Tim Hauptrief
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What Failed, What Changed, and What We Learned
A first website-building retrospective: removing a repeated excerpt, separating editorial notes from page copy, and verifying saved changes.
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The True Cost of Building Software with AI
Software built with AI still has costs: subscriptions, usage, infrastructure, testing, time, and maintenance. Includes a clearly hypothetical example.
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Building a Personal Assistant That Supports Decisions Instead of Making Them
A personal-assistant vision centered on clear choices, traceable information, privacy, consent, and human control over commitments.
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What Small Businesses Actually Need from AI
Practical questions for small-business AI: organizing job records, drafting work, checking sources, and measuring whether it saves effort.
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What Does It Actually Mean to Test an AI System?
A practical look at AI testing: baselines, repeatable tasks, external scoring, time and cost, limitations, and unsuccessful results.
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Designing AI Systems That Know When to Ask a Human
How uncertainty, consequences, and reversibility can shape human approval in AI-assisted work, with practical hypothetical examples.
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The Problem with AI Agents That Agree with Each Other
Agreement among AI agents can hide shared assumptions. Explore why independent checks and external evidence matter more than consensus alone.
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Can Multiple AI Agents Make Better Decisions Than One?
Can multiple AI agents improve decisions? Tim Hauptrief explores the research question, useful comparisons, and the evidence still needed.
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Why I Started an MBA While Building a Business
How MBA study and running a business bring classroom concepts and practical decisions into the same conversation.
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What Running a Small Service Business Taught Me About Software
The everyday friction of estimates, scheduling, and job records shapes the questions I bring to software development.