1% of my field – I truly thought I would be the undisputed best.

As a child magician, I believed I’d be the next Lance Burton or David Copperfield. When I worked in international development, I felt that I was uniquely qualified to save the world and that the UN Secretary General would be interested in my perspective. As a speaker, it seemed like just a matter of time before Oprah invited me onto her show.

I’m sure that reading this makes me seem like I was an egomaniac with delusions of grandeur, but we’ve all been there. Countless industries and individuals urge you to “be your best self” so that you can “achieve greatness” and “leave your legacy.”

Few of us were ever told that it’s likely we’ll be pretty good (but not world class) at one or two things, and mediocre at everything else.

Few of us were ever told that it’s ok if we’re not rich, famous, influential, or successful.

Few of us were ever told that identifying and respecting our limits brings far more happiness, than leaving our comfort zone and trying to be bigger than we are.

As a result, many people are walking around feeling flawed and inadequate simply because they are normal human beings. That’s fucked up.

In this article, we’re going to tackle a sticky subject: being cool with being normal. We’ll also cover the genesis and consequences of believing that you’re bigger and more capable than you actually are. Finally, we’ll discuss what happens when you decide to start accepting your limits instead of fighting against them.

We are bought and sold with delusions of grandeur

Culturally, we seem to value success and achievement more than joy and contentment.

We are constantly bombarded with messages from marketers, politicians, the media, and personal development weirdos telling us that the secret to success is to:

  • Accept responsibility for your reality1
  • #Hustle
  • Dream big
  • Become internally validated
  • Work hard
  • Work smart
  • Leave your comfort zone
  • Adopt a growth mindset
  • Refuse failure
  • Understand that good is the enemy of great
  • And a lot of other bullshit

We are told that if we do these things, then we can be everything to everyone. Emails will be responded to quickly, clients will adore you, you’ll make love to your partner twice a day, hummingbirds and butterflies will alight on your shoulder, investors will beg to back your next project, and if you meditate a bit, you’ll achieve enlightenment!

And at first glance all of this makes sense. In fact, it’s kind of inspiring. It leads us to believe that we are capable of achieving great things. It plays nicely into our egos. I mean, who wouldn’t want to believe that with a few simple changes we could be the next big thing?

But there’s a fairly obvious truth that everyone seems to be ignoring here: most of us aren’t destined for greatness – myself included. In fact, most of us aren’t even capable of greatness. We’ve been tricked into believing that we are. This is unfortunate because believing that you’re capable of something outside of your ability range isn’t a sign of confidence or self-worth, it’s a profound example of self-loathing.2

For decades, we’ve been sold faulty ideas about ourselves and our abilities. The delusion has led many of us to wrongfully feel unworthy of respect and love, simply because we’re not super-human.

To further complicate the matter there are two subtle truths at play. First, many of the people who do accumulate extreme success have rare gifts and absurd amount of luck that enables their success. Second, success alone isn’t all that valuable. If you don’t feel worthy of love or respect before you make it big, you certainly won’t after.

The magic of accepting your limits

Fortunately, there is a different and much more realistic path: figure out what your limits are, and operate within them.

Instead of forcing yourself out of your comfort zone all the time, relax and enjoy feeling stable and secure. If you choose to set wildly ambitious goals don’t beat yourself up if you fail to achieve them.3 Instead of blurring the lines about your truth, be honest about where you’re at in life, even if it isn’t pretty. And yes, there will always be people who achieve more than you do. That’s ok. Your life isn’t about them. It’s about you.

Operating within your limits is an act of self-love and self-acceptance. It also allows you to authentically create a life that you’ll adore living. It enables you to focus on the joy and contentment that’s already in your life, rather than striving for delusional exceptionalism.

The trick is to pay attention to what you have, instead of what you don’t have. Long term, this focus helps you wean off all things that conspire to make you feel inferior. In the moment, it helps to turn off your phone, computer, and anything else that pollutes your attention and bask in your own awesomeness for a bit.

When you do this, you start to notice amazing things that were obscured only moments before. You notice that you already have enough. You realize you’re loved and cared for by the people in your life. You’re conscious that you’ve already made a positive impact on your communities. You’re aware that many of the things you were striving for, you’ve had the whole time4. You notice that you are enough. Life shifts from feeling quietly oppressive to playfully enchanted.

