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How I screwed up (anxieties of an entrepreneur)

The following is taken from an interview with Jahan Mantin. For the original article, click here.

In the beginning I didn’t have my story straight. I knew there was value in getting certain people into a room to share and learn from each other, but I didn’t know how to articulate it. In my mind, the story and its importance was perfectly clear. My intuition of human dynamics and relationships was always on target. But the business side was lacking. I had to thrash and experiment and test formulas to make it sustainable. It didn’t happen overnight.

I didn’t come from a business background. I had a lot to learn and made a lot of mistakes. This is part of it. You have to go through it, do the work and press on.

Overcoming anxiety 

When I first started hosting dinners I was absolutely petrified. I’d give myself pep talks on the train before every event. The fact that I managed to convince these incredibly smart, brilliant, talented people to come meet each other in a secret room became a tremendous burden. I put intense pressure on myself to organize unforgettable evenings. My anxiety was through the roof. “What if no one shoes up? What if plates come crashing down off the walls? What happens if someone becomes angry and storms out? If I forget someone’s name? If someone drinks too much and stumbles down the stairs?”

Eventually I realized my fears were mostly irrational. Thankfully, I got to a place where I could recognize that these dinners are beyond me. Yes, I still get nervous, but I can manage my anxiety with the understanding that my responsibility is to provide the platform for people to come together and meet and enjoy. The rest is ultimately up to them.

The pressure of being an entrepreneur

We spend most of our young lives being told what to do. School is laid out for us, and certain milestones seem preordained — job, college, house, friends, relationship. When you start your own business, there is no set plan. There’s a sense of leaping, falling, an uncertainty of what’s to come.

For me, this levity was accompanied by obligation, a duty to see it through. It’s easy to shy away from fear like a fire, but these scary moments show us who we are.  When we are petrified and allow ourselves to be vulnerable, we grow.

Why do so many people become entrepreneurs when it feels like such a big risk?

At first glance, entrepreneurship doesn’t seem safe. Safety is 9 – 5, a steady paycheck and stock options. But if you think about it, freedom and creative independence can provide more security than any job. At any point you can be fired. When you create your own business/service/product, the power is in your hands.

Entrepreneurship isn’t for everyone. Not everyone wants to run their own show; it’s demanding and tough. But you owe it to yourself to sit down and ask, “What do I want? What do I want to contribute to the world? What brings me the most joy?”

When do you know you’re ready?

You have to be honest, ask hard questions and give yourself the time to go through the process of identifying your values and priorities, your skills and talents, what you’re really good at.

If you wait for the right moment, the right time, you’re never going to ship. You’re never going to put work out into the world. You’ll never create art (of which the most interesting and successful is far from perfect). You have to reach the point where it’s good enough, where you can feel satisfied and confident. “Done” is better than perfection.

There are always edits to be made. It can — and probably will — be improved. But your work has to make it out into the world.

Which weakness is your greatest asset?

This question was posed at a dinner, an exercise in framing.

Our mind is brilliant at creating new definitions, but they’re not always to our advantage — especially when it comes to self. Thoughts can easily turn negative, centering on weakness and deficient. Doubt can color even the most promising of opportunities.

Over any length of time, a constant may acquire a new meaning. For instance, that particular quirk that first drew you to a lover may become irritating and tiresome. The reason you accepted the job in the first place has now become a mundane task. Did the person change? Did the job change? Possibly, but most often our perspective has transformed.

When you can start pinpointing these adjustments in thought, you can use them to your advantage.

Try viewing a particular weakness as a strength; then play the reserve to see how a strength might pose a weakness. Such mind flexibility can spill creative power into design, production, relationships, your work.

Unlearning problematic beliefs

Certain beliefs have been hardwired into our minds. From a very early age, our behavior has been molded by rewards and experiences. Thought patterns have formed impressive grooves onto our brains, so much in fact, that twenty, thirty, even forty years later, these patterns persist — some without us knowing, some incredibly damaging to our progress as human beings.

A few of mine, for example:

As fast as possible is always best (efficiency!).

“Doing nothing” is bad.

Self-sacrifice is noble.

Money means struggle.

I’m not sure what they are for you. They’re not always easy to uncover. Typically the worst ones manifest in subtle ways until slowly, overtime, their cumulative effects create disturbance. This is why thousands of Americans flock to doctors: there’s an issue to fix (depression, anxiety, disinterest, fatigue, high blood pressure, panic). These symptoms can result in lost jobs, broken relationships, low self-esteem, hopelessness or worse.

