In this episode of The Entrepreneur Experiment, Gary Fox sits down with Jac Dunne, CEO of Dimply, an AI-powered financial experience platform that’s quietly reshaping how banks, insurers and wealth managers serve their customers.
After almost three decades in legacy finance, Jac made a bold move in her mid-50s into regtech and then fintech, “bookending” her career by building the kind of technology she always wished existed inside the big institutions. She breaks down what Dimply actually does in plain English, how it powers hyper-personalised journeys inside apps like AIB’s, and why the future of money will be a hybrid of human advice and seamless digital experiences.
Jac also opens up about leaving a senior corporate role where her voice wasn’t being heard, taking on a startup CEO role, scaling a remote-first team, and building practical programmes to get more women and students into tech. If you’re a founder, operator or leader trying to scale something meaningful and still have a life outside of work, this conversation is packed with insight.

Show Notes:

In this episode, we cover:

🔥 Reinventing a 30-year career — how Jac moved from legacy finance into regtech and fintech
🚀 The Dimply origin story — why financial experiences need to be rebuilt from the ground up
📱 What Dimply actually does — a simple breakdown of the platform powering smarter banking journeys
💡 Hybrid finance — why the future blends seamless digital with instant human advice
🌍 Anticipatory banking — building for the next generation of wealth holders
🏆 Becoming a fintech CEO in her mid-50s — the moment Jac chose challenge over comfort
📈 Scaling without breaking culture — bringing structure into a fast-moving startup
👥 Leading remote-first teams — trust, energy days and the Monday pulse call
💪 Women in tech — real pathways, not panels, for returners and early-career talent
⏳ Time as a currency — leadership, parenting and designing a life that works

inks & Resources Mentioned

• Dimply – Financial Experience Platform - https://dimply.ai

• Jac Dunne on LinkedIn: https://www.linkedin.com/in/jackie-jac-dunne-mba-38a50b1a/

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Music Credit: “Nobody Knows” by Andrew Applepie — used under royalty-free license.