13 things that are 100% ok when you release yourself from delusions of grandeur

I’ll leave you with a list of 13 things that are 100% ok, even in a world that pressures you into being bigger than you are:

  • Turning down a promotion, client, or raise in exchange for better work-life balance
  • Having a job that you’re apathetic about (if you hate your job though, it’s time to start looking)
  • Being a stay at home mother or father
  • Going back to work after becoming a parent
  • Thinking that extreme ambition is silly
  • Failing to be a man or woman of your word 100% of the time (spoiler alert: no one keeps their word 100% of the time)
  • Flaking every now and then-especially if you don’t care all that much for the person or event
  • Keeping a less than perfect diet (where would we be without pizza???)
  • Having an occasional shitty day for no good reason
  • Deciding not to start a business, blog, podcast, side hustle, or public facing social media account
  • Watching Netflix instead of meditating
  • Believing that Tim Ferriss, David Deida, and Gary V are out of touch and don’t actually make much sense
  • Being emotional and irrational (that is, human) from time to time


Why does success feel so empty?

Last week: Z*, who founded a 30 person company, is staying with me for the night.

When I show him my apartment, I awkwardly say, “I know people in our circle are supposed to have huge, flashy apartments, but I just have this small little studio.”

He says, “What are you talking about, man? Have you seen my place? It’s almost exactly this size.”

For the millionth time, I’ve fallen for a huge trap: instead of being content with my life, I feel inferior because I’m not world-stoppingly-successful.


So many of the people I know are preoccupied with success. They want more money, status, and influence. They’re chasing a better body, a better relationship, and a wilder social life. They need to change the world, start a business, and leave a legacy. In fact, they get so distracted by their ambition that they fail to notice how great life is in the moment. This happens to me too. I spend more time thinking about how to improve my life, than feeling content.

The results of all this striving are unfortunate…

Amazing people feel inferior when they should feel like rock stars

A* runs a blog that her readers love. In fact, they send her poems and videos expressing their gratitude. But when you ask her if she’s happy with her work, she sighs and says, “No. I feel like I should be rich, but I’m not. If I were truly successful, I’d be making more money.”

S*, a brilliant economic analyst, has made millions trading currencies. He’s emerged as one of the most influential people in his space. When I tell him, “Wow, what you’ve done is truly amazing,” he dismisses the comment. Instead, he tells me that he’s lonely and wishes he had a better social life.

M* is one of the most charismatic people you’ll ever meet. He can make a stranger feel like his best friend in just a few minutes. Yet, if you ask him what it’s like to be so wildly likable, he tells you that he wishes he spent less time partying and more time focused on his career.

J* is going back to school to become a nurse. Soon, he will heal people for a living. He loves his job, but in vulnerable moments, he admits that he’s self-conscious about not being a doctor.

T*, a former entrepreneur, just took her dream job as a marketing executive. Her work is a 15-minute walk from her house, the company has an amazing culture, and it gives her the predictable income that makes raising her family easier. Yet, the decision to close her business and get a “real job” made her feel like a failure.

Why are so many objectively amazing people feeling inferior?

The cognitive illusions that sabotage self-worth

There are three cognitive illusions that make feeling successful, worthy, and valuable more difficult than it should be.

The negativity bias – though I’ve written about this before, it’s worth reiterating. Our minds are wired to give more attention to negative stimuli than positive stimuli. This is called the negativity bias. The negativity bias is the reason we are more affected by criticism than compliments.

A billion years ago, it was an evolutionary advantage that enabled us to quickly identify the threats in our environment. Today, it just tricks us into feeling like an asshole when we shouldn’t. It creates an inner world that is disproportionately negative and blind to the stunning success and beauty that defines you.

One of the best ways to overcome the negativity bias (and experience a more pure form of reality) is to actively notice what’s going well in your life and in our world.

The black hole problem (and its cousin, the auto-crave problem) – virtually any metric of “success” renders you victim to the black hole problem: if you’re trying to obtain something tangible, you can always obtain more of it. Because of that, you’re unlikely to ever be satisfied.

When I was speaking, I often fell into the black hole. I used to happily take Greyhounds to my gigs. Eventually I started telling myself, “If a client ever pays for me to fly, then I’ll really feel successful.”

