I'm Not Retired, I'm Regenerating: Rhonda, a Club Jam Member, on Turning Retirement Into an AI-Po...

28 Aug 2026 · 29 min
29:26

In this episode of The Human Side of AI, host Flora interviews Rhonda, a retired special‑education consultant who reinvented herself as a creative small‑business consultant and AI entrepreneur. Rhonda describes how she first encountered Club Jam through a SCORE workshop, felt overwhelmed by AI, but persisted and joined a two‑year entrepreneurship cohort that gave her foundational business skills. Leveraging those skills and the AI knowledge she gained from Club Jam, she built several AI‑powered products: a compliance tool for IEP/504 documentation sold to a Michigan school district for $3,000‑$5,000; an Estate Budget Planner for attorneys handling caregiver finances, priced at $1,500; a custom accounting platform called ClearlyIQ that replaces Xero; and a personal budgeting app called BudgetTail. She discusses the development process, pricing decisions (including using ChatGPT for rate guidance), challenges such as data‑privacy mishaps, and the importance of staying authentic. Rhonda also shares her philosophy of “regeneration” rather than retirement, encouraging other retirees to view themselves as brands capable of learning, creating, and monetizing AI solutions. The conversation highlights practical AI adoption, entrepreneurial mindset, and motivational advice for older adults seeking purpose beyond traditional retirement.

Chapters

More from Robyn

7:33
youtube.com

How to Use Claude Skills (Call, Create, Share and Manage Them)

2d ago
2:37
youtube.com

AI Board of Advisors: Oprah, Hormozi, Gary Vee and More. Yours Free

3d ago
20:00
youtube.com

What the Biggest Brands Learned About AI Content (and How Small Businesses Can Use It This Week)

4d ago
26:41
youtube.com

Vanessa Ayres: From Software Architect to Mahjong Lifestyle Brand

6d ago
1:28
youtube.com

Sell More in Q4: The Destination, Not the Plane (+ the ChatGPT Prompt)

1w ago
2:08
youtube.com

4 Personal AI Agents Taking Over the News (My Honest Take)

1w ago
1:28
youtube.com

3 ways to use ChatGPT Dots

1w ago
6:03
youtube.com

ChatGPT Spaces Tutorial: Pages, Dots and a Tracker That Updates Itself

1w ago
1:00
youtube.com

This ChatGPT Page Updates Itself Every Morning #Shorts

1w ago
23:56
youtube.com

AI Agents vs. a Twenty Dollar Setup: Build Your Foundation First

1w ago
23:11
youtube.com

Jam Anderson on the $1,400 Subscription Audit, Second Brains, and Money Moves

2w ago
See all content