One of the best gifts you can give yourself is the space and time to look at possible causes of such symptoms. What is the root of the hardships you’re enduring? When you think you’ve identified the issue, push yourself to go even deeper. But please, don’t be afraid to consult a qualified therapist to walk you gently through this potentially dark and lonely forest. The right person can be a light as you find your way home.

It can take months, years to unlearn damaging beliefs. Be patient with yourself and stay focused on what you really want your life to look like. You’re worth it.

Surefire ways to get attention

I spent a good chunk of my early career worrying about finding the right kinds of business, attracting smart clients, generating the best PR. I’d worry if my work was good enough, if my talents and skills were evident, if my angle was unique.

Through trial and error, I realized there are two surefire ways to catch the attention of an audience (they’re fickle and quick to move on, so you have to be powerfully concise and to the point):

1. Show “why you.”

Behave in a way that gives me no choice but to see you. Your track record is an active testament to your character and to your work as a professional. I don’t care what is listed on your resume. I want projects and completed work that demonstrate your capabilities and promise as a leader.

2. Ask a question that can’t be avoided.

Put something in my head I can’t ignore. You’re here as a professional, so ask me something that proves you are what you say. You’re not here to be ordered about. Create an itch that leaves me wanting more.

Make me care.

When you find your passion, people will hate you.

“I think your [sic] passionate about your work and I know it turns people like me off.”

The message pinged in my Facebook inbox as I was going to sleep.

Maybe because I was in a particularly fragile state — two days in bed with high fever, my arms and legs raging with sunburn, pimples dotting my face, constipation, tension high with continued visa struggles, pressure to find funding for our annex building while trying to keep dinners in NYC going strong — I’ll admit, the comment stung. It got me thinking about what I’ve been doing and how I’ve been going about it. I instantly starting writing and analyzing.

You see, even when you’re shining and radiant and doing good work in the world, there will be people who don’t like you, who don’t understand, who aren’t supportive.

Ignore them. Write a list of all your wins and keep going.

P.S. If I had good wifi, I would download and listen to James’ podcasts.

Lessons on working for free

For almost one year, I’ve volunteered my time serving a group of people I’ve grown to care for immensely. While I’ve sacrificed a lot, I’ve been granted much more in return. Some key takeaways:

1. Let excitement be your guide.

Excitement is an internal barometer letting you know you’re on track. If you’re not excited to get to work, you’re in the wrong place.

There was a time I had to coax myself out of bed in the morning. I was bored, frustrated, unchallenged, disenchanted. After I began placing myself in environments that made me feel valued and appreciated, a train engine powered my days. Clocking hours no longer mattered, and my worth became less about the money I was making and more about the contribution I was adding to the world around me.

2. Don’t be afraid to ask for help.

It’s impossible have all the answers. Pretending you do so only prevents you from building relationships and trusted communities. Questions – no matter how obvious they may seem – not only provide information but also serve as gateway to meaningful connections. Asking for help allows others the opportunity to teach you about their world and their way of doing things. If you’re afraid to ask, you can bank on missing out.

3. Give, and you’ll be taken care of.

Decisions can be made from one of two places: scarcity or abundance.

A scarcity mentality is restricted to a finite amount of resources. The underlying emotion is fear. What if there isn’t enough, what if I give and there’s nothing left for me?

Abundant thinking, however, evolves from a place of trust, faith, and confidence. There is always enough; in fact, there is more than enough. Giving becomes less of a sacrifice and more of a responsibility to do what’s right — a pleasure.

I used to think a lot about what I didn’t have. In hindsight, I prevented myself from becoming who I wanted to be. When I started to concentrate on what I do have, I gave more. I cared less about what was lacking and more about using my gifts in a way that mattered.

4. Worry less (it paralyzes you)!

Worrying serves no one. It’s a black hole, a basket collecting your best ideas and strongest intentions. Anxiety has stopped me from solidifying friendships, initiating projects, finishing goals. I’ve found myself slave to an endless chain of insecurity about my worth, capability, value, productivity, and possibility. Not beneficial. Not fun.

The irony is this: when I gave more, I was given more. Even though I haven’t received a paycheck, I’ve been taken care of — there’s a roof over my head, food to eat, people to cheer me on. I’ve received introductions to incredibly accomplished individuals and have found greater depth in my relationships.

Yes, due-diligence is required to develop plans and take action. But after you’ve put in your work, believe in yourself and the purity of your intentions. Your efforts will pay off.