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Heat-Seeking Missile: WePay’s Journey to Product-Market Fit — Interview with Rich Aberman, Co-Founder of Wepay
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Chapter #1: First Steps To Validate Your Business Idea
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Drop Your Free Tier
Your Advisors Are Probably Wrong
Growth Isn't Always Good
How to Shut Down Gracefully
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Startup Financial Assumptions
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If a Startup Sinks, Founders Go Down With it
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Finalizing Startup Projections
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The Case Against Full Transparency
Should I Feel Guilty for Failing?
Always Take Money off the Table
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The Invention of the 20-Something-Year-Old Founder

We Can't Stay Out Of The Game For Too Long

Wil Schroter

We Can't Stay Out Of The Game For Too Long

Startup Founders are like top athletes — if we don't keep working that startup muscle daily, we get out of shape fast!

Normally while we're building our startups, that's not a problem — we get all the "exercise" we need in the form of unrelenting stress and anxiety (hey, it's burning calories, right?)

But seriously, being active in our startup keeps us relevant, connected, and engaged in our business worlds. The moment we disconnect, whether it be from a sale, a wind-down, or even just a career change, we start letting that muscle atrophy, and it's very hard to get it back in shape.

We Lose Our Relevance

When we're in the middle of building our startups, one of the things that we can take for granted is how relevant we are at the moment. We're aware of everything from our market trends, to industry intel, to the fundraising climate. We have to be because our startups depend on it.

Yet when we dial back and get out of the game for a while, all of that inherent knowledge quickly wanes. Trends that we used to help set are now things that are passing us by. People who used to call us first to help solve a problem or set up a partnership don't think about us anymore. We're a ghost.

So much of our relevance comes from playing the game itself. Our connectivity to the lifeblood of our industry and the startup experience as a whole is entirely built and maintained by actually being neck-deep in it. Over time we go from insider status to outsider status, and that's never where great startups are born.

We Lose Our Relationships

Being in the game also means being inherently connected to everyone else in the game. That network goes much further and broader than most of us realize until we opt out.

There are so many people that we simply have no reason to be in touch with anymore. Investors, co-workers, customers, and even social media at large can become an alien entity to us almost overnight. How many social media accounts do you follow of Founders who no longer work at the company you once loved?

Those relationships weren't just about being friendly but about being relevant. The moment we're not running a startup, there's no business relevance for an investor to stay in touch or a customer to grab dinner with us. The longer we stay out of the game, the faster those relationships whither, which can become years to develop.

We Lose Our Minds

If all of the other aspects of relevance and relationships didn't affect us, the one that always does is our "mindset." Every act of building our startup is developing and evolving our mindset. It's challenging our thinking, testing our skills, and openly sharing our ideas with smart people.

We just can't do that in a vacuum sitting at home. Our mindset stays sharp when we are constantly challenged with our work and, more so, challenged externally.

So yeah, being the startup game is stressful and crazy, but being out of it for too long is also a problem. We all need to come off the field and take a rest from time to time — that's healthy. But we also need to be able to get right back into the game sooner than later if we plan on competing.

In Case You Missed It

When Can I Feel Good About Taking a Break? podcast It’s critical that you take a break in between milestones — unless you want to get stuck on productivity and run dry on creativity.

How to be a Happy Entrepreneur Everything about entrepreneurship works against our basic human desires for comfort, stability, and predictability. So, how do we keep ourselves happy and sane while we’re on the path to creating a better life for ourselves, and a better world for others?

Founders, You Can Take a Vacation Productivity expert Dr. Ken Yeager drops some science and points out exactly how much bullshit is built into startup Founders’ excuses as to why we’re just way too important to take a vacation.

Kristian Pesti

I'd love a contiuation to this: How to get back in the game? I like the other articles about vacations etc but reading this it all feels very final: When you're out, you're out. That doesn't help Founders to understand the fact that sometimes we need to take a break and we can still get back in the game.

Replya year ago

Holden Forrest

Thank you, Wil, for another great article. You've nailed the Founders mindset; most of us are not one-shot wonders- no, we are serial entrepreneurs. It doesn't matter if the last exit was good, bad, or ugly- the creative juices are always flowing. And if you think you've found the next brilliant innovation to help mankind, then your Holy Mission begins all over again to somehow turn dreams to reality. I agree with everything in the article, but I only wish I could figure out how to implement that last part about taking a vacation! My most recent venture has taken nearly 4 years of 24/7 maniacal intensity and commitment. I'm concerned that even taking a weekend off and I'll lose my edge lol. Maybe I'll take a break this afternoon and smoke a cigar in a park somewhere. You know, baby steps...

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