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Jason WatsonJW
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Jason Watson

@jasoncwatson

Founder-operator, 2 successful exits. Building AI-native subscription products at REYNCO. Seeking founding operator or Head of Ops role.

United States
Message

What I'm looking for

A founding operator, Head of Operations, or Director of Customer Operations role at a seed or Series A B2B SaaS or consumer subscription company where AI-native workflows are the operating default, not a bolt-on.

I'm a founder-operator with 30+ years building, scaling, and exiting customer-driven businesses. In 2022 I led the successful exits of both FightFit Fitness — a globally-licensed B2B trainer certification platform I scaled from a single Jacksonville gym — and WMA Inc., a Jacksonville services business I grew over 28 consecutive years with 16%+ average annual growth.

Most recently I served as Director of Wellness at Stellar, where I built a greenfield corporate wellness program from concept to Platinum Award-winning delivery in the first full program year. Currently I'm full-time on REYNCO LLC, operating a portfolio of AI-native consumer subscription products and B2B services. DreamTimeTales, the flagship, is a subscription platform where Claude generates personalized children's content for every subscriber nightly through a fully automated n8n orchestration layer — built from first principles around AI, not bolted onto existing workflows.

What I'm looking for: a founding operator, Head of Operations, or Director of Customer Operations role at a seed or Series A B2B SaaS or consumer subscription company where AI-native workflows are the operating default.

What I bring: 30+ years of end-to-end business ownership, two successful exits, a live AI-native product portfolio, and a technology stack (n8n, Airtable, Claude, Stripe, Outseta, Brevo, Webflow) I use daily to redesign how customer operations actually work. Systems thinker, high-agency operator, comfortable owning business outcomes (CX, cost, retention, revenue) in ambiguous environments.

Experience

Work history, roles, and key accomplishments

RL
Current

Founder & CEO

Reynco LLC

Jan 2014 - Present (12 years 4 months)

Operate an AI-native, end-to-end customer ops and payments stack across a multi-brand portfolio. Built and launched DreamTimeTales (Claude-generated nightly children’s content) with n8n automation for the full lifecycle, and launched B2B offerings including REYNCO Defense and Broker-IQ.

ST

Director of Wellness

Stellar

May 2024 - Jan 2026 (1 year 8 months)

Built a “business within the business” wellness program from concept to full delivery, earning the Platinum Award in the first full program year. Owned participant experience, budget discipline, vendor relationships, team execution, and long-term sustainability across the program’s P&L-aware operating model.

FF

Founder & CEO

FightFit Fitness

Apr 2004 - May 2022 (18 years 1 month)

Scaled a single Jacksonville gym into a globally licensed fitness trainer certification platform, achieving a successful exit in 2022. Built the end-to-end operator-success playbook (120+ workouts and 200+ exercise videos), drove global onboarding/activation/retention of licensees, and grew the flagship location to “Best Gym in Jacksonville.”

Education

Degrees, certifications, and relevant coursework

Florida State College at Jacksonville (FSCJ) logoFF

Florida State College at Jacksonville (FSCJ)

Associate of Arts, Business Administration

Earned an Associate of Arts in Business Administration at Florida State College at Jacksonville (FSCJ).

University of North Florida logoUF

University of North Florida

Business Management Coursework, Business Management

Completed Business Management coursework at the University of North Florida.

Webflow logoWE

Webflow

Webflow Certified, Webflow

Completed the Webflow certification (Webflow Certified).

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