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Does Startup Success Validate Us Personally?
How We Secretly Lose Control of Our Startups
Should Kids Follow in Our Founder Footsteps?
The Evolution of Entry Level Workers
Assume Everyone Will Leave in Year One
Stop Listening to Investors
Was Mortgaging My Life Worth it?
What's My Startup Worth in an Acquisition?
When Our Ambition is Our Enemy
Are Startups in a "Silent Recession"?
The 5 Types of Startup Funding
What Is Startup Funding?
Do Founders Deserve Their Profit?
Michelle Glauser on Diversity and Inclusion
The Utter STUPIDITY of "Risking it All"
Committees Are Where Progress Goes to Die
More Money (Really Means) More Problems
Why Most Founders Don't Get Rich
Investors will be Obsolete
Why is a Founder so Hard to Replace?
We Can't Grow by Saying "No"
Do People Really Want Me to Succeed?
Is the Problem the Player or the Coach?
Will Investors Bail Me Out?
The Value of Actually Getting Paid
Why do Founders Suck at Asking for Help?
Wait a Minute before Giving Away Equity
You Only Think You Work Hard
SMALL is the New Big — Embracing Efficiency in the Age of AI
The 9 Best Growth Agencies for Startups
This is BOOTSTRAPPED — 3 Strategies to Build Your Startup Without Funding
Never Share Your Net Worth
A Steady Hand in the Middle of the Storm
Risk it All vs Steady Paycheck
How About a Startup that Just Makes Money?
How to Recruit a Rockstar Advisor
Why Having Zero Experience is a Huge Asset
My Competitor Got Funded — Am I Screwed?
The Hidden Treasure of Failed Startups
If It Makes Money, It Makes Sense
Why do VCs Keep Giving Failed Founders Money?
$10K Per Month isn't Just Revenue — It's Life Support
The Ridiculous Spectrum of Investor Feedback
Startup CEOs Aren't Really CEOs
Series A, B, C, D, and E Funding: How It Works
Best Pitch Decks Ever: The Most Successful Fundraising Pitches You Need to Know
When to Raise Funds
Why Aren't Investors Responding to Me?
Should I Regret Not Raising Capital?
Unemployment Cases — Why I LOOOOOVE To Win Them So Much.
How Much to Pay Yourself
Heat-Seeking Missile: WePay’s Journey to Product-Market Fit — Interview with Rich Aberman, Co-Founder of Wepay
The R&D technique for startups: Rip off & Duplicate
Why Some Startups Win.
Chapter #1: First Steps To Validate Your Business Idea
Product Users, Not Ideas, Will Determine Your Startup’s Fate
Drop Your Free Tier
Your Advisors Are Probably Wrong
Growth Isn't Always Good
How to Shut Down Gracefully
How Does My Startup Get Acquired?
Can Entrepreneurship Be Taught?
How to Pick the Wrong Co-Founder
Staying Small While Going Big
Investors are NOT on Our Side of the Table
Who am I Really Competing Against?
Why Can't Founders Replace Themselves?
Actually, We Have Plenty of Time
Quitting vs Letting Go
How Startups Actually Get Bought
What if I'm Building the Wrong Product?
Are Founders Driven by Fear or Greed?
Why I'm Either Working or Feeling Guilty
Startup Financial Assumptions
Why Every Kid Should be a Startup Founder
We Only Have to be Right Once
If a Startup Sinks, Founders Go Down With it
Founder Success: We Need a Strict Definition of Personal Success
Is Quiet Quitting a Problem at Startup Companies?
Founder Exits are Hard Work and Good Fortune, Not "Good Luck"
Finalizing Startup Projections
All Founders are Beloved In Good Times
Our Startup Culture of Entitlement
The Bullshit Case for Raising Capital
How do We Manage Our Founder Flaws?
What If my plan for retirement is "never retire"?
Startup Failure is just One Chapter in Founder Life
6 Similarities between Startup Founders and Pro Athletes
All Founders Make Bad Decisions — and That's OK
Startup Board Negotiations: How do I tell the board I need a new deal?
Founder Sacrifice — At What Point Have I Gone Too Far?
Youth Entrepreneurship: Can Middle Schoolers be Founders?
Living the Founder Legend Isn't so Fun
Why Do VC Funded Startups Love "Fake Growth?"
How Should I Share My Wealth with Family?
How Many Deaths Can a Startup Survive?
This is Probably Your Last Success
Why Do We Still Have Full-Time Employees?
The Case Against Full Transparency
Should I Feel Guilty for Failing?

How Do I Design My Startup Around My Life?

Wil Schroter

How Do I Design My Startup Around My Life?

Building a startup that drives our lifestyle choices is incredibly hard, no matter what that carefree Founder's Instagram might suggest.

In order to make our startups work around our lifestyle, we have to make a deliberate choice to bend the fabric of reality to meet our demands.

It's crazy hard. But it can actually be done.

It Starts With Strong Commitments

The foundation for having a startup that supports our dream lifestyles is making really strong commitments to those lifestyle choices. For example, if we're parents and we want to make sure we never miss our kid's soccer game, we have to publicly make that commitment and stick to it.

Sometimes just announcing those commitments is a great way to get the ball rolling. When we launched Startups.com we had all just had our first kids, so we made a proclamation that we would never let the business get in the way of our families.

8 years later we've never broken that promise, largely because it was committed to very publicly, so we could all actively support it.

Take Baby Steps — Then Commit

Where we blow this up as Founders is when we try to take it too far too fast. No, we probably can't work from a beach in Fiji for 6 months out of the year (yet). But can we try working remotely for a solid week?

A big part of shifting our workflow and culture is just making small, consistent steps toward adjusting the company to fit our goals.

When we wanted to create more flexibility at Startups.com, we started by just trying one Wednesday where we could work from home. It was easy to try and easy to reverse if it didn't work. Now, over 200 people work remotely and we're more efficient than ever. Those baby steps are what made it possible.

Bring Personal Goals Into Corporate Planning

All too often we separate our "startup goals" from our "personal goals" as if they’re not allowed to intermingle. But really, our startups often ARE our lives, so separating the goals and activities doesn't make any sense.

What's worked well for us at Startups.com is that we sync our personal goals first (commitment to our families, free time to pursue interests, how we want to help people) and then figure out how our business can support those goals.

We make daily decisions based on that compass, and our lives reflect that.

Lifestyle Design Isn't a Myth

There's very little preventing us from designing our startups around our life goals. It starts with us being very clear about what we want to achieve and then taking clear, small steps toward those outcomes.

Life is too short. If we're going to create something beautiful in the world with our startup, there's no reason we can't build a beautiful lifestyle in the process.

In Case You Missed It

I’m Killing Myself. How is Everyone Else Finding Work/Life Balance? We're supposed to believe that we can build a world-changing startup from nothing while simultaneously traveling to exotic places and enjoying our "best life". For most of us, that just doesn't add up. What's blowing us up, though, is how we approach the problem.

Work From Home (podcast). Is remote work bullsh*t? Or can remote work & work-from-home policies actually have a positive impact on your Startup? Join Wil and Ryan as they break it down.

How to Mix a Family and a Startup. How do we create a proper balance between growing our family and growing our startups? Do we have to swim in a sea of guilt through this entire journey or is there some other way to get ahead?

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