Sitemaps
Are We Growing or Just Getting Fat?
Let's Get Back to Our Why
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?

How Transparent Should I be With Staff?

Wil Schroter

How Transparent Should I be With Staff?

If most early-stage Founders were being completely transparent with their staff, their company updates would probably look something like this:

"Hey everyone, good to see you all on Zoom. So my quick update is this — We don't know if we have enough runway to make it to our next funding round. Also, I'm getting a lot of personal emails from folks saying they don't see the vision anymore. And personally, I don't really think this was the right decision for me or my family. So.. who wants to lead with OKR updates?"

That's the kind of truth that exists for us as Founders every day, and yet we find ourselves "hiding" that truth from our staff on a daily basis. Does that make us horrible people? Do all Founders leave this kind of information out? If we went full transparency, would everyone understand?

There's a fine line between being "fully transparent" (which sounds awesome) and terrifying the living shit out of our staff. For many of us who are Founders for the first time, we wrestle with this brutal dichotomy daily, trying to figure out if holding back certain pieces of information is the right thing to do, or, whether anyone else does the same.

Honesty versus Optimism

Let's be clear — this isn't a discussion about whether we can justify lying to anyone — we can't. However, Founders don't automatically get the luxury of sharing everything that's on our minds, because fundamentally, we are building a boat that's full of holes, taking on water, and statistically likely to sit at the bottom of the ocean when we're done with it.

Our jobs, therefore, are to inform without terrifying. Imagine two versions of the same response to a question about what joining our startup will be like:

Version A (honesty) "Joining this startup will be the hardest job you'll ever have. You'll often wonder if you're going to be employed by the end of the year, you'll have no certainty of how your compensation will ever pan out, and the company itself will statistically be out of business within a few years."

Version B (optimism) "Joining this startup will be the most challenging job you'll ever have. Your role will constantly evolve while we shape the product and company, you have nearly unlimited upside on your compensation, and the company itself has a shot at being a unicorn in this space."

Both can be true, but it's our job to shape that space in between, not leaning too far in the direction of terrifying everyone but also not overselling our optimism. It's a balance, tapered by our own judgment which every single Founder has to master.

Personal Transparency is a Luxury

When it comes to our own feelings, transparency is a huge luxury. Yes, it would feel amazing to get all of these second-guessing feelings off of our chest and out of our heads. "Guys, I have to say, I'm totally fried and I don't know if I keep doing this" maybe what we want to say, but what we have to say is "Yeah, it's been tough, but I'm seeing this thing through!"

Why? Because it's our job to set the tone for that very optimism that we rely on the rest of our staff to feed off of. We don't get the luxury of wallowing in problems or self-pity. It's not about being dishonest, it's about recognizing that our own frustrations don't always take a priority over the needs of our startup. It's what parents do for their entire lives!

Share to Protect, not Defect

Our sharing should always be under the unspoken contract that we are there to protect our staff, not drive them off to defection. If we're 4 weeks from running out of money — yes, we have an obligation to share that. But if we are feeling 50/50 about our future (like every Founder does), we have to wrangle that doubt into a weapon of drive and focus. If we don't, no one will do it for us, and if we drop our guard and just pour our hearts out, we shouldn't be surprised when we watch our staff walk out the door as we finish our good cry.

In Case You Missed It

The Emotional Cost of Being a Founder. When we talk about building startups, we talk about lots of costs: Staffing costs, the cost of capital, cost per acquisition, and opportunity cost. But we never talk about the biggest cost – the emotional cost.

3 Benefits of Emotional Intelligence for Today’s Business Leaders. Leaders who can recognize their own emotions in relation to how they affect their behavior are better able to control their own impulses and handle change.

Why Do I Feel So Alone? No one ever tells you in the “Starting a Company” brochure that the journey will not only include crippling anxiety, drowning in personal debt, and endless challenges — but also a healthy dose of personal loneliness.

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