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Ugly Talk: Your First Six Figure Deal
About Event
Your first six-figure deal can expose every weak spot in your sales process.
You chased the wrong buyer. Priced from fear. Followed up too late. Let one internal champion carry the whole deal.
Then the contract lands. You celebrate. The next question hurts more: can you do it again?
This Ugly Talk gets into the hard calls behind closing a major customer. You will hear what founders got wrong. You will see what made the deal move. You will leave with a clearer path from one big win to $1M ARR.
Why you should be in this room.
- 01
Spot the sales mistakes that quietly kill large deals.
- 02
Find the buyer with budget, urgency, and enough power to move.
- 03
Learn what changes across pricing, pitching, negotiation, and follow-up.
- 04
Build a sales motion that can survive beyond one lucky contract.
- 05
Understand what needs to break before your company reaches $1M ARR.
What's on the table.
- 01
Choosing the right deal: Which customers deserve months of your runway.
- 02
Reaching the real buyer: How to navigate stakeholders and build an internal champion.
- 03
Closing six figures: The decisions that move a large deal across the line.
- 04
Owning the mistakes: Where founders lose ground on pricing, pitching, negotiation, and follow-up.
- 05
Getting past one win: How to turn an early contract into repeatable revenue.
Featured speakers.
Ryan Gallagher, MD, is co-founder and CEO of Clarion, which automates the medical front office for specialty groups and value-based care organizations. Clarion recently raised a $10M seed led by Accel with participation from Y Combinator.
Mitch Bregman is the co-founder and CEO of Galaxy, a New York startup building open-source data infrastructure for the context era. Its flagship project is Filament, an open-source engine for high-performance data replication and ingestion. Before Galaxy, Mitch led data infrastructure at companies like Flock Safety and Unify, and spent time in DC working on DARPA projects. He studied math and computer science at Rutgers, where he met his co-founder Leon Kozlowski. Galaxy is backed by Caffeinated, Bungalow, Crew, and Moonriver. Outside of building, Mitch is an avid traveler, tennis and pickleball player, and language learner.
Who's hosting it.
Who's getting in.
- 01
Seed-stage founders pushing toward $1M ARR.
- 02
Founders chasing their first major B2B or enterprise customer.
- 03
Sales and revenue operators working inside early-stage companies.
- 04
Investors and advisors helping founders close and expand large accounts.
Who's backing this.
B2B NYC
Join 5,000+ founders, operators & VCs in NYC’s top B2B startup community—get NYC startup events, resources & deal flow.
Learn more
Questions? Talk@UglyTalk.com
Location
The Yard - Herald Square
106 W 32nd Street
New York, NY 10001
United States