Stories, experiments, and stuff.

I let AI draft my fantasy football team this year, and I’m now sitting at 0–4. What started as an experiment in AI fantasy football quickly turned into a cautionary tale about trusting algorithms over instincts.

In a previous post, I joked about how satisfying it was when Claude, my AI assistant, admitted he was wrong. There’s something oddly charming about a chatbot saying, “You’re absolutely right,” with such sincerity But the honeymoon phase didn’t last. But lately, Claude agrees with everything. Every sentence is “insightful.” Every idea “nails the brief.” It’s a non-stop affirmation loop. Basically, Claude’s become a corporate yes-man. So I’ve started pushing back. These days

B2B marketing expert Kerry Langstaff reflects on her surprisingly polite AI assistant, Claude, and why hearing “you’re right” from code feels like genuine validation.

How I used AI tools like Claude to make sense of IRS chaos -nine documents, one clear appeal, zero tax attorneys. When your new tax advisor runs on algorithms, not caffeine. Continuing my series on unconventional AI adventures, here’s what happened when I went head-to-head with the IRS. Spoiler: it didn’t solve everything, but it made tackling an overwhelming challenge a lot easier. The IRS Letter Nobody Wants When my mother received an unexpected letter from the IRS about ta

AI isn’t just for business,it’s transforming how we care for loved ones. In this post, I share how I used AI tools like ChatGPT and Otter.ai to simplify caregiving for my elderly mom—from decoding complex medical tests to organizing doctor visits, Medicare paperwork, and daily medications. As someone who lives and breathes automation and systems for work, I didn’t expect those same tools to change my approach to caregiving,but they did. This is a firsthand look at how AI can

Ever wonder how marketers really use AI beyond analytics? Here’s a peek inside my relentlessly curious brain, and how I use AI to tackle everything from marketing strategy to fantasy football.