One day my clients started paying for flights. As soon as I got used to that, I told myself, “If a client ever pays to fly me first class, then I’ll feel successful.” Had I stayed on that hamster wheel, I would have wanted to fly in private jets, then on my own plane, and then my own highest quality private jet, and so on and so forth.

To further complicate the matter, our minds seem to be set to auto-crave. That means that as soon as we are content with something, we start craving something else, completely forgetting about the contentment that defined us moments before.

This happens all the time with food. After a big dinner, you’re sure that you’re full. That is, until someone brings out dessert. Suddenly, you realize that you have exactly enough room left for a brownie sundae!

The comparison trap – Since we were kids, we’ve all been told that comparing ourselves to others is a losing game. Still, we’re all human, and there are two subtle elements of comparison that make us feel particularly inferior.

1) Beginners tend to compare themselves to advanced practitioners.

It’s tempting for me to compare myself to the writers I admire. I’ve been working on the craft for a year or two, when they’ve been working for decades. To compare myself to them is insane, but I still do it all the time.

In the beginning stages of a business, we ask ourselves, “What would Zuckerberg do here?” When we’re trying to exercise more, we use images of fitness models to motivate us.  

By doing this, you’re effectively comparing a beginner’s rough draft to an expert’s finished product.

2) We assume that the people we admire have perfect lives and since our lives are imperfect, we assume we aren’t yet successful.

Spoiler alert: no one has a perfect life.

No amount of success allows you to escape being human. Even the best of the best struggle with doubt, insecurity, dirty dishes, and the occasional case of explosive diarrhea. They fight with their spouses over stupid shit, half-ass the projects they dislike, and watch too much Netflix. When you effectively take them off the pedestal, you realize that you’re much further along the path than you thought.

When we compare ourselves to people we perceive as perfect, we feel much more flawed for being human.  

How to feel the success you’ve already earned

First, learn to fall in love with process. No matter what you’re working on, the process is likely to demand more of your attention, energy, and time than the results will.

It’s important to create a day-to-day that you really enjoy. Take good care of your health, spend time with a community you love, and do meaningful work. Doing so will create more stability and happiness than success ever could.

Second, adjust your understanding of success. Many people – and I was one of them – think that “success” will eliminate all of their problems. I told myself that if I could just accumulate enough money and status, everything would be perfect: L* and I would never miscommunicate, I’d enjoy eating salads, and I’d become the strongest guy at my gym.

Bull shit, bull shit, bull shit.

At best, success can give you options. L* and I could set aside long periods of time to iron out sticky issues, I could hire a chef to make salads for me, and I could workout with a trainer at the gym.

But success doesn’t solve any of the existential problems that come along with being a human. Success won’t make you feel happy, worthy, or content; those are entirely different skill sets.

PS: Would success even change all that much? Possibly not.

A few weeks ago on a late Saturday afternoon: L* and I are having a tea on her patio. We’re talking about a project that I’ve been working on for the past few years. If it succeeds, it will make a dramatic difference in my finances.

L* goes inside to take a phone call, and I start daydreaming about what life will be like if the project succeeds and makes me rich and famous. My external life would become flashier. I’d pick up the tab more often, donate more to charity, get a fancy new apartment, and possibly buy a Jeep Wrangler.

But my inner life? I was shocked to realize that it probably wouldn’t change at all.

I suddenly understood that if I’m not content with what I have, getting more of it will only exacerbate my problems. If I can’t find happiness in this moment, more money won’t change that. If I don’t feel connected to or loved by the people I surround myself with, no amount of external validation will change my feelings.

It was a jarring thing to realize.

How to affect change in your country (even when things suck)

For many progressives – and conservatives – the past few weeks have been disturbing.

First, the President of the United States escalated a cold war with North Korea. Then, he failed to calm the country after a surge of white supremacy. In fact, many feel that he (perhaps unintentionally) stoked the flames.

In moments like this, it’s tempting to get angry and claim that the other side (regardless of who the “other” side is) is evil and needs to be stopped. Within that, there’s unspoken permission to hate your opponents.

And while I understand – and even sympathize – with those feelings, I fear they are unproductive and misguided.

To continue to define yourself in opposition – especially emotionally charged opposition – to others is to forget that we belong to one another.

To fight hatred with hatred only magnifies the exact things we are trying to extinguish.

