Breakeven Brothers is a practical AI podcast where brothers Bradley and Bennett Bernard build software, compare notes, and tell you what actually worked.
Bradley is a software engineer at OpenAI and longtime product builder behind SplitMyExpenses. Bennett is a CPA and hands-on software builder applying AI to accounting and real business workflows.
Each episode goes beyond release notes and benchmark hype. They test coding agents, new models, developer workflows, and automation in real projects—then talk honestly about what works, what breaks, what costs too much, and what is worth shipping.
If you're building with AI—or trying to figure out where it actually helps—join them for practical experiments, honest tradeoffs, and enough sibling banter to keep it human.
Latest Episodes
Codex maxxing and the AI-native workplace
Brad’s North Carolina Cook Out mint Oreo shake review, and Ben’s Pacific Northwest work-trip update before the brothers dig into the big idea of the week: what it actu...
GPT-5.5 made Codex our daily driver
Episode 41 starts with a very Breakeven Brothers moment: the guys forget what episode they’re on, recap Brad’s family visit, and relive a 150-plus-game Soulcalibur gau...
Cursor 3, Gemma 4 & AI Taxes
Episode 40 opens with Brad’s dirty-30 recap from Big Sur: hiking, Japanese hot baths, unlimited food, and a first falconry experience before the brothers jump into two...
AI agents, accounting workflows & social contracts
This week, the brothers dive headfirst into the world of personal AI agents, with Brad detailing his meticulous, multi-step journey of setting up OpenClaw on a virtual...
AI for taxes & the end of App Stores?
This week, the Breakeven Brothers dive into the practical (and sometimes frustrating) applications of AI, starting with a hilarious attempt to use AI for taxes and an ...