Pick My Brain
Pick My Brain
Podcast Description
Hosted by Alan ‘the nice one’ Jones, Pick My Brain is a Day One show. Day One is the podcast network dedicated to founders, operators, and investors.
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Sign up to get your startup pitches and for opportunities to be featured on the show.
Podcast Insights
Content Themes
The podcast delves into themes of entrepreneurship, startup pitches, and innovation with specific episodes highlighting topics such as transforming retail with technology and the challenges of investor engagement. For example, the episode with Olivya Munro discusses her startup Zello Studio and the challenges of fitting room technology.

Hosted by Alan ‘the nice one’ Jones, Pick My Brain is a Day One show. Day One is the podcast network dedicated to founders, operators, and investors.
Follow Pick My Brain through Day One on LinkedIn
Sign up to get your startup pitches and for opportunities to be featured on the show.
Episode Summary
Consumers lose billions to scams and miss out on trillions in potential savings every year. So what if everyone had their own AI-powered financial assistant working 24-7?
In this episode of Pick My Brain, Alan Jones is joined by James Horan, founder of Phinly, an AI-driven personal finance platform designed to help consumers automate savings, prevent fees, and optimise their financial lives. James walks through his live pitch for Phinly, outlining the problem with doom-scrolling money advice, the rise of AI agents in personal finance, and a bold vision for owning the AI money assistant category.
Phinly connects to over 20,000 institutions, identifies cost savings opportunities, and enables one-tap actions from cancelling subscriptions to switching providers. With early partnerships secured, backing from a global AI accelerator, and a savings-based revenue model, the startup is raising $800,000 on a pre-seed SAFE to scale toward $4.5M ARR in 18 months.
But Alan’s feedback goes deeper than traction and TAM. He challenges James to avoid blending in with every other AI fintech startup in the room. Instead of leaning purely on logic and numbers, Alan pushes for something more memorable: behavioural insights that surprise the audience about their own financial habits. The goal is simple. Make investors go home and say, “Did you know that…?” and have that sentence start with something you taught them.
If you’re building in fintech, AI, or any crowded category, this episode is a masterclass in standing out when everyone else looks the same.
Time Stamps
02:08 – Meet James Horan and his founder journey
03:14 – Lessons from a failed two-sided marketplace
04:28 – The Phinly pitch begins
05:40 – Money advice, TikTok, and the cost-of-living crisis
06:50 – How Phinly works: AI-powered money automation
07:45 – Traction: 20,000 institutions connected and major partnerships
08:30 – Revenue model: percentage of savings and future subscriptions
09:10 – Alan’s first reaction: good foundation, but blends in
11:45 – The power of surprise in a crowded fintech room
12:30 – Using behavioural economics to stand out
14:00 – Stop reading your slides
15:30 – Supporting your story instead of replacing it
17:00 – Bringing emotion into a rational fintech pitch
18:00 – How to create a pitch people repeat to others
Resources
💸 Phinly – https://phinly.com
🎙 Ask Alan a Question – https://speakpipe.com/pickmybrain
🎧 More from Alan Jones – https://www.startupfoundercoach.com
Sponsors:
Pick My Brain is supported by our wonderful sponsors:
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The Day One Network
Pick My Brain is part of Day One, the podcast network dedicated to founders, operators & investors.
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