Instead, we need a far more grounded, loving, and inclusive approach to social change.   

Like countless others I’ve been asking myself, “What can I do to make a difference? How can I help? How can anyone help?” I spent a lot of time thinking about it. More importantly, I called my friends who work in the government, nonprofit, and community organizing, and asked them.

What follows are the best answers we could come up with regarding how individual citizens can make a difference. If you have additional suggestions, please leave them in the comment section.

Step 1: Begin by taking good care of yourself

We’ve all heard, “Put your oxygen mask on first. After that, help others with theirs.”

If you’re feeling beaten down by the world, you won’t be able to serve anyone. Heck, you won’t even be interested in living. Begin improving your community by making sure that you’re taking good care of yourself.

Even if you already excel in self-care, times of trauma and chaos can obscure things that are otherwise apparent. So, as a quick refresher:

  • Get plenty of sleep and exercise
  • If you drink or do drugs, do them in moderation
  • Keep a (basically) healthy diet
  • Ask for help when you need it (including calling a friend to vent or turning to a professional)
  • Give yourself small treats throughout the day
  • Embrace your imperfections
  • Take a break from following the news if you need to.1

Step 2: Check in on your people (especially the minorities)

I can’t emphasize this enough: reach out to the people you love, especially if they are a minority. Ask how they’re holding up. Tell them that you’ve been disturbed by what’s happening in our country. Tell them that you love them.

Most people will feel affected by the past few weeks’ events, and by being open, you can provide a lot of support to those you love.

Step 3: Get informed

Once you’ve touched base with the people you care about, it’s time to figure out what’s actually happening. Having accurate information is incredibly important. If you debate with someone of an opposing perspective with incorrect information, they will dismiss you (and rightly so).

The most recent election has made it clear that internet and TV resources are not always reliable. Do your research before believing everything you read. A few outlets that I personally trust include:


  • The Economist – in my opinion the singular best source of unbiased and accurate news available today, (leans conservative)
  • The New York Times – accurate, well researched, and up to date, (leans liberal)
  • Wall Street Journal – focus on business, economics, politics, and the instruments that influence them, (leans conservative)
  • NPR – accurate and reliable (and at times funny), but notably liberal and occasionally unfriendly to conservatives

The best bet is to comb through multiple news sources to figure out what’s happening. Ask one of your history nerd friends to give you a quick overview of how we got here in the first place.  

And, as annoying as it may be, read a few articles from popular news sources that you consider unreliable, racist, or idiotic. Try to read them with an open mind. Even if you disagree with everything they’ve written, it will help you understand the other side.

Talk to people whose views differ from your own. When you do, lead the conversation from a place of curiosity, not judgment. Ask questions. Seek to understand their conclusions.

Finally, if you want to understand a huge – and often ignored – population of Americans whose voice and influence is growing, consider reading JD Vance’s book, “Hillbilly Elegy.” It’s about America’s rural poor in the Appalachian Mountains.

Step 4: Practice random acts of kindness

Get in the habit of performing random acts of kindness.

The tension in this country is insanely high right now. Your goal should be simple: get a few random people to smile each day. It will make you happy and will make other people happy too. Besides, we can all use a bit more kindness these days.

A few ideas:

  • Pay for the coffee, toll, or lunch of the person behind you
  • Write something uplifting or funny on the sidewalk with chalk
  • Give compliments to strangers
  • Carry around a bunch of $1 bills and give them to whoever asks for money
  • Play the “Make a stranger smile” game with your friends. The game is simple: whoever makes the most strangers smile (by whatever means) wins.
  • Volunteer for an organization you believe in
  • Put a few books in those free libraries that keep popping up

Step 5: Get directly involved in a way that makes sense for you

Finally, get involved. If all you’re doing is worrying and complaining to your friends, then you’re not doing enough.

There are plenty of ways to get involved, and if you have additional ideas, please leave them in the comments.

Host an event and invite people with differing worldviews. One of the most consistent ways that people overcome prejudice is by forming personal relationships with people that they are prejudice against.

If you have a particularly diverse friend group, host a dinner party and introduce everyone. Don’t be afraid to lay some ground rules and set boundaries. Personally, I tend to (gently) enforce a “No talking politics” rule when I host groups that are likely to clash.

