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 a top publicly traded global tech brand  ·  credentialed developer  ·  6× author

#1 closer at a top publicly traded global tech brandSaaS Founder · Deal Coach AICredentialed developer6× author · new book late 202620+ years in the Fintech Payments Industry$500M+ products & services sold

The Track Record

$500M+

Products & Services Sold

20+

Years in the Fintech Payments Industry

5,000+

Sellers Coached

6

Books Authored

Credentials & Authority

The standing behind the system.

Built inside organizations whose scale and market position define the Fintech Payments Industry — and recognized at the top of their leaderboards.

Top-ranked closer

Reached #1 sales leadership at one of the largest publicly traded global tech brands — outperforming tenured reps across multiple regions and product lines.

Sold into market-leading companies

Two decades selling into and leading inside some of the most dominant, publicly traded tech and payments organizations in the world — the kind whose standing defines the category.

$500M+ closed revenue

Personally responsible for over half a billion dollars in products and services sold across fintech, payments, and adjacent technology markets.

Coached 5,000+ sellers

Trained and developed thousands of reps, agents, account executives, and founders across Fintech Payments, MediaTech, and Green Technology.

Recognized standing in the field

Held top sales honors and leadership ranks at organizations whose scale and market position speak for themselves — consistently finishing at the top of the leaderboard.

Published authority

Six books on sales, branding, and mindset — plus a forthcoming title late 2026 — establishing a written body of work behind the coaching system.

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 the Fintech Payments Industry
  • 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

Origin in Payments

Started in the Fintech Payments Industry and learned the close from the ground up — cold prospecting, merchant conversations, statements, and the resilience rejection builds.

02

Sales Leadership at the Top

Rose to #1 closer inside one of the largest publicly traded global tech brands — leading teams and consistently finishing atop the leaderboard across regions and product lines.

03

The $500M+ Pattern

After half a billion dollars sold, the pattern was undeniable: the winners didn't have more talent. They had a repeatable system — discovery, positioning, objection-handling, and the ask.

04

Coaching Thousands

Began codifying that system for others — coaching 5,000+ reps, agents, account executives, and founders across Fintech Payments, MediaTech, and Green Technology.

05

Writing the Playbooks

Put the system into print — six books on sales, branding, and mindset, with a forthcoming title late 2026, building a written body of work behind the coaching.

06

Founding Deal Coach AI

Turned the playbook into product — Deal Coach AI gives every rep, agent, and ISO the same closing system it took 20 years to learn, in days instead of decades.

Coach Swan speaking
Why Deal Coach AI

The close took 20 years to perfect. Now it only takes your team a fraction to model, mimmick, and master.

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
The Coaching Lanes

Five lanes. One closing system.

The full scope of how Coach Swan installs the close — across coaching, software, certification, the stage, and the page.

Fintech Payments Sales Coaching

1:1 and team coaching that installs the closing system used to sell $500M+ — discovery, positioning, objection-handling, and the ask.

Deal Coach AI · SaaS

The software that codifies the playbook, giving every rep, agent, and ISO an always-on practice and closing partner.

Fintech Payments Certification

A one-day certification that gets new and aspiring sellers speaking the language and closing like the industry — badge included.

Speaking & Media

Keynotes, podcasts, and stages on sales, fintech payments, and where technology meets the close.

Authorship

Six published books on sales, branding, and mindset — the written body of work behind the coaching.

The Authorship

Six books. One forthcoming. A system in print.

The closing system didn't stay in the room — it went into print. Six published books on sales, branding, and mindset, with a new title arriving late 2026.

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.

Late 2026

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 get certified in the Fintech Payments Industry.