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Failure Is Your Greatest Shortcut.

Remarkable experiences and battle-tested insights for ambitious entrepreneurs.

Next UpUgly Talk: Your First Six Figure DealNew York · OCT 20Next UpUgly Talk: Failure Is Key to SuccessNew York · NOV 2Next UpUgly Talk: The Mistake That Almost Ended ItBoston · NOV 10Next UpUgly Talk: Your First Six Figure DealNew York · OCT 20Next UpUgly Talk: Failure Is Key to SuccessNew York · NOV 2Next UpUgly Talk: The Mistake That Almost Ended ItBoston · NOV 10
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Shopify
Google
HubSpot
QuickBooks
Upwork
Gusto
Brex
Cin7
Thryv
Remitly
CallRail
1871
Keap
Instapage
Web.com
Recharge
Zamp
Northbeam
Doola
Sendlane
Aidgentic
TechWeek
Silicon Valley Bank

It's time to speak the quiet part out loud. The good. The bad. The ugly.

UGLY TALK: YOUR FIRST SIX FIGURE DEAL - Ugly Talk event in New York
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Ugly Talk: Your First Six Figure Deal

New York · The Yard - Herald Square
TUE
20
OCT

6:30 PM – 8:30 PM

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UGLY TALK: FAILURE IS KEY TO SUCCESS - Ugly Talk event in New York
Signature

Ugly Talk: Failure Is Key to Success

New York · UBS NYC
MON
2
NOV

6:00 PM – 8:00 PM

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UGLY TALK: THE MISTAKE THAT ALMOST ENDED IT - Ugly Talk event in Boston
Signature

Ugly Talk: The Mistake That Almost Ended It

Boston · Venture Lane
TUE
10
NOV

5:30 PM – 7:30 PM

Register Now

Raw energy from Ugly Talk events across the country.

When AI Makes the Shortlist
Supply Chain Chaos
Get Ugly
Thoughtful Storytelling
Miami Tech Founders
Creator-Founders in Growth
B2B Startup Founders
Building a CPG Brand
Content Strategy
When AI Makes the Shortlist
Supply Chain Chaos
Get Ugly
Thoughtful Storytelling
Miami Tech Founders
Creator-Founders in Growth
B2B Startup Founders
Building a CPG Brand
Content Strategy
Why You Show Up
Hiring the Right Fit
LA: Brand Vibe to Community Power
Seven-Figure eCommerce
San Francisco Recap
Seven Figures, Then What
NYC Food & Bev Founders
Behind the Scars
$0 to $10K/Month
Why You Show Up
Hiring the Right Fit
LA: Brand Vibe to Community Power
Seven-Figure eCommerce
San Francisco Recap
Seven Figures, Then What
NYC Food & Bev Founders
Behind the Scars
$0 to $10K/Month

Real feedback from real attendees.

5/5 Ugly Talk review — New York
New York
5/5 Ugly Talk review — Los Angeles
Los Angeles
5/5 Ugly Talk review — Chicago
Chicago
5/5 Ugly Talk review — New York
New York
5/5 Ugly Talk review — New York
New York
5/5 Ugly Talk review — New York
New York
5/5 Ugly Talk review — New York
New York
5/5 Ugly Talk review — New York
New York
5/5 Ugly Talk review — Los Angeles
Los Angeles
5/5 Ugly Talk review — Chicago
Chicago
5/5 Ugly Talk review — New York
New York
5/5 Ugly Talk review — New York
New York
5/5 Ugly Talk review — New York
New York
5/5 Ugly Talk review — New York
New York
5/5 Ugly Talk review — New York
New York
5/5 Ugly Talk review — Los Angeles
Los Angeles
5/5 Ugly Talk review — Chicago
Chicago
5/5 Ugly Talk review — New York
New York
5/5 Ugly Talk review — New York
New York
5/5 Ugly Talk review — New York
New York
5/5 Ugly Talk review — New York
New York

Enormous value for founders who learn from battle-tested peers.

The Ugly Part

Hear from established founders and operators who have made the hard calls. The wins matter. So do the misses, pivots, and decisions behind them. You get the real story, not the cleaned-up version.

Pressure-Tested

You leave with better judgment, sharper questions, and lessons that hold up when things get messy. Practical takeaways you can use when the pressure is on, not vague inspiration.

A Room Full of Doers

Founders, operators, investors, and builders with real reps. The kind of people you keep talking to after the event. Some are in it right now. Some have the scars to show what it took.

No Ego Culture

The room stays grounded. Different backgrounds, different stages, same understanding. Everyone is building. Everyone has made mistakes. That is what makes the connection real.

Ready?

Find your seat.

Live in 9 cities. One night a month.

The cities we call home — and more to come.

Turning every setback into a comeback

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Turning Every Setback

Into a Comeback

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