I’ve noticed that by eliminating the elephant in the room, people are more likely to form personal relationships, which are far more impactful than political debates. To see a great example of this playing out, check out Heineken’s unexpectedly enlightened commercial, “Worlds apart.”

Donate to the front lines. The ACLU, Black Lives Matter, and Planned Parenthood are all critical organizations right now. If you’re a talented promoter or event coordinator, consider organizing a fundraiser. If you have a bit of extra income, consider donating to a cause you believe in.

Contact your elected officials and let them know how you want them to vote. Some politicians still care about what their constituents think and are influenced by public thought. We can leverage this by contacting them. If you’re looking for their contact information, you can find it here.

Get involved with local politics. Go to rallies. Volunteer. Organize a fundraiser. Donate to the campaigns and candidates you believe in. Sign a petition. Better yet, start a petition.

Run for office. This is a really bold solution, but if you’re good with people, have a high-risk tolerance, and think you can do a better job than the powers that be, you should consider running for office. As I’m sure you’ve noticed, the system has changed and is increasingly accessible to people who are not career politicians.

Use your voice (even when you think it will fall on deaf ears).  When you see something wrong, speak out against it. This might be calling out racism when you notice it, writing a Facebook post denouncing hate, or attending a protest. Regardless of the approach you take, staying silent is dangerous. This is especially important if you are a conservative.  It’s your job to show your peers that the Republicans are not a part of hatred and discrimination.

Finally, when you talk with people of opposite views, stay open. Better yet, kill them with kindness and curiosity. Listen more than you speak. If you sense that someone is open to change, resist the urge to say, “Told ya so!” Instead, express admiration for their openness and intelligence.

Postscript 1: does one person’s actions really make a difference?

Whether or not you believe an individual’s actions makes a difference, depends on how you view the world.

If you look at the world as just a collection of 7.5 billion humans and assume that change is only meaningful when you can touch everyone, then nope, your actions won’t make a difference. Even if you scale down to just the US, a country of 323 million, it’s still not realistic to hope to change everyone.

However, when you realize that the world is made up of individuals – each one of us having a vivid human experience of struggle, pain, love, joy, fear, laziness, and everything else – things change. You realize that you can change our world and you do so by influencing the individuals within it. If you’ve helped to alleviate suffering or increase the joy of an individual or a small community, then you’ve made a tangible difference. When you scale this by doing consistent and thoughtful work, you inevitably build a better world.

Postscript 2: a note to thought leaders and people who shape public opinion

Many of my readers are far more influential than I am. If you fall in that category, listen up…

Way too many leaders, podcasters, bloggers, entertainers, entrepreneurs, and executives kept their mouths shut during the 2016 election. Yeah, I get it: you don’t want to alienate your audience/clients/friends/family/investors.

All I have to say about the issue is this: fighting for civil rights is way more important than being a people pleaser. If you’ve taken the time to accumulate influence, then it’s your obligation to speak up.

When I ran an article about how I thought voting for anyone besides Clinton was unethical, my team was placing bets on how much damage it would do to my businesses.2 But still, we ran it. More importantly, it worked. Readers wrote in telling me that it changed their voting behavior.

And I’m small fries when it comes to the Internet. If I was able to help change people’s minds, you can too. To assume that your audience can’t handle you taking a stance or that rational argument doesn’t change people’s opinions is to deeply insult your audience. In fact, if you’re not willing to speak out about the issues you believe in, then you don’t deserve a platform. Easy as that. 

Living in a world where your body is obscene

“If war is holy and sex is obscene,
we’ve got it twisted in this lucid dream” -Alicia Keys on “Holy War”

– 1 –

It’s easy to be compassionate when a loved one is going through a tough time. Without thinking, you offer warmth, empathy, patience, and playfulness. You encourage her to take a bit of time off, relax, breathe, and go easy on herself.

If you’re like most people though, when you’re the one struggling, your actions are different.

You beat yourself up. You accuse yourself of being lazy, stupid, disorganized and incompetent. You’re angry and disappointed in yourself. You compare yourself to everyone else in the world, and you can’t help but notice how poorly you’re doing.

Instead of extending the grace and compassion that you effortlessly give to others, you’re merciless with yourself.

Of course, you’re not unique. We all do this.

The question is, why are we so much harder on ourselves than we’d ever be on a friend?


