Sherman On Software.

Ravi Ram built his consultancy on refactoring and rescuing ancient ASP and ASP.NET systems. AI has changed how his business operates, but has it changed the fundamentals?

If you do legacy system rescue and are worried about AI's impact on your business model, this is the episode for you!

Watch on YouTube or listen to it at Spotify, Apple Podcasts, or your favorite podcast app.

Have a tricky problem that you think requires a rewrite of your software? Join as a guest on our podcast and we’ll talk you out of it.

Want some custom advice? Book a 2-on-1 call with Isaac and me today!

Can AI finish off a decade-long API rewrite in 2 weeks? Jeffrey said, challenge accepted! Will our focus on fundamentals win the day, or is pride going before the fall?

If you want to learn how we plan to do audacious things, this is the episode for you!

Watch on YouTube or listen to it at Spotify, Apple Podcasts, or your favorite podcast app.

Have a tricky problem that you think requires a rewrite of your software? Join as a guest on our podcast and we’ll talk you out of it.

Want some custom advice? Book a 2-on-1 call with Isaac and me today!

Traditionally, larger PRs are riskier PRs. But in this age of agentic coding, where the reviewer might only glance at the code, does size still matter?

If you've been struggling to revise your workflows in the age of AI, this is the episode for you!

Watch on YouTube or listen to it at Spotify, Apple Podcasts, or your favorite podcast app.

Have a tricky problem that you think requires a rewrite of your software? Join as a guest on our podcast and we’ll talk you out of it.

Want some custom advice? Book a 2-on-1 call with Isaac and me today!

When AI can fix your mess with 1 giant merge, or 100 small ones, which should you choose? As this story around fixing stateful tests illustrates, AI doesn't change the fundamental issues around WIP, risk, and change size.

If you are struggling with agents creating giant merges, this is the episode for you!

Watch on YouTube or listen to it at Spotify, Apple Podcasts, or your favorite podcast app.

Have a tricky problem that you think requires a rewrite of your software? Join as a guest on our podcast and we’ll talk you out of it.

Want some custom advice? Book a 2-on-1 call with Isaac and me today!

Solutioning is when a developer is told exactly how to solve a problem instead of being told the problem and given freedom to determine the best course of action. When the solution fails to solve the problem the developer gets blamed instead of the person doing the Solutioning. So what happens when an engineer solutions AI?

If you are working through agentic workflows and responsibility, this is the episode for you!

Watch on YouTube or listen to it at Spotify, Apple Podcasts, or your favorite podcast app.

Have a tricky problem that you think requires a rewrite of your software? Join as a guest on our podcast and we’ll talk you out of it.

Want some custom advice? Book a 2-on-1 call with Isaac and me today!

How long should software last? There used to be production software, which should last forever, and tools, some of which only had to run once. With the rise of agentic development, have we entered an age where software can become transient and disposable?

If you want highly customized software, this is the episode for you!

Watch on YouTube or listen to it at Spotify, Apple Podcasts, or your favorite podcast app.

Have a tricky problem that you think requires a rewrite of your software? Join as a guest on our podcast and we’ll talk you out of it.

Want some custom advice? Book a 2-on-1 call with Isaac and me today!

Data leaks! Runaway billing! Accidently deleting production! AI agents didn't create any of these risks, they just make them more common. Isaac Askew and Dustin Rea share real-world stories and lessions learned about how to protect your systems in an AI-driven world.

If you would like to skip having an agent destroy your production environment, this is the episode for you!

Watch on YouTube or listen to it at Spotify, Apple Podcasts, or your favorite podcast app.

Have a tricky problem that you think requires a rewrite of your software? Join as a guest on our podcast and we’ll talk you out of it.

Want some custom advice? Book a 2-on-1 call with Isaac and me today!

AI can write your code, but can AI tell you what code to write? If you add every commonly recommended feature, will you have a great product or a bloated one? At the end of the day, if you don't know what your goals are, will asking AI help?

If you don't know how to know what your goals are, this is the episode for you!

Watch on YouTube or listen to it at Spotify, Apple Podcasts, or your favorite podcast app.

Have a tricky problem that you think requires a rewrite of your software? Join as a guest on our podcast and we’ll talk you out of it.

Want some custom advice? Book a 2-on-1 call with Isaac and me today!

With rewriting, rebuilding, and iteratively shipping software you start in the same place, and hope to end up at the same destination. So what's the difference? Only every aspect of the journey!

If you love splitting hairs and dancing on the heads of pins, this is the episode for you!

Watch on YouTube or listen to it at Spotify, Apple Podcasts, or your favorite podcast app.

Have a tricky problem that you think requires a rewrite of your software? Join as a guest on our podcast and we’ll talk you out of it.

Want some custom advice? Book a 2-on-1 call with Isaac and me today!

You can vibe code an email server, but Google and Microsoft won't deliver it's emails because it has no reputation. Emails from servers without reputation are sent directly to spam, and there's nothing an LLM can do about it. For better and worse, reputation is emerging as a limiter to agentic development.

If you're wondering about the practical difference between writing software and running it, this is the episode for you!

Watch on YouTube or listen to it at Spotify, Apple Podcasts, or your favorite podcast app.

Have a tricky problem that you think requires a rewrite of your software? Join as a guest on our podcast and we’ll talk you out of it.

Want some custom advice? Book a 2-on-1 call with Isaac and me today!