Sometimes founders must lose to win again, and this week, Ruby "SunShine" Taylor did. Zero votes at a real pitch competition. A bruised ego, no spin on it. In Episode 3 of Building Financial Joy, this disabled founder building a fintech startup gets honest about the loss, and what came right alongside it: a blessing from a VC's mother, learning to code for the first time, and the best compliment she's received yet from a potential customer, "I need this now, I wish my bank had it."

This episode also covers real pushback from a leader in the social impact space who challenged Ruby hard on her competitive landscape and her value proposition, pushback that, two hours later, prepared her for a customer meeting that's now turning into a second one. Plus: a $25 win from doing laundry, a productive product-build session with her Technical Advisor, and an honest moment about building a fintech startup while living with a traumatic brain injury.

This is entrepreneurship, disability advocacy, and financial wellness with nothing smoothed over, the losses and the wins, in the same week, told as they happened.

A note before you listen: Ruby is a stutterer and Traumatic Brain Injury thriver. At times you'll hear her stumble, and she keeps going, because she's a thriver, not a complainer. That's not a flaw in this show. It's the show.

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A disabled founder, a lost grant, and a co-founder who moved on — this is what building a fintech startup with $0 cash actually looks like. In Episode 2 of Building Financial Joy, Ruby "SunShine" Taylor gets honest about a real mistake: a grant once funded a full build-out of the Grean Wealth Financial Education Platform, and it never launched. Her co-founder, Jaco, has since moved on to a great opportunity at a financial institution — no hard feelings, just a new chapter. Now Ruby is building the Financial Joy Index™, a shame-free financial wellness check-in for the disability community and everyone left behind by traditional fintech, solo, with $0 cash.

This episode also covers real wins: a signed Technical Advisor agreement, AWS credits, a live site Ruby debugged and fixed herself, an ethical reversal on an accessibility vendor after real research, and a LinkedIn post that caught entrepreneur Mac Conwell's attention and led to an invitation to Black Girls Venture Homecoming.

This is startup building, entrepreneurship, fintech, and disability advocacy with nothing smoothed over — real losses and real wins, told honestly, as they happen.

A note before you listen: Ruby is a stutterer. At times you'll hear her stumble — and she keeps going, because she's a thriver, not a complainer. That's not a flaw in this show. It's the show.

New episodes every Tuesday.

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$0 raised. No developer hired yet. Four months until 2026 ends, and no runway behind the countdown. In Episode 1 of Building Financial Joy, disabled founder Ruby "SunShine" Taylor opens her Baltimore City rowhouse door on building a fintech startup in real time: the Financial Joy Index™, a shame-free financial wellness check-in designed with the disability community in mind, and built for everyone traditional fintech leaves behind, licensed to credit unions, CDFIs, and banks.

Today, one answer came in. Two more are still out. A developer meeting is on the calendar for tomorrow, with no funding fully locked to pay for it. A possible partnership is taking shape. And by Wednesday, Ruby may give away her first piece of equity to bring on a co-founder, because when you have no cash, that's the trade you make. What happens in each of those rooms, you'll find out the same week she does.

This is startup building, fintech, and disability advocacy with nothing smoothed over, real pitch meetings, real grant applications, real hiring decisions, as they happen, not after they're safely resolved.

A note before you listen: Ruby is a stutterer. At times you'll hear her stumble, and she keeps going, because she's a thriver, not a complainer. That's not a flaw in this show. It's the show.

New episodes every Tuesday.

Support the show