erik.wiffin

Pointwise vs.

LLMs have broken the traditional software playbook: demos are misleading, expertise is shifting too fast to hire for, and the conditions surrounding AI adoption are the worst possible for building the learning organization you actually need.

Mid-way through building an agentic application, I got stuck.

Observability, tool design, and model selection are harder than the orchestration loop.

I spent the holidays building an event platform with an AI “vibecoding” tool to see if the results were actually production-ready.

Executive Summary A major academic medical center faced challenges with high patient no-show rates for scheduled surgical procedures, leading to suboptimal utilization of limited operating room capacity and lost revenue opportunities.

I provide AI strategy and implementation services.

With large language models capable of generating convincing documents without real thought, this insightful article explores the critical need for new “Proofs of Thought” to ensure genuine intellectual engagement and prevent workplace processes from becom…

A collection of blog posts and resources that I’ve found useful and frequently refer back to.

I have always hated the phrase “Don’t bring me problems, bring me solutions!”.

The demands on a manager’s time are endless and sometimes it feels like you’re being pulled in every direction at once.

As a Director of Engineering, I have monthly 1:1s with all of my direct reports.

In this article, I will explain why I think Stripe should start treating health insurance cards like any other 3.3”x2.1” pieces of plastic with 12 digits on them and take their slice of a $4.1 trillion industry.

When confronted with a complicated task, the first response of any developer is to dive in and start coding.

Or: Why is this software engineer being so difficult?

The only way to perfectly estimate how long a task will take, is to do the task and measure how long it took.

What does it mean to be a professional software developer at an agency?