Break Into Tech Sales

Break Into Tech Sales

Messaging That Gets You Referral Calls

May 6, 2026

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2 min read

Messaging That Gets You Referral Calls

Real examples on how I messaged my way into interviews.

Rook ♖
Rook ♖

Break Into Tech Sales

Rook’s Guide to Break Into Tech Sales #2: Anthropic

Apr 22, 2026

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3 min read

Rook’s Guide to Break Into Tech Sales #2: Anthropic

Ongoing series of how I'd break into different tech sales organizations.

Rook ♖
Rook ♖

Break Into Tech Sales

Why You’re Not Getting SDR Interviews

Apr 8, 2026

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6 min read

Why You’re Not Getting SDR Interviews

Even If You’re Qualified...

Rook ♖
Rook ♖

Break Into Tech Sales

Rook’s Guide to Break Into Tech Sales #1: Vercel

Mar 11, 2026

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6 min read

Rook’s Guide to Break Into Tech Sales #1: Vercel

Ongoing series of how I'd break into different tech sales organizations.

Rook ♖
Rook ♖

Break Into Tech Sales

The Tech Sales Interview Process

Feb 25, 2026

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3 min read

The Tech Sales Interview Process

Trying to break in? This is what's ahead.

Rook ♖
Rook ♖

Break Into Tech Sales

Spotting the Correct Sales Org

Feb 11, 2026

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3 min read

Spotting the Correct Sales Org

Your first sales org can dictate your entire career timeline. Here is how I go about finding orgs that are worth your time.

Rook ♖
Rook ♖

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Raw lessons from the front lines of tech sales -- from outbound, AI, & GTM functions.

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