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FREE 2026 Outbound Playbook
Oliver Buchannon
Tech Sales Guy
My favorite AI use cases

Mar 19, 2026

•

7 min read

My favorite AI use cases

+ 5 signs you're at the right company

Tech Sales Guy
Tech Sales Guy
The biggest mistake with cold emails

Mar 12, 2026

•

6 min read

The biggest mistake with cold emails

+ most dangerous person in any room

Tech Sales Guy
Tech Sales Guy
Better together, AI buyers and a new project

Mar 5, 2026

•

6 min read

Better together, AI buyers and a new project

+ a special offer

Tech Sales Guy
Tech Sales Guy
How to sell when nobody knows you

Feb 26, 2026

•

8 min read

How to sell when nobody knows you

attack the 800 lb. gorilla

Tech Sales Guy
Tech Sales Guy
Remote work, a pipeline play and Mad Men

Feb 19, 2026

•

7 min read

Remote work, a pipeline play and Mad Men

stop cold calling, start interviewing

Tech Sales Guy
Tech Sales Guy
How to tell stories that sell

Feb 12, 2026

•

6 min read

How to tell stories that sell

person → problem → shift

Tech Sales Guy
Tech Sales Guy
The hiring question CEOs miss

Feb 5, 2026

•

6 min read

The hiring question CEOs miss

It saves you $100k

Tech Sales Guy
Tech Sales Guy
doing 10 calls - need your help

Feb 3, 2026

•

2 min read

doing 10 calls - need your help

Tech Sales Guy
Tech Sales Guy
Better Call Saul masterclass

Jan 29, 2026

•

8 min read

Better Call Saul masterclass

I wasted $10K... on this

Tech Sales Guy
Tech Sales Guy
Dark social, pricing mistakes and partner plays

Jan 22, 2026

•

6 min read

Dark social, pricing mistakes and partner plays

3 insights, 1 offer

Tech Sales Guy
Tech Sales Guy
Sales loneliness, GTM engineers, and how to sell like Steve Jobs

Jan 15, 2026

•

5 min read

Sales loneliness, GTM engineers, and how to sell like Steve Jobs

5 lessons, 1 ask

Tech Sales Guy
Tech Sales Guy
What I’m Chasing in 2026

Jan 8, 2026

•

6 min read

What I’m Chasing in 2026

5 goals, 1 ask

Tech Sales Guy
Tech Sales Guy
Breaks in sales,  gift ideas and modern wisdom

Dec 23, 2025

•

3 min read

Breaks in sales, gift ideas and modern wisdom

The final edition of 2025

Tech Sales Guy
Tech Sales Guy
Land a $100K Sales Role

Dec 17, 2025

•

5 min read

Land a $100K Sales Role

The 5 roadblocks you need to overcome

Tech Sales Guy
Tech Sales Guy
Sales Side Hustle

Dec 11, 2025

•

5 min read

Sales Side Hustle

How to leverage your experience to earn extra income

Tech Sales Guy
Tech Sales Guy
The End-of-Quarter Panic Playbook

Dec 4, 2025

•

5 min read

The End-of-Quarter Panic Playbook

You're behind. Here's the play.

Tech Sales Guy
Tech Sales Guy
Questions

Dec 2, 2025

•

1 min read

Questions

AMA

Tech Sales Guy
Tech Sales Guy
Your Holiday Gift List

Nov 26, 2025

•

16 min read

Your Holiday Gift List

Tech Sales Guy
Tech Sales Guy
Thoughts on sales, AI, and impossible expectations

Nov 20, 2025

•

4 min read

Thoughts on sales, AI, and impossible expectations

Tech Sales Guy
Tech Sales Guy
5 Pipeline Plays

Nov 13, 2025

•

5 min read

5 Pipeline Plays

I'm taking these into 2026

Tech Sales Guy
Tech Sales Guy
The Partnership Playbook

Oct 30, 2025

•

5 min read

The Partnership Playbook

How to go from ZERO to ONE

Tech Sales Guy
Tech Sales Guy
The 5 Click Sales Workflow

Oct 23, 2025

•

4 min read

The 5 Click Sales Workflow

My favorite AI use case for sales

Tech Sales Guy
Tech Sales Guy
Your Career Has a Coaching Tree

Oct 16, 2025

•

2 min read

Your Career Has a Coaching Tree

The most important part of your job

Tech Sales Guy
Tech Sales Guy
I quit my job last week

Oct 9, 2025

•

5 min read

I quit my job last week

Reflections on 8+ years

Tech Sales Guy
Tech Sales Guy
The 5 People You Meet in Sales

Oct 2, 2025

•

5 min read

The 5 People You Meet in Sales

If you haven't seen them all, you will

Tech Sales Guy
Tech Sales Guy
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Every Thursday Afternoon.

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