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GTM AI SUMMIT
A private summit for CEOs, CROs, and RevOps leaders redesigning revenue systems with AI.
In Partnership With
SKALED
June 1–2, 2026 | Civic Hall, New York, NY
The Problem
Why GTM AI Is Failing
The Evidence
The Numbers Don’t Lie
70–85%
of AI pilots fail to reach production scale
Most AI initiatives never make it out of the experiment phase — not because of the technology, but because of execution.
<30%
of companies report meaningful ROI from AI investments
Fewer than 30% of companies see real returns — the rest are spending without a system to show for it.
<1/3
of sales organizations have integrated AI into core workflows
Less than one-third have moved beyond isolated experiments into day-to-day execution.
The Diagnosis
Why It’s Breaking Down
- 01
No System Architecture
Tools without structure produce noise, not outcomes. Teams layer AI on top of broken processes without redesigning how revenue actually works.
- 02
No Defined Ownership
Experiments run in parallel with no accountability for results. Everyone is testing. No one is responsible for what actually works.
- 03
No Shared Definition of Good
No one agrees on what an AI-native GTM system looks like — so no one can build toward it, measure it, or replicate it.
“The issue is not access to tools. It is the absence of a system.”
The Solution
What This Summit Solves
Four pillars. One operating system. Click to explore each.
PipelineGeneration
AI is rewriting how pipeline gets created, qualified, and prioritized. This pillar covers what is working in production today — and what is still just noise.
“Signal beats volume. The teams winning right now aren’t sending more — they’re sending less, better.”
A diagnostic of your current pipeline motion
Where you’re leaking, where you’re guessing, where AI helps.
Specific AI workflows working in production
Not theory. Live examples from operators in the room.
A stop / start / double down list
Forced clarity on what to cut and what to invest in.
A 30-day implementation plan
Tied to your team, your motion, your constraints.
Who You'll Meet
Top Speakers Joining Us
Meet the voices of GTM AI.
Jake Dunlap
CEO, Skaled
GTM AI Expert
Brian Frumberg
Founder, VentureOut
Summit Host
Brendan Long
VP Sales, MSG Sports
AI & GTM LeaderWyatt Bartel
VP AI Strategy, MSG Entertainment
AI & GTM LeaderMore speakers being announced soon
The Program
Agenda
12:30pm
Arrival & Check-In
Guests arrive at Civic Hall, coffee and espresso reception
1:00pm
Barista Reception
Brian Frumberg introduces VentureOut, Skaled, and the summit. Participants introduce themselves.
1:30pm
Framing Session: The GTM Systems Problem
Jake Dunlap outlines why most GTM systems are broken and where AI is reshaping go-to-market
2:00pm
Keynote: The Future of GTM Is Already Here
A senior GTM leader presents how leading companies use AI to drive pipeline, automate workflows, and redesign teams
3:00pm
Mapping Your GTM Maturity
Participants assess their current GTM systems across AI adoption, automation, and organizational design
4:00pm
The MSG Experience
Private behind-the-scenes tour and box reception at Madison Square Garden, hosted by Brendan Long (VP Sales, MSG Sports) and Wyatt Bartel (VP AI Strategy, MSG Entertainment).
Join Us
Participation Details
20
participants selected for depth of experience, not title alone
$3,900
per attendee — seats limited by design
2 Days
June 1–2, 2026 · Civic Hall, New York
This is a small working summit for operators actively dealing with these challenges and the investors who fund them.
If your GTM system is already being rethought, this accelerates your progress.
If it is not, this is where that work begins.
Why Us
Why This Is Different
Three numbers. Hover to learn what each one means.
What You Leave With
What Changes Tomorrow
Where you walked in. Where you walk out.
Where You Walked In
Where You Walk Out
A GTM stack you inherited.
Tools added over years. Logic nobody documented. Gaps you can’t name.
A GTM system architecture you designed.
Tailored to your motion. Mapped to your AI maturity. Yours to own.
A backlog of “we should look at AI.”
Ideas without priority. Pilots without owners. Momentum without direction.
A prioritized 90-day roadmap.
Tied to your team, pipeline, and constraints. Stack-ranked. Assigned.
Vendor demos and vibes.
“Sounds interesting. Let’s loop in IT.” Decisions deferred to next quarter.
Specific workflow + tooling decisions.
What to build, what to buy, what to kill. Aligned to your operation.
This is not a one-size-fits-all framework. It is the starting point for a plan your team can execute tomorrow.
Brought to You By
Our Partners
Join the most trusted enterprises at the frontier of GTM AI.
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