Building AI People Can Trust

Imagine this: your sales team is thrilled about a new AI assistant. Then someone asks—what if the bot accidentally exposes our pricing data or internal manuals?

That simple question opens the floodgates:

Are we allowed to record our sales reps for training data? Where does customer PII go? Do vendors really keep our data private? What if the bot gives unsafe product advice?

There are frameworks (NIST AI RMF, OWASP, FTC/CCPA/GDPR) and key practices (data classification, enterprise tiers, vendor diligence, clear disclosure) that can help. It’s on us, the humans, to build responsibly.

The question isn’t “Should we trust AI?” but “How do we build AI people can trust?”

Choose Rough

Paraphrasing a lesson from Oliver Burkeman

‘Smoothness’ (aka ease) of life is not a great target. The ‘roughness’ of life comes from places where we humans rub against each other. When we remove all the friction from life, we rob it of meaning because we remove the opportunity to interact with other people. Convenience leads to emptiness.

The smoother life gets, the more we feel like weirdos amongst each other. We never take the time to get to know each other, because technology takes away the need for us to interact. To make time for what matters, we need to give up things that make life easier. And that can feel radical and even misguided in a world that seems to value convenience and speed and efficiency.

I’m not recommending to throw away all your appliances or cutting up your credit cards to pay in person with cash. But maybe there are a few opportunities in your life. Going to a restaurant versus ordering food online. Working face-to-face versus all-day zoom meetings.

The Banana Problem

The problem with bananas is buying them in a big bunch. Unless you’re hosting a banana-split-making party, it’s hard to get through the entire bunch before one or two start turning. The solution in my house is to only buy 2 or 3 bananas at a time and/or plan on putting a few in the freezer for Continue reading “The Banana Problem”

Careful! Don’t Squash It

A new idea is a fragile thing. Particularly as organizations mature and processes are adopted to streamline work, new ideas get crushed easily. This is a root contributing factor to the Innovator’s Dilemma. “We can’t do that because it’ll slow production.” “How can you expect us to be nimble Continue reading “Careful! Don’t Squash It”

Focus on the 90

Volunteering at one of the Lighten Up Boulder events. Standing on the corner of a busy intersection during rush hour. Giving away free bike and pedestrian lights to anyone passing by, no strings attached! Just free lights to promote safety.

30% of the people who stopped came right up and asked what was going on. Continue reading “Focus on the 90”