Past Midway Ramblings on Business & Life

ArchiveMay 2026

I Read the President’s 2027 Budget. And the Fine Print.

The President’s 2027 Budget is refreshingly succinct and well-structured, like a budget written for a business. I was encouraged by this because the last time I reported on the President’s proposed Budget (2023), I wrote a fairly scathing review of its format and style. Quoting myself: “The [2023] U.S. Federal Budget is not written in a matter-of-fact manner as most budgets are, as I expected it...

Circumstantially Inappropriate Laughter

Sometimes, in some places, on certain occasions, it’s completely inappropriate to laugh. Unfortunately, this is precisely when it is the most difficult and painful to contain it. We have all experienced the agony of pent-up laughter trying to escape our souls. The more serious the event, the more challenging laughter is to avoid. Here are a few examples from my own life – unique, unfortunate...

AI Velocity Tax Is Creating Technical Debt at Scale

Many companies are racing to implement AI in the form of agentic workflows, automated processes, and AI-powered products and services. Many of these implementations are built into the core of how these companies operate. Yet, few understand or have projected the rate at which a behind-the-scenes technical debt is compounding, an unanticipated structural cost for on-going maintenance of AI...

An Updated Hypothesis on AI

Vibe Coding and the Myth of the Disappearing Developer I spend a good portion of my time developing product strategy and leading a tech team through implementations. We’ve deployed AI tools for customers to search our M&A research database. Internally, we’ve built AI workflows that drive real production efficiency. I use AI personally as well, and I’ve spent considerable time “vibe coding.”...

Past Midway Ramblings on Business & Life

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