Category

Personal OS Foundations & Digital Self

How to Teach Your AI Agent About Your Home Maintenance

The most expensive home repairs are almost always the ones that started as cheap preventive tasks that nobody remembered to do. A $200 roof patch becomes a $20,000 replacement. A $150 pipe repair becomes $7,000 in water damage. The problem isn't that homeowners don't care; it's that nobody maintains a living record of what their home needs and when, and the consequences of forgetting are delayed just long enough to feel invisible until they're catastrophic.

Michael Tiffany
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How to Teach Your AI Agent About Your Grocery Shopping

Your grocery routine encodes far more knowledge than it appears to: which store carries which brand, what to substitute when something is out of stock, which items you buy weekly versus monthly, which products you switched to last year and never switched back from. Most of this knowledge lives in muscle memory and habit, and it's lost the moment someone else tries to shop for you.

Michael Tiffany
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How to Teach Your AI Agent About Your Neighborhood

You carry a detailed mental map of your neighborhood that took years to build: which pharmacy has short lines, which coffee shop has good Wi-Fi, which street to avoid during school pickup. This knowledge is intensely personal, acutely practical, and completely invisible to any AI that doesn't live where you live. Google Maps knows what exists near you; it has no idea what works for you.

Michael Tiffany
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How to Teach Your AI Agent About Your Home

Every home accumulates institutional knowledge that lives only in the heads of the people who live there: which circuit breaker controls the kitchen outlets, how to jiggle the upstairs toilet handle to make it stop running, where the water shutoff is, what the neighbor's Wi-Fi password was when yours went down. This knowledge is never documented, is constantly growing, and is catastrophically lost whenever someone new moves in or a house sitter arrives.

Michael Tiffany
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How to Teach Your AI Agent About Your Meetings and Calls

Most people walk into meetings with whatever context they can remember or hastily Google in the two minutes before the call starts. The meeting ends, the follow-ups blur together, and three weeks later they're on another call with the same person having forgotten what was discussed, what was promised, and what questions they meant to ask.

Michael Tiffany
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How to Teach Your AI Agent About Your Entertainment Preferences

You already have recommendation algorithms. Netflix, Spotify, YouTube, and every bookstore on the internet are optimizing for what you'll click next. The problem is that these systems know what you watched but not why you watched it, and they optimize for engagement rather than satisfaction, which is how you end up trapped in a filter bubble of content that's fine but never surprising.

Michael Tiffany
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How to Teach Your AI Agent About Your Skincare and Grooming

People pick skincare products based on generic skin type labels ('oily,' 'dry,' 'combination') and influencer recommendations, then abandon most of what they buy because the results don't match the promise. Your skin is a reactive system that changes with season, stress, sleep, hormones, and water hardness, and the only way to learn what works is to track cause and effect over time.

Michael Tiffany
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How to Teach Your AI Agent About Your Fitness and Movement

People describe their fitness goals in aspirational terms ('I want to get strong,' 'I should do more cardio') and then follow generic programs that don't account for how their body actually responds, what they enjoy, what hurts, or what their real schedule permits. About half of people who start a new exercise program abandon it within six months.

Michael Tiffany
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How to Teach Your AI Agent About Your Wardrobe

People describe their style in abstract aesthetic categories ('casual,' 'minimalist,' 'business casual') that mean wildly different things to different people. Clothing preferences are actually a fit-and-function problem unique to your body, your life, and your tolerance for specific discomforts.

Michael Tiffany
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