GTM AI Paradox: You Got Speed, But Lost the System - One Way Summit Official Side Event

GTM AI Paradox: You Got Speed, But Lost the System - One Way Summit Official Side Event

AI-native companies are moving faster than ever and 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, and 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 and after the workshop. 🎉

Led by Lydia Flocchini and Tim Hillison—Certified GTM Partners, 3x CMOs, and repeat GTM operators and engineers with a track record of 9 successful builds across startups, scaleups, and Fortune 500s.

This a One Way Summit Official Side Event.

Agenda

4:00 to 4:30 Happy Hour and Networking

4:30 to 5:30: Workshop and Discussion

5:30 to 6:00 Drinks and Networking

One Way Summit 2026

One Way Summit was started by One Way Ventures. We bring together the brightest immigrant founders and 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 Piñol - 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, Vitamin°C

• Ham Serunjogi - Co-founder & CEO, Chipper Cash

• Ali Hussain - Co-founder & CEO, Tabs

• Louis Lehot - Partner, Foley

Meet GTM Experts Lydia Flocchini and Tim Hillison!

We are proud and honored to be hosting a official side event!

We are GTM leaders with proven track records building and scaling startups, scaleups, and category-defining companies that have driven billion-dollar outcomes. Both bring deep experience across AI, startup growth, revenue systems, and Agentic GTM.

About Lydia Flocchini

Lydia Flocchini is a pioneer in highly regulated and vertical AI go-to-market strategy. She brings more than 30 years of experience scaling sales, marketing, and customer success organizations from the ground up as a 2x CMO, GTM operator, and category designer.

Her track record includes launching and scaling category-defining technologies, building GTM functions that contributed to five successful M&A outcomes, growing communities from 20K to 100K+, and creating customer innovation programs that generated significant pipeline growth through referrals and advocacy.

A graduate of the Category Design Academy and GTM Partners Certified Partner, Lydia now helps AI founders unlock millions in revenue through category design, GTM strategy, and storytelling.

Connect with Lydia Flocchini

About Tim Hillison

Tim Hillison is a 3x CMO and GTM Partners Certified Partner who has helped scale revenues from $0 to $300M in startups and scaleups, while delivering over $1B in impact for Fortune 500 companies. Over the last 25 years, he has built and rebuilt go-to-market systems for engineering-led organizations where the stakes are high, timelines are short, and growth expectations are uncompromising.

As founder of Entry Point 1, Tim works with startups and mid-market scaleups to build high-performance GTM systems, unify revenue operations, and scale with Agentic AI. His approach combines strategic precision with technical execution to eliminate bottlenecks and create sustainable growth momentum.

Connect with Tim Hillison

Learn about Entry Point 1