– 2 –

In the modern world, we are constantly cut open by messages saying we aren’t attractive, successful, efficient, healthy, or happy enough. We’re told that if we buy some widget, attend a training, go to a meditation retreat, do a cleanse, lose some weight, or whatever, then maybe – just maybe – we’ll be worthy and ok.

When that doesn’t work, we turn to personal development, which – instead of teaching us to accept ourselves for who we are – nudges us towards other people’s definitions of success, happiness, and contentment.  

Most of us have been convinced that unless we are multi-millionaires with the body of a Greek God or Goddess, the sex life of a porn star, the meditation practice of a monk, and a rom-com worthy relationship, there’s something wrong with us. I fall for this shit all the time.

But of course, those are just the obvious insecurities. There are more subtle ways in which we’ve been made to feel flawed without even realizing it.


– 3 –

It may seem like I’m going out on a limb here, but bear with me for a moment.

Imagine what would happen if you stripped off your clothing and walked down a crowded street.

Even if you’re wildly attractive with great hygiene, you’d quickly get arrested for “indecent exposure.”

I know, you’re thinking, “Yeah, duh, that’s the law,” but that’s not the point I’m trying to make.

We have literally created a world where your naked body is considered “indecent.”

You – the real you, the one who is vulnerable, raw, undisguised, and unabashed – is considered unfit in the eyes of the law.1

That’s really, really fucked up.


– 4 –

Of course, it’s not just our bodies that are considered obscene.

Our minds are too. We’ve all secretly:

  • Wished suffering upon our enemies
  • Been attracted to people besides our monogamous partner
  • Contemplated whether or not we could get away with lying, cheating, or stealing
  • Felt envious of someone else’s (ostensible) success and happiness
  •  …And a million other “horrible” things

In reality, most of us experience far darker thoughts and fantasies than anything I’ve written here.

Yet if anyone explicitly expressed these thoughts – even with the disclaimer that you’d never act on them – you would be reprimanded, shunned, or deemed unstable.  

So we try to pretend that our minds don’t have dark corners. On the rare occasions that someone admits that her inner life is sometimes grim, we tend to get uncomfortable and change the subject instead of opening up and quietly saying, “Yeah. Me too.”


– 5 –

Do you see what happened here? We’ve created a society that implicitly and explicitly discourages us from being who we truly are. Neither our bodies nor our minds are allowed to be naked without serious repercussions.

So we learn to suppress huge parts of ourselves. We water down our opinions, hide our darkness, and fight against our urges – even when they wouldn’t harm anyone. We become strategic in what we communicate and how we behave.

The more we hold ourselves back (a necessity if we are ever to fit in) the more we dull ourselves. You can’t close yourself to being hated without also closing yourself to being loved. You can’t ignore the parts of you that are dark, without also drowning out the parts of you that are light.


– 6 –

Because of all of this, most people end up living muted lives. We trade most of our time for money, and even then, the money doesn’t go as far as we’d hoped. We avoid having hard conversations and pretend that problems don’t exist.

Slowly but surely, we suffocate ourselves by adhering to the norms forced upon us.

We toy with the idea of leaving the beaten path, but are forced to admit that it’s risky. If you start a business, you must first accept that you could lose everything you have. If you travel for six months instead of climbing the corporate ladder, people will tell you you’re playing Russian roulette with your career. If you fight for the causes you believe in, people will tell you you’re wasting your time

And of course, each of us is dealing with more pain, suffering, and anxiety than we admit. For many, the suffering is so intense that they use television, drugs, alcohol, the internet, or other distractions to put themselves into a low-level trance just to get by.


– 7 –

Consequently, extending compassion to yourself is far harder than it should be. The world constantly makes you feel flawed and inadequate, and sometimes, you can’t help but believe that you are.

Fortunately, there is a path forward, but it’s tricky. It takes courage and a clear head. You must believe that you are sane and that the world you live in is insane.

– 8 –

To start this process, do your best to laugh at all of the insanity around you.

I mean, think about it.

We’re all just running around like chickens with our heads cut off, discussing sports scores and stock market trends, draping ourselves in status symbols, babbling about work, entrepreneurship and grad school, trying to accumulate more and more, and gluing ourselves to screens and shitty jobs, while holding in our farts until no one’s around.

