My Story

From the top of payments sales to building Deal Coach AI.

20+ years. Over $500M sold. Now the close is a product — and a coaching system built to install it.

Where sales meets tech  ·  #1 closer at global public tech  ·  credentialed developer  ·  author of 3 books

The Track Record

$500M+

Products & Services Sold

20+

Years in Payment Processing Sales

#1

Sales Stunna at a Publicly Traded Tech Brand

NOW

SaaS Founder @ Deal Coach AI

Sales Meets Tech

Where sales meets tech.

I hold the credentials on both sides — and that convergence is exactly what makes the AI work and the fintech wins worth taking note of.

The Sales Side

#1 closer at a global public tech company.

  • $500M+ in products & services sold
  • 20+ years in merchant payment processing
  • Top of the leaderboard at publicly traded global tech

Payments platforms sold & consulted

FiservTSYSSquare
The Tech Side

Credentialed developer, not just a seller.

  • Shipped products on the world's largest platforms
  • Speaks the language of engineers and platforms
  • Turns a sales playbook into working software

Developer credentials

GoogleRokuAmazonSamsung
The Convergence

Most coaches can sell. Few can also build. I do both — so the playbook becomes product, and the product closes deals.

The Journey
01

20 Years in the Trenches

Two decades in merchant payment processing sales — selling, leading, and consistently topping the leaderboard at some of the largest publicly traded global tech companies and brands.

02

The Pattern Behind the Wins

After $500M+ sold, the truth was clear: the closers who won didn't have more talent. They had a system — a repeatable playbook for discovery, positioning, objection-handling, and the ask.

03

Building Deal Coach AI

So Coach Swan built the software that codifies that playbook — Deal Coach AI — giving every rep, agent, and ISO the same closing system it took 20 years to learn.

Coach Swan speaking
Why Deal Coach AI

The close took 20 years to learn. It shouldn't take reps 20 years to copy.

Deal Coach AI turns the playbook into product — so reps, agents, and ISOs can install the same closing system in days, not decades.

Explore Deal Coach AI
Authored By Coach Swan Simpson

The playbooks behind the playbook.

Review It. Brand It. Bank It. cover

Review It. Brand It. Bank It.

4 Weeks. One Phone. No Followers.

Turn Your Brand Into A TV Show cover

Turn Your Brand Into A TV Show

The blueprint to fans, influence & income.

Brand It Like A BOSS cover

Brand It Like A BOSS

A step-by-step blueprint for building a memorable brand.

Coming Soon

SHUT UP AND SELL

The Human Side of Closing More Business.

SHUT UP AND SELL

The Human Side of Closing More Business.

Review, Earn, Repeat! cover

Review, Earn, Repeat!

The review side-hustle playbook for digital nomads.

Mind Hustle cover

Mind Hustle

The Science of Getting Rich Now — Wallace D. Wattles, reimagined.

Let's Talk

Ready to install the system?

Apply for sales coaching or join the Deal Coach AI waitlist.