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.
Jason Watson
@jasoncwatson
Founder-operator, 2 successful exits. Building AI-native subscription products at REYNCO. Seeking founding operator or Head of Ops role.
What I'm looking for
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
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.
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.
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.”
Founder & CEO
WMA Inc.
Feb 1994 - May 2022 (28 years 3 months)
Grew a family-owned service business into one of Jacksonville’s largest in its category over 28 years, with a successful 2022 exit. Owned full P&L for 28 consecutive years, sustaining 16%+ average annual growth through disciplined retention/referral programs and multi-year member cultivation.
Education
Degrees, certifications, and relevant coursework
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
Business Management Coursework, Business Management
Completed Business Management coursework at the University of North Florida.
Webflow
Webflow Certified, Webflow
Completed the Webflow certification (Webflow Certified).
Tech stack
Software and tools used professionally
Availability
Location
Authorized to work in
Website
jasoncwatson.webflow.ioSalary expectations
Social media
Job categories
Skills
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