Come to the desert to find your next AI move.

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AI is changing GTM. The leaders shaping it are in this room
2 days. 150 of the boldest GTM leaders in 1 place. 1 agenda: understand what stays human, what gets automated, and how to lead both.
Join ChiliPalooza - a curated
event for GTM leaders shaping 2026.
2 days. 150 of the boldest GTM leaders in 1 place. 1 agenda: the future of GTM is AI, and the teams writing that future are in this room!
Agenda
Wednesday May 6
4:00PM-5:30PM
Check-in with Welcome Kit
5:30PM-6:30PM
Welcome Reception
6:30PM-9:00PM
Dinner
9:00PM-12:00AM
After Party with DJ
Thursday May 7
8:00AM-9:00am
Breakfast
9:00AM-9:30AM
Keynote
9:45AM-10:45AM
Morning Breakout Sessions
Your choice of (sessions repeated in the morning and afternoon):
Reinventing Allbound in the AI Era
In this session, Matt draws on his deep expertise in marketing, business development and sales to explore how leveraging AI across these teams can help them work together, move faster, drive greater impact, and stay ahead in an increasingly competitive B2B landscape.
- Moderated by Matt Heinz
Getting C-Suite into Pipeline with TikTok
In this session, Aviv shares the unconventional playbook behind reaching executive leaders through social video: including the creative tactics and channel-native content strategies that actually got CXOs paying attention.
- Moderated by Aviv Canaani
AI frameworks to make your RevOps team unstoppable
How many people do you really need in ops? In this session Mallory dives into how lean ops teams can leverage AI frameworks to automate the workflows that once required entire departments, giving small teams an outsized advantage.
- Moderated by Mallory Lee
How to Become a Long-Lasting CMO — From an Interim CMO
Drawing from his experience stepping into and out of CMO roles across multiple companies, Alon shares what it really takes to build longevity and lasting impact as a marketing leader in today's fast-moving environment.
- Moderated by Alon Waks
How We Grew Project Management Software from Zero to $300 Million
In this session, Chris breaks down the creative and demand generation strategies (from viral short-form video to content-led growth) that helped take ClickUp from nothing to a $300M+ ARR business.
- Moderated by Chris Cunningham
How Gong Became the Coolest B2B Brand
This session unpacks the bold, human-centric brand-building moves (from guerrilla stunts to a Super Bowl ad) that made Gong one of the most recognizable and loved brands in B2B.
- Moderated by Udi Ledergor
Zero-Click Marketing: The Secrets to AEO in 2026
In this timely session, Amanda explores how marketers can win in an era where platforms hoard traffic and AI surfaces answers before users ever click, and what AEO actually means for your strategy in 2026.
- Moderated by Amanda Natividad
What Are Humans Left to Do in the Era of MCP Servers
This session brings a people-focused lens to one of the most pressing questions in modern GTM: as AI agents and MCP servers take on more autonomous work, this session explores where human judgment, creativity, and connection still make the critical difference.
- Moderated by Alina Vandenberghe
How Claude Fired All Our SDRs (We Rehired Them)
In this candid and timely session, Nicolas shares the real story of what happened when Chili Piper went all-in on AI for sales development (what worked, what didn't, and why the humans ultimately came back) offering a grounded look at the future of sales teams in the age of AI.
- Moderated by Nicolas Vandenberghe
11:00AM-12:00Pm
Show and Tell
Your choice of:
Claude Hacks for Ops/Sales
Have the opportunity to showcase what you’re building in Claude and learn from others what they have built too. Winners for most innovative Claude workflows impacting ops & sales will be announced at dinner and given a prize. Please submit Claude workflows ahead of time.
Claude Hacks for Marketing
Have the opportunity to showcase what you’re building in Claude and learn from others what they have built too. Winners for most innovative Claude workflows impacting ops & sales will be announced at dinner and given a prize. Please submit Claude workflows ahead of time.
12:00PM-1:00pm
Lunch
1:00PM-2:00pm
Afternoon Breakout Sessions
Your choice of (sessions repeated in the morning and afternoon):
Reinventing Allbound in the AI Era
In this session, Matt draws on his deep expertise in marketing, business development and sales to explore how leveraging AI across these teams can help them work together, move faster, drive greater impact, and stay ahead in an increasingly competitive B2B landscape.
- Moderated by Matt Heinz
Getting C-Suite into Pipeline with TikTok
In this session, Aviv shares the unconventional playbook behind reaching executive leaders through social video: including the creative tactics and channel-native content strategies that actually got CXOs paying attention.
- Moderated by Aviv Canaani
AI frameworks to make your RevOps team unstoppable
How many people do you really need in ops? In this session Mallory dives into how lean ops teams can leverage AI frameworks to automate the workflows that once required entire departments, giving small teams an outsized advantage.
- Moderated by Mallory Lee
How to Become a Long-Lasting CMO — From an Interim CMO
Drawing from his experience stepping into and out of CMO roles across multiple companies, Alon shares what it really takes to build longevity and lasting impact as a marketing leader in today's fast-moving environment.
- Moderated by Alon Waks
How We Grew Project Management Software from Zero to $300 Million
In this session, Chris breaks down the creative and demand generation strategies (from viral short-form video to content-led growth) that helped take ClickUp from nothing to a $300M+ ARR business.
- Moderated by Chris Cunningham
How Gong Became the Coolest B2B Brand
This session unpacks the bold, human-centric brand-building moves (from guerrilla stunts to a Super Bowl ad) that made Gong one of the most recognizable and loved brands in B2B.
- Moderated by Udi Ledergor
Zero-Click Marketing: The Secrets to AEO in 2026
In this timely session, Amanda explores how marketers can win in an era where platforms hoard traffic and AI surfaces answers before users ever click, and what AEO actually means for your strategy in 2026.
- Moderated by Amanda Natividad
What Are Humans Left to Do in the Era of MCP Servers
This session brings a people-focused lens to one of the most pressing questions in modern GTM: as AI agents and MCP servers take on more autonomous work, this session explores where human judgment, creativity, and connection still make the critical difference.
- Moderated by Alina Vandenberghe
How Claude Fired All Our SDRs (We Rehired Them)
In this candid and timely session, Nicolas shares the real story of what happened when Chili Piper went all-in on AI for sales development (what worked, what didn't, and why the humans ultimately came back) offering a grounded look at the future of sales teams in the age of AI.
- Moderated by Nicolas Vandenberghe
2:00PM-5:00PM
Choose your own adventure:
• Pool Party
• Pickleball Court
• Hike
6:30PM-8:30pm
Dinner & Awards
Friday May 8
8:00AM-9:00am
Breakfast
9:00AM-11:00Am
Checkout
Hyatt Regency Tamaya Resort and Spa, Santa Ana Pueblo, New Mexico
1300 Tuyuna Trail, Santa Ana Pueblo, NM 87004, United States
Who’s coming
Meet the moderators exploring AI and building real community in New Mexico this spring.





Tickets are all-inclusive
just cover your flights.
meals included for every plan.
Spicy VIP Experience:
🌶️ private VIP transportation to and from airport
🌶️ exclusive dinner with GTM leaders
🌶️ upgraded hotel suites
🌶️ VIP swag
🌶️ spa coupon
breakout sessions
breakout sessions
panels
AMA
This is not a regular conference.
It’s a 2-day sprint for leaders who want to stay ahead of AI and understand how modern GTM is built. No fluffy panels. No recycled keynotes.
Real conversations with operators building AI-native teams. What they automate. What they protect as human. Where AI creates leverage - and where it doesn’t.
Yes, you can expense this. Most attendees put it on the company card. You should too 😉
Need approval? Share this doc with your boss, it lays out why ChiliPalooza is worth attending.
See you there!





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