If you’d just pause and catch your breath for a moment, you’d notice something incredible: you’re pretty alright just as you are. In your own way, you’re beautiful. You’ve been able to handle everything life has thrown at you so far, and you’ll continue to be able to do so in the future. Besides, even if this moment is shitty, there’s always hope the for the next. In fact, if you work a bit to improve this moment (and that includes taking a nap!), the next one will follow along nicely.


– 9 –

Once you’re able to see the absurdity of the world we live in, it becomes easier to let go and be gentle with yourself.

Work to accept yourself for who you are, instead of beating yourself up for who you wish you were. In most cases, the person you wish you were has been superimposed on you by the outside world anyways.

Remember that being a human can be pretty fucking hard sometimes. There’s nothing wrong with you.

If you’re having trouble extending compassion to yourself, try this: think about how you would treat a friend who was in your exact position. If you notice that you’d be more compassionate to your friend than you are to yourself, do your best to transfer some of that compassion over to you. You deserve it.


– 10 –

From there, start accepting others as they are instead of trying to shape them into the people you wish they were. Love them when they’re being messy, chaotic, and annoying.

The more you accept the humanity in others, the more you’ll accept the humanity in yourself.

How to quit (and why it leads to happiness)

May, 2004: I’ve just stepped off stage from my last magic show ever. It feels… anticlimactic.

I imagined that I’d be emotional, but I’m not.

It’s as though today’s show held little significance. I didn’t even tell the audience that it was my last show.

Though I admit I feel a little guilty. Over the past 12 years, my manager, parents, and brother have poured tons of time and energy into my success. In some ways, my decision to quit feels like a betrayal.

But instead of worrying too much about that, I pack up the show, load up the car, and exhale. It’s nice to be done with this shitty job.


Have you ever had the experience of getting exactly what you wanted – a certain amount of savings, a job, a relationship, a cool apartment, a status symbol, whatever – only to be disappointed shortly thereafter?

Most of the time we tell ourselves, “Oh, well I guess I just need more!”

While the tendency is understandable, it’s also misguided. Once you’ve created a life you enjoy, adding more tends to have diminishing returns. However, you can create huge wins by removing the stuff that doesn’t work or is causing friction.

In this article, I’m going to make a simple argument: the path to happiness is lined with eliminating all of the shit that doesn’t serve you. I’ll also give you practical tips on how to quit, explain why doing so is often terrifying, and advise on how to deal with haters.

Why quitting leads to happiness

Imagine for a moment that every day you get out of bed and stub your toe on the nightstand. In a situation like this, you have two options:

1) Accept that the nightstand will always be in your way and hope that you learn to avoid it or grow numb to the pain.

2) Move the nightstand.

Obviously, you’re best off just moving it.

Of course, quitting your job, ending your marriage, or giving up cigarettes is a hell of a lot more emotionally demanding than moving a piece of furniture. However, thinking about the simple things that cause you pain can be instructive. Many people choose to adapt to situations when they would be better off changing them.

The problem is that changing your life can be tricky. It almost always requires courage and a decent amount of work. Because of that, many of us never make the changes we want (or need) to.

Adapting to a situation that doesn’t serve you is a bad idea (unless the situation can’t be changed, in which case learning to adapt is wise). It wears you down and holds you back from fully stepping into your life. When you finally quit something that has been draining you, two things happen.

1) All of the frustration that came from whatever used to bother you? It vanishes. This alone is a huge win.  

2) You create blank space in your life. That space can be scary, of course, because it means that you’re dealing with the unknown. However, the space makes it possible for you to replace whatever wasn’t working with something that will help you flourish. It’s difficult for new things to appears in your life, if you don’t have the space for them.

How to overcome the fear of quitting

We are often told, “Better the devil you know, than the devil you don’t.” The idea is that it’s better to deal with familiar circumstances – even if they suck – than to take the risk of dealing with something new because that might suck even more.   

Honestly? That’s horrible advice. A better approach is to continue taking calculated risks and engaging with the world until you create a life you love.

The problem is that change can be scary. Most of us prefer the familiar to the unknown. Fortunately, there are ways to overcome this.

Realize that the devil you know is way scarier than the devil you don’t. Think about the thing(s) you are considering quitting. Ask yourself, “What happens if I don’t quit?” The answer is that life is likely to get worse.

