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AI in GTM

Real examples of how AI is being used across modern GTM teams.

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GTM Takes

Our perspectives on GTM strategy, sales, and execution

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Podcast Summaries

Written narratives/overviews of our podcast episodes

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Career Stuff

Guides and tips on how to land your role in AI + interview best practices, etc

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Archive

Dive into previous issues and revisit the GTM patterns, failures, and frameworks that still hold up.

Podcast

The Words You Use Are Killing Your Trust & What Great Sellers Do Instead W/ Sam Berg, @ Tennr

Feb 11, 2026

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11 min read

The Words You Use Are Killing Your Trust & What Great Sellers Do Instead W/ Sam Berg, @ Tennr

The Vibescaling Podcast: a weekly podcast where we interview the top GTM leaders @ the fastest-growing AI-natives on all things GTM + AI + startups

Chris Balestras
Chris Balestras

GTM Takes

The 2x2 Matrix That Determines How You Get Paid In GTM

Feb 10, 2026

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5 min read

The 2x2 Matrix That Determines How You Get Paid In GTM

Ability to sell larger deals + ability sell to technical personas = $$$

Chris Balestras
Chris Balestras

Podcast

Why You Should Join Cursor Over OpenAI and Anthropic W/ Tomer Chernia, VP of GTM @ Cursor

Feb 5, 2026

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13 min read

Why You Should Join Cursor Over OpenAI and Anthropic W/ Tomer Chernia, VP of GTM @ Cursor

The Vibescaling Podcast: a weekly podcast where we interview the top GTM leaders @ the fastest-growing AI-natives on all things GTM + AI + startups

Chris Balestras
Chris Balestras

Podcast

Jack Dorsey Hired Me From My Dorm Room As Employee 100 @ Square | Mike Donohue, CRO @ Maven AGI

Jan 28, 2026

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11 min read

Jack Dorsey Hired Me From My Dorm Room As Employee 100 @ Square | Mike Donohue, CRO @ Maven AGI

The Vibescaling Podcast: a weekly podcast where we interview the top GTM leaders @ the fastest-growing AI-natives/SaaS companies on all things GTM + AI + startups

Chris Balestras
Chris Balestras

GTM Takes

It's A Privilege To Be An Order Taker In Sales

Jan 27, 2026

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9 min read

It's A Privilege To Be An Order Taker In Sales

The term everyone uses as an insult is actually the goal we should all be striving for (initially)

Chris Balestras
Chris Balestras

Podcast

How I Built Legora's GTM Motion To A $1B+ Valuation w/ Patrick Forquer, SVP of Global Revenue @ Legora

Jan 22, 2026

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11 min read

How I Built Legora's GTM Motion To A $1B+ Valuation w/ Patrick Forquer, SVP of Global Revenue @ Legora

The Vibescaling Podcast: a weekly podcast where we interview the top GTM leaders @ the fastest-growing AI-natives/SaaS companies on all things GTM + AI + startups

Chris Balestras
Chris Balestras

Podcast

How I Broke Into VC From Sales With Liam Mulcahy, Operating Partner @ Kleiner Perkins

Jan 15, 2026

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11 min read

How I Broke Into VC From Sales With Liam Mulcahy, Operating Partner @ Kleiner Perkins

The Vibescaling Podcast: a weekly podcast where we interview the top GTM leaders @ the fastest-growing AI-natives/SaaS companies on all things GTM + AI + startups

Chris Balestras
Chris Balestras

Podcast

$2M to $950M ARR: How Kyle Parrish Built Figma's Sales Machine

Jan 8, 2026

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12 min read

$2M to $950M ARR: How Kyle Parrish Built Figma's Sales Machine

The Vibescaling Podcast: a weekly podcast where we interview the top GTM leaders @ the fastest-growing AI-natives/SaaS companies on all things GTM + AI + startups

Chris Balestras
Chris Balestras

This Week In GTM

+1

This Week In GTM - Episode 2 (ft. Brendan Short of The Signal)

Dec 19, 2025

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10 min read

This Week In GTM - Episode 2 (ft. Brendan Short of The Signal)

Brendan Short joins to riff on Jeanne DeWitt Grosser's (CRO @ Vercel) appearance on Lenny's pod, the new rules for hiring your first rep, why LinkedIn > cold email, and why Ramp shut down their outbound automation team

Chris Balestras
Chris Balestras

Events

5 Takeaways From Our "Selling To Developers" Event With Clay on 12/10

Dec 17, 2025

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8 min read

5 Takeaways From Our "Selling To Developers" Event With Clay on 12/10

Our fall event series in NYC with Manhattan-based AI darling Clay on all things "selling to developers", including GTM executives @ Cursor, Kleiner Perkins, Clay, & (former) Mongo

Chris Balestras
Chris Balestras
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Vibescaling Blog

Weekly insights and narratives on the intersection of GTM + AI + startups, written by former/current operators.

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