Sherman On Software.

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!

What happens when you try and apply incremental improvements outside of the tech stack? Can you really change processes incrementally, and where would you even begin?

If you're ready to start making other people's lives better, 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!

Vibe coding is the new "I had my genius nephew make me an MVP." In today's episode we dig in to how today's Vibe Coded MVPs stack up to yesteryear's amateur efforts. Do today's entrepreneurs have a more realistic understanding of the difference between what they have, and what they need to actually run a business? Has the gap shrunk?

If you're a software consultant wondering how those introductory business meetings have changed, 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!

"Hourly Billing Is Nuts", by Jonathan Stark, explores how hourly billing creates an adversarial relationship between software consultants and their customers. Are tokens the new hours? Do they also create an adversarial relationship, obscure true costs, and create perverse incentives?

If you are trying to understand why software developer jobs aren't going anywhere, 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!

John Henry challanged a steam drill and died with his hammer in his hands; are developers headed to the same fate? Can you adapt to AI and keep the dignity of work?

If you've been wondering how to adapt now that technology has come for your job, 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!

Agentic coding can make the coding parts of software modernizaiton much faster. What it can't do is eliminate any of the manual steps. And the manual steps take the most time.

If you're trying to figure out if agetic coding will really save you time, 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!

Knowing which features and changes are hard, and which ones are trivial is an evergreen source of friction between Product Owners and Developers. Navigating asking for something that sounds easy, but is actually hard, requires open communication and flexability. With agentic coding, no one knows how large a change is until they see the final result.

If you've ever been surprised by the difficulty of an "easy" task, 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!

Do you need feature parity, or are you avoiding talking with your users? Are your application's boundaries there to free your users or protect you from them? Feature parity might be the correct choice, but it is always a big red flag.

If you've ever been pitched "feature parity" and suspected something was off, 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!

The sunk cost fallacy is when past investment justifies future investment. It is hard for people to accept, but the past doesn't matter. What matters is how much value you'll get out of future investment.

If you've ever wanted to keep going on a project because of how much time you've invested, 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!

A rewrite is a lot like moving homes. You pack everything up, take it somewhere new, and then struggle to set everything set up in the new environment. What changes when AI can do your metaphorical packing and unpacking?

If you've been wondering how our metaphors stand up 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!