You’ll either get worn down or the frustration you feel will continue to grow and expand. When you reflect, you realize that the bigger risk isn’t the unknown, it’s choosing to stay on a path that you know doesn’t serve you.  

Use the worst-case scenario as a thought experiment. When we consider quitting something, we often feel a quiet sense of dread. That dread prevents us from further examining whether or not we should quit. It closes us.

However, when you pause to examine your fears, you’ll notice that many of them are nothing more than phantoms of the mind. You’ll realize that things that felt prohibitively frightening when they were unexamined become manageable in the light of day.

Spend time figuring out how you could bounce back from the worst-case scenario if it ever occurs. Let’s say that you want to quit your job, but you’re afraid that you’ll run out of money before you get a new one.

There are countless ways of fixing this problem. Maybe you learn to be more frugal before you leave your job, so your savings will last longer. Maybe you start renting out a room in your apartment or driving for Uber to supplement your income. Maybe you decide that you 100% will quit your current job, but not until you’ve landed a new one. Maybe you ask friends or family if they’d be willing to let you crash with them. Maybe you take out a loan.

The important part is to realize that you are capable of handling almost anything that life throws at you (often with more grace and ease than you anticipated).

Figure out how you’re going to do it. One of the reasons quitting is so intimidating is because people rarely take the time to figure out how they’re going to do it. Though going cold turkey is entirely possible, baby steps are often more effective.

There was a decent gap between when I decided to quit professional speaking and when I actually quit. During that time, I saved money, figured out what I was going to do instead of speaking, and explained my decision to my friends, family, and clients.

Recruit help. If you’re struggling to quit something, recruit help! This can be a friend, an accountability buddy, a coach, a therapist, a 12-step program, whatever. As always, there’s no need to go it alone.

Finally, realize that few things in life are permanent. When we make big life decisions, we often feel as though they are destined to become permanent. In reality, almost nothing is permanent.

If you realize that your life was better before, you can always return to that lifestyle. Sure, there will be some differences – you may not work for the same company or live in the same apartment – but you’ll be able to create something close enough. Once you realize that you can fix almost any “mistake” you make, taking a chance in life becomes much easier.

18 Things to consider quitting

I’ll leave you with a list of things to consider quitting.

As always, the time to start is now. Even if you’ve invested tons of blood, sweat, and tears – like I did with magic – if something no longer serves you, it’s probably time to let it go.

  • Being an entrepreneur or freelancer (a lot of people who were seduced into being entrepreneurs would be much happier being an employee, regardless of how successful their business may become)
  • Spending time with the people you only pretend to like
  • Watching tons of TV
  • Going to college (virtually everyone should complete high school, but in my opinion, higher education isn’t for everyone – a very real part of me wishes I didn’t waste my time)
  • Drinking, doing drugs, or smoking cigarettes
  • Living in a city you don’t like (moving from DC to Denver was one of the best decisions I’ve ever made)
  • Pretending that you care about politics, sports, or fidget spinners
  • Staying at a job you hate
  • Obsessing over personal development (there’s nothing wrong with you, I promise)
  • Playing small
  • Staying in a relationship that just doesn’t work – even if you love the person (but move slowly and carefully here to make sure you’ve exhausted every option; keep in mind that all relationships go through rough patches)
  • Eating junk food or having an unhealthy relationship to food
  • Neglecting your mental health
  • Treating yourself poorly (you really should treat yourself like a rock star)
  • Spending time with people who tear you down
  • Lying
  • Feeling guilty for prioritizing your needs (I’ve had to deal with this numerous times, including when I quit magic)
  • Pretending that you aren’t happy, capable, beautiful, confident, bold, or awesome (soooo many people live under this delusion)

Post script: how to deal with the haters

When you really grab life by the reins, haters start to crawl out of the woodwork. The shitty part? Many of them will be people close to you.

Nine times out of ten, their reactions have nothing to do with you and everything to do with unaddressed issues in their lives. There’s a good chance that observing your proactivity makes them uncomfortable; it reminds them that they are responsible for themselves and that they aren’t doing a very good job with that responsibility.

It’s tempting to try convince them that they’re wrong. Don’t waste your time.

Instead, listen politely and say something along the lines of, “I appreciate your perspective.” Don’t bother trying to get them to understand you. Instead, revel in being misunderstood.