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GTM For Startups In
The AI-Era

Join 2,500+ readers getting weekly breakdowns on all things GTM + AI + startups, written by current/former operators.

Trusted by GTM leaders @ OpenAI, Anthropic, Stripe, and 2,500+ operators

In a world where everyone is a sales influencer guru, the Vibescaling blog is where I go to learn from people who have actually done the damn thing. Honest about their experiences, humble about their learnings, and always leading the way.

Kyra Singh

Nick

Enterprise GTM @ Decagon

The Vibescaling blog/podcast is one of the highlights of my week! Love the mix of topics - always relevant, always interesting, always at the heart of AI and GTM. And I'm so excited they launched a podcast - can't wait to see where it goes.

Kyra Singh

Chelsea

GTM @ Anthropic (Stripe alum)

The Vibescaling blog has become my operating manual for navigating the most dynamic time tech has ever seen. They've helped me challenge my thinking, level up as a seller and leader, and stay on the cutting edge.

Kyra Singh

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Head of Sales @ Method (Algolia alum)

Chris, Cailen, and the Vibescaling crew are the real deal - true operators who give you the blueprint to actually get things done. They've helped me build GTM playbooks, sell to technical teams, and stay sharp week over week. Their events have opened doors to new friendships and opportunities.

Kyra Singh

Blaise

2x Founding AE

Featured

The #1 GTM Play That's Working Right Now To Drive Pipeline

Jul 23, 2025

•

12 min read

The #1 GTM Play That's Working Right Now To Drive Pipeline

Collab w/ Brendan Short @ The Signal - a deep dive of a top play that is working with our clients: website visitors to auto messaging

Chris Balestras
Chris Balestras
The Mount Rushmore Of GTM Engineering "Plays"

Jul 10, 2025

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6 min read

The Mount Rushmore Of GTM Engineering "Plays"

4 plays I've seen consistently work at seed thru series B startups I'm working with

Chris Balestras
Chris Balestras
12 Money Tips To Help Your Commission Checks Go Further

Jun 10, 2025

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16 min read

12 Money Tips To Help Your Commission Checks Go Further

I stopped investing in S&P index funds & you should too

Chris Balestras
Chris Balestras

Articles

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
$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 - 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
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