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

  1. 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.

  2. 02

    No Defined Ownership

    Experiments run in parallel with no accountability for results. Everyone is testing. No one is responsible for what actually works.

  3. 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

This summit moves companies from unstructured experimentation into system-level execution.

Pipeline Generation

How pipeline is generated and managed with AI-native systems

Workflow Automation

How workflows are automated across sales and RevOps

Team Design

How teams are structured, measured, and aligned

AI Execution

How AI is embedded into day-to-day execution

Why Us

Why This Is Different

The GTM AI Summit is not exposure to ideas. It is forced clarity on how your system should actually work.
Other Events
Focus on tools, trends, or isolated use cases.
This Summit
Structured around system design.

Insight to Application

Every session connects directly to execution. No theory without a decision to make.

The Right Room

Operators and investors together, creating shared understanding of what actually works.

60% Working Sessions

More than half the time spent applying what participants learn directly to their own business.

Who You'll Meet

Top Speakers Joining Us

Meet the voices of GTM AI.

Jake Dunlap

Jake Dunlap

CEO, Skaled

GTM AI Expert
Brian Frumberg

Brian Frumberg

Founder, VentureOut

Summit Host
BL

Brendan Long

VP Sales, MSG Sports

AI & GTM Leader
WB

Wyatt Bartel

VP AI Strategy, MSG Entertainment

AI & GTM Leader
+

More speakers being announced soon

What You Leave With

What Changes Tomorrow

  1. 01

    A GTM system architecture tailored to your current motion

  2. 02

    A prioritized roadmap based on your team, pipeline, and constraints

  3. 03

    Specific workflows and tooling decisions aligned to how your organization actually operates

This is not a one-size-fits-all framework. It is the starting point for a plan your team can execute tomorrow.

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

30–40

participants selected for depth of experience, not title alone

$5,000

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.

Brought to You By

Our Partners

Join the most trusted enterprises at the frontier of GTM AI.

Nelson Mullins
Vensure HR
Solvo Global

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