If you bend it, you have to mend it: Ben Moag on tanks, trading floors, and the AI quality cliff episode artwork

EPISODE · May 5, 2026 · 1H 8M

If you bend it, you have to mend it: Ben Moag on tanks, trading floors, and the AI quality cliff

from I'm a software engineer - what next? · host I'm a software engineer - what next?

Welcome back to I'm a Software Engineer, What Next? The podcast for devs figuring out their next move. Hosted by James Wilson and Matt Sinclair, we talk honestly about what it takes to build a meaningful career in tech.This week we're joined by Ben Moog, Head of Engineering at InsurX. Ben's path is not the usual one. Computer science at Bristol, then Sandhurst and a stint as a tank commander in the British cavalry, then a decade in finance (central risk trading at Citi, quant portfolio management at a hedge fund), then the standard quant PM ending of burnout and a divorce, and now his sixth greenfield build, this time rebuilding the Insurex platform live while the business is still running on it.In this episode, we cover:- Ben's "if you bend it, you have to mend it" philosophy and why a chaotic childhood is good career preparation- Why a quant trading floor is more stressful than commanding a tank- The Citigroup coffee story and what high-trust teams actually look like- Managers care about outcomes, leaders care about repeatable outcomes- Why Ben lets his team veto his hires before he ever sees a CV- The AI quality cliff in March and April, what's causing it, and what to do about it- "Only ask AI a question you know the answer to" and other rules for surviving agentic coding- Advice for engineers a year or two into their career, and why this is the most exciting time to be building tech since the 80s🗒️ Show Notes"Everyone Lies to Leaders" (2021 article Matt referenced): http://rubick.com/everyone-lies-to-le...🗣️ GuestBen Moog — Head of Engineering, InsurXLinkedIn: linkedin.com/in/benmoag/🎙 HostsMatt: https://matthewsinclair.comMatt: linkedin.com/in/matthewsinclairJames:   / james-wilson-92170656  🌐 More from us:https://whatnext.dev/https://quantumfaxmachine.com/

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If you bend it, you have to mend it: Ben Moag on tanks, trading floors, and the AI quality cliff

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