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GTM AI Paradox - You Got Speed, But Lost the System
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| With founders Severin Hacker (Duolingo), Immad Akhund (Mercury), Simon Wistow (Fastly), Gagan Biyani (Udemy & Maven), Anna Makanju (VP Global Impact, OpenAI), Nicolas Dessaigne (Y Combinator), Manan Mehta (Unshackled VC). |
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Oct 27 (Tue) @ 04:00 PM
FREE
| | Venue, To Be Announced, SF
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GTM AI Paradox: You Got Speed, But Lost the System - One Way Summit Official Side Event
AI-native companies are moving faster than ever & skipping the foundational steps that create scalable growth. They're shipping product before defining category. Generating output before understanding outcomes. Scaling motion before proving signal.
The result: a new kind of GTM debt.
This workshop breaks down the GTM AI Paradox: Why speed without a GTM operating system creates fragility And what it takes to build a system that is fast, repeatable, & built to scale
Attendees will leave with:
A clear go-to-market operating system
A maturity assessment of where you are in their GTM journey
Real examples of what good looks like, from data to agentic GTM.
We'll also enjoy happy hour before & after the workshop.
Led by Lydia Flocchini & Tim Hillison-Certified GTM Partners, 3x CMOs, & repeat GTM operators & engineers with a track record of 9 successful builds across startups, scaleups, & Fortune 500s.
This a One Way Summit Official Side Event.
Agenda
4:00 to 4:30 Happy Hour & Networking
4:30 to 5:30: Workshop & Discussion
5:30 to 6:00 Drinks & Networking
One Way Summit 2026
One Way Summit was started by One Way Ventures. We bring together the brightest immigrant founders & investors to drive the future of the US startup ecosystem.
To learn more: https://www.onewaysummit.com/
Tickets now live for One Way Summit 2026
Registrations are now open for One Way Summit 2026, the flagship US event for immigrant founders!
1,000+ attendees | 2 stages | 3 venues | Khosla, Duolingo, Slack + more on Main Stage
October 28 & 29, 2026
Commonwealth Club, 110 The Embarcadero, San Francisco
Official website
Also, some exciting news:
Startup Grind is officially running our inaugural pitch competition, which will give the stage to outstanding immigrant founders nominated by our Ecosystem Partners.
And the speaker line up so far is
Anna Makanju - Vice President, Global Impact, OpenAI
Severin Hacker - Co-founder & CTO, Duolingo
Cal Henderson - Co-founder & former CTO, Slack
Immad Akhund - Founder & CEO, Mercury
Nicolas Dessaigne - General Partner, Y Combinator
Anna Piol - Partner, NFX
Juan Pablo Ortega - Co-founder, Rappi, Yuno
Matt Biilmann - Co-founder & CEO, Netlify
Simon Wistow - Co-founder, Fastly
Anand Chandrasekaran - Managing Partner, Celesta Capital
Gagan Biyani - Co-founder, Udemy, Maven
Manan Mehta - Founding Partner, Unshackled Ventures
Sophie Lamparter - Founding Partner, VitaminC
Ham Serunjogi - Co-founder & CEO, Chipper Cash
Ali Hussain - Co-founder & CEO, Tabs
Louis Lehot - Partner, Foley
Meet GTM Experts Lydia Flocchini & Tim Hillison!
We are proud & honored to be hosting a official side event!
We are GTM leaders with proven track records building & scaling startups, scaleups, & category-defining companies that have driven billion-dollar outcomes. Both bring deep experience across AI, startup growth, revenue systems, & Agentic GTM.
About Lydia Flocchini
Lydia Flocchini is a pioneer in highly regulated & vertical AI go-to-market strategy. She brings more than 30 years of experience scaling sales, marketing, & customer success organizations from the ground up as a 2x CMO, GTM operator, & category designer.
Her track record includes launching & scaling category-defining technologies, building GTM functions that contributed to five successful M&A outcomes, growing communities from 20K to 100K+, & creating customer innovation programs that generated significant pipeline growth through referrals & advocacy.
A graduate of the Category Design Academy & GTM Partners Certified Partner, Lydia now helps AI founders unlock millions in revenue through category design, GTM strategy, & storytelling.
Connect with Lydia Flocchini
About Tim Hillison
Tim Hillison is a 3x CMO & GTM Partners Certified Partner who has helped scale revenues from $0 to $300M in startups & scaleups, while delivering over $1B in impact for Fortune 500 companies. Over the last 25 years, he has built & rebuilt go-to-market systems for engineering-led organizations where the stakes are high, timelines are short, & growth expectations are uncompromising.
As founder of Entry Point 1, Tim works with startups & mid-market scaleups to build high-performance GTM systems, unify revenue operations, & scale with Agentic AI. His approach combines strategic precision with technical execution to eliminate bottlenecks & create sustainable growth momentum.
Connect with Tim Hillison
Learn about Entry Point 1
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