14.ai Dispatch #27
Black Friday, more events somehow, and how is it December???
Welcome to the late twenties version of newsletters.
Black Friday = Customer Service Thunderdome 🥊
We onboarded a new consumer brand during Black Friday. And ate a ton of food, mostly fried chicken.
Learning so much from early customers and in-person onboarding is a great excuse to travel.
We will share more specifics soon - but we are LIVE!
We Built a Karen Training Simulator 🙎♀️
Our founding engineer Ugo stood on a San Francisco street playing customer service rep to train our AI about Karens.
The assignment: Handle a Karen demanding a refund for a tennis racket (his favorite sport, naturally).
The lesson: Your AI can be superhuman, but there will always be someone asking for the manager.
LA TikTok Shop Vibes 🌴






Threw our first LA event in WeHo for TikTok Shop founders and operators.
Obviously we went with French macarons. We also made a private Whatsapp for the TikTok Shop community; DM us if you want in.
Cacao Ceremony for YC Women (SF) 🧘♀️
Calling SF-based YC women founders
We’re hosting an evening cacao ceremony and women’s circle at Alchemy Springs in Lower Nob Hill next week. It’s a space to breathe, reset, and connect with other founders.
Guided cacao, breathwork, dinner, and tea.
Come dressed comfy and zero expectation.
If you’re around or know someone who’d want in, pass it along!
We Are Officially Famous (Like really)
Will Phillips, startup journalist and storyteller, spent a day with us. Beautiful video that captures much of our culture and thinking behind the products (and linkedin posts...)
Check it out! Thanks Will 🫡
Is Your Chatbot Potty-Trained?
No? Let us fix that.
https://calendly.com/14ai/15minchat
Bored? Some recs:
Marie: Real vs Fake Startups, Dalton + Michael
Michael: An Economy of AI Agents, Gillian K Hadfield and Andrew Koh
Ugo: The Beginning of Infinity, David Deutsch
Until next time - Hope the weather isn’t too bad, you can recover from Black Friday, and smell the flowers