We explore what happens when technology decisions meet reality. We focus on incentives, silos, leadership behavior, and organizational politics—why plans succeed in meetings but fail at scale, and why accountability disappears at runtime. <br/><br/><a href="https://runtimeregret.substack.com?utm_medium=podcast">runtimeregret.substack.com</a>
Runtime Regret Podcast
Claim This Podcastby Runtime Regret
12 episodes
Updated Daily
Accepts GuestsHas Sponsors
Podcast Overview
We explore what happens when technology decisions meet reality. We focus on incentives, silos, leadership behavior, and organizational politics—why plans succeed in meetings but fail at scale, and why accountability disappears at runtime. <br/><br/><a href="https://runtimeregret.substack.com?utm_medium=podcast">runtimeregret.substack.com</a>
Language
🇺🇲
Publishing Since
1/25/2026
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Recent Episodes
April 13, 2026
It's Not a Problem Until It's A Problem
<p>Companies on tight budgets often treat compliance as something they’ll “get to later” because, in the moment, it feels too expensive and too disconnected from immediate growth. When every dollar is scrutinized, investing in compliance can seem hard to justify compared to hiring, product development, or sales. So it gets pushed down the priority list. </p><p>The problem is, this decision quietly compounds risk. Compliance doesn’t demand attention—until it does. And when it finally becomes unavoidable—whether due to a stalled deal, regulatory pressure, or an internal issue—it’s no longer a controlled investment. It’s urgent, reactive, and far more expensive than if it had been addressed earlier. That’s why for many companies, compliance isn’t a problem… until it’s too late.</p> <br/><br/>This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit <a href="https://runtimeregret.substack.com?utm_medium=podcast&utm_campaign=CTA_1">runtimeregret.substack.com</a>
April 10, 2026
How Does Engineering Stay Credible and Protect Themselves in Office Politics?
<p>This is always a tough one for engineers. Joe answers it for those engineers who just want to build stuff. </p> <br/><br/>This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit <a href="https://runtimeregret.substack.com?utm_medium=podcast&utm_campaign=CTA_1">runtimeregret.substack.com</a>
April 7, 2026
How Can An Engineer Navigate Company Politics?
<p>We’ve all been there. There’s what leadership says we have to do and then it doesn’t line up with reality. Now what? That’s especially hard for engineers because they can’t fluff it and make it look like it’s right on a powerpoint. It either works, or it doesn’t. This week, Joe tackles that tough question from the point of view of an engineering executive. </p> <br/><br/>This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit <a href="https://runtimeregret.substack.com?utm_medium=podcast&utm_campaign=CTA_1">runtimeregret.substack.com</a>
12 total episodes available
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- What is Runtime Regret Podcast?
- How often does this podcast release new episodes?
This podcast updates daily.
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This podcast is available on 4 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.
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No, this podcast does not typically feature guests.
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