HubSpot for Startups
Revenue Leaders Retreat
April 2026 | Carmel Valley, CA
HubSpot for Startups
April 2026 | Carmel Valley, CA
Over the next two days, we invite you to relax and recharge in the rolling hills of Carmel Valley while connecting with peers navigating many of the same challenges. Share openly, challenge each other, and leave with ideas you can put into practice right away.
12:00 PM – 1:30 PM
Welcome Lunch
Lucia Restaurant
Meet your fellow guests and enjoy a casual, post-travel bite.
1:30 PM – 4:00 PM
Spa Tour, Grounds Tour & Spa Time
Spa & Grounds
Take an intentional pause to get centered, clear your head, and create space for the conversations to come.
Spa treatments (by appointment)
Heated pool and cabanas
Infinity hot tub
Eucalyptus steam room
Dry sauna
Fitness studio
Gardens
4:00 PM – 5:30 PM
Room Check-in and Free Time
Private Villas
Settle into your private villa and enjoy a quiet moment to reset before joining the group.
5:30 PM – 6:00 PM
Welcome Reception
Harvest Room Terrace
Meet and mingle with fellow attendees as the retreat gets underway.
6:00 PM – 7:00 PM
Closing Deals Today: What’s Making It Harder to Win in an AI Market
Harvest Room
Start the conversation by sharing where deals are getting stuck and aligning on common challenges in today’s AI-driven market.
7:00 PM – 9:00 PM
Dinner
Croquet Terrace
Continue the conversation over a four-course, al fresco dinner alongside fellow attendees.
9:00 PM – 10:00 PM
Fireside S’mores & Nightcaps
Lucia Patio Firepit
Wind down with a sweet treat or a cocktail as the first evening comes to a close.
7:00 AM – 9:00 AM
Drop-in Breakfast
Harvest Room
Ease into the day with a relaxed, drop-in breakfast at your own pace.
9:00 AM – 10:30 AM
Where AI Is Driving Results in Revenue Teams
Harvest Room
Explore how peers are applying AI in real workflows and where it’s driving measurable impact.
10:30 AM – 11:00 AM
Break
11:00 AM – 12:00 PM
AI Tools in Practice: What’s Sticking and What’s Not
Harvest Room
Share which AI tools are gaining traction, what’s falling short, and how leaders are driving adoption.
12:00 PM – 1:30 PM
Lunch w/ Table Topic
Harvest Room
Dine and discuss: how are the roles of the sales org changing as AI becomes more embedded in team workflows?
1:30 PM – 3:00 PM
Archery
Rose Garden
You can hit your revenue targets, but can you hit an actual target? Get some fresh air and put your aim to the test.
3:00 PM – 3:30 PM
Break
3:30 PM – 5:00 PM
CRO Hot Seats: Real Problems, Real Advice
Harvest Room
Engage in solving real peer challenges, contributing candid advice while learning how others tackle similar problems.
5:00 PM – 6:30 PM
Free Time
6:30 PM – 7:15 PM
Cocktail Reception
Harvest Room Terrace
Reconnect over cocktails as the group gathers ahead of dinner.
7:15 PM – 9:00 PM
Chef Dinner Experience
Harvest Room
Enjoy a live-fire, family-style dining experience with curated wine pairings alongside the group.
9:00 PM – 10:00 PM
Fireside Nightcaps
Lucia Patio Firepit
Close out the final evening with a drink as conversations continue around the fire.
8:00 AM – 9:00 AM
Final Breakfast
Harvest Room
Enjoy breakfast together before the final sessions begin.
9:00 AM – 10:00 AM
What’s Driving Growth Right Now
Harvest Room
An inside look at proven, repeatable plays driving real results in the field today.
10:00 AM – 10:30 AM
Break
10:30 AM – 11:30 AM
Applying What We Learned to Real Deals
Harvest Room
Work through a real deal or pipeline scenario and apply what you’ve learned with input from peers.
11:30 AM – 12:00 PM
What Are You Actually Changing Next Week?
Harvest Room
Turn key takeaways into clear, immediate actions to implement upon return.
12:00 PM – 1:30 PM
Farewell Lunch & Departures
Harvest Room Terrace
Grab a bite and say your goodbyes before hitting the road.
Ana Levya
Head of Sales
Gamma
Chris Carrow
VP of Sales
Backstory (formerly People.ai)
J.T. Levin
VP of Sales
Beehiiv
Jen Hwang
Vice President of Revenue
Slang AI
Kendra Searle
VP of Revenue
Paid
Kenny Scannell
Chief Revenue Officer
Otter.ai
Kevin Laymoun
Chief Customer & Revenue Officer
Constructor
Lee Hacohen
Head of Sales
Regie.ai
Mike Donohue
Chief Revenue Officer
Maven AGI
Nate Follen
Head of Enterprise Ops & Systems
Perplexity
Stevie Case
Chief Revenue Officer
Vanta

Mark Roberge
Co-Founder
Stage 2 Capital
Former CRO at HubSpot
James Gilbert
VP, Partnerships Marketing
Laurence Butler
Senior Director, Global GTM, Startups
Lindsay Saewitz
Lead Marketer
Melissa Braxton
Senior Marketer
Mahir Singh
Principal Business Development Manager