Tactic toolkit

Jason Bay’s Cold Email ChatGPT Prompts

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Jason Bay
Outbound Squad

Writing cold emails with ChatGPT should make things easier, but most reps end up with messages that sound robotic, generic, or...just plain off.

This prompt guide solves that problem.

Whether you're trying to write a strong opener, personalize at scale, or tailor messaging for your ICP, this guide turns ChatGPT into a real sales assistant, not a shortcut to spam.

You’ll get ready-to-use prompts, a built-in Messaging Matrix to feed the right inputs, and clear instructions to help you write faster and sound more human.

No guesswork. No starting from scratch. Just cold emails that land in inboxes and start conversations.

‍

Jason Bay
Jason has over a decade and a half of experience selling and leading sales teams. He led many of the training engagements with AEs and SDRs at Gong, Zoom, Medallia, Rippling, and many more prior to stepping into a CEO role to help Outbound Squad scale.

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HOW TO USE AI TO WRITE COLD EMAILS THAT ACTUALLY SOUND HUMAN

Prompts built for replies

Stop letting ChatGPT write like a bot. These prompts help you sound like a human.

Messaging Matrix

Turn generic inputs into tailored prompts with a plug-and-play framework that writes for your ICP.

Created by the top outbound coach

Get Jason’s exact prompt pack. Reps use it to write faster and book more meetings.

Download now

Ready to dive in?
Join these sellers who made it to President’s Club!

Taught reps get to power and close deals faster!
Josh Rosenthal
Sr. Director of Sales @ Corestream

30MPC has been so impactful for not only my team, but for me as a leader.
There's not a more tactical sales approach out there, and not just for your typical skills like cold calling and discovery, but for things like increasing the velocity of legal review and how to get to decision-making power at the right time.

Taught reps get to power and close deals faster!

Josh Rosenthal
,
Sr. Director of Sales @ Corestream
Booked 13 meetings in 3 days!
Makenna Turner
#1 SDR at  Practice

The cold calling course literally got me 13 outbound meetings in 3 days. My favorite thing about the cold calling course is that it’s immediately actionable.

My second favorite thing about Club Pass is that it got me 13 outbound meetings in the first 3 days I started using it.

Booked 13 meetings in 3 days!

Makenna Turner
,
#1 SDR at  Practice
More in the first 40 pages than every other sales book combined!
Daniel Haddad
AE at Docusign

Throughout my sales career, I’ve read plenty of sales books, but after just 40 pages of Cold Calling Sucks, I’ve already gained more tangible and actionable steps to elevate my sales skills than from all the others combined. Structured advice >> conceptual advice

More in the first 40 pages than every other sales book combined!

Daniel Haddad
,
AE at Docusign
Ranked in the top 1% of all AEs at LinkedIn
David Rosenstein
AE at LinkedIn (Top 1%)

Dude. I’m going to President’s Club. But not just any President’s Club. A New program – Club One. Designed for top 1%. Holy s***. Thanks to you guys at 30MPC..

Ranked in the top 1% of all AEs at LinkedIn

David Rosenstein
,
AE at LinkedIn (Top 1%)
Booked a whopping *100* meetings!
Genavie Garcia
Top BDR at Revspring

Transitioning to sales at 40 was a big leap, but 30MPC has been instrumental in my success. By October, I was able to hit my annual quota of 100 bookings – a milestone I wouldn't have reached without all the tools and resources they provide..

Booked a whopping *100* meetings!

Genavie Garcia
,
Top BDR at Revspring
Went from 60% to #2 at Gong!
Alex Copeland
President’s Club and #2 Rep at Gong!

I got to President's Club. I started listening to 30MPC in January of last year. I had moved to a new role and just wasn't getting there, I was on 60% of my year. Exactly one year of listening to 30MPC and I hit 180% attainment! I finished this year as the number 2 seller in my company and I'm going to President's Club!

Went from 60% to #2 at Gong!

Alex Copeland
,
President’s Club and #2 Rep at Gong!

Ready to dive in?
Join these sellers who made it to President’s Club!

Taught reps get to power and close deals faster!
Josh Rosenthal
Sr. Director of Sales @ Corestream

30MPC has been so impactful for not only my team, but for me as a leader.
There's not a more tactical sales approach out there, and not just for your typical skills like cold calling and discovery, but for things like increasing the velocity of legal review and how to get to decision-making power at the right time.

Taught reps get to power and close deals faster!

Josh Rosenthal
,
Sr. Director of Sales @ Corestream
Booked 13 meetings in 3 days!
Makenna Turner
#1 SDR at  Practice

The cold calling course literally got me 13 outbound meetings in 3 days. My favorite thing about the cold calling course is that it’s immediately actionable.

My second favorite thing about Club Pass is that it got me 13 outbound meetings in the first 3 days I started using it.

Booked 13 meetings in 3 days!

Makenna Turner
,
#1 SDR at  Practice
More in the first 40 pages than every other sales book combined!
Daniel Haddad
AE at Docusign

Throughout my sales career, I’ve read plenty of sales books, but after just 40 pages of Cold Calling Sucks, I’ve already gained more tangible and actionable steps to elevate my sales skills than from all the others combined. Structured advice >> conceptual advice

More in the first 40 pages than every other sales book combined!

Daniel Haddad
,
AE at Docusign
Ranked in the top 1% of all AEs at LinkedIn
David Rosenstein
AE at LinkedIn (Top 1%)

Dude. I’m going to President’s Club. But not just any President’s Club. A New program – Club One. Designed for top 1%. Holy s***. Thanks to you guys at 30MPC..

Ranked in the top 1% of all AEs at LinkedIn

David Rosenstein
,
AE at LinkedIn (Top 1%)
Booked a whopping *100* meetings!
Genavie Garcia
Top BDR at Revspring

Transitioning to sales at 40 was a big leap, but 30MPC has been instrumental in my success. By October, I was able to hit my annual quota of 100 bookings – a milestone I wouldn't have reached without all the tools and resources they provide..

Booked a whopping *100* meetings!

Genavie Garcia
,
Top BDR at Revspring
Went from 60% to #2 at Gong!
Alex Copeland
President’s Club and #2 Rep at Gong!

I got to President's Club. I started listening to 30MPC in January of last year. I had moved to a new role and just wasn't getting there, I was on 60% of my year. Exactly one year of listening to 30MPC and I hit 180% attainment! I finished this year as the number 2 seller in my company and I'm going to President's Club!

Went from 60% to #2 at Gong!

Alex Copeland
,
President’s Club and #2 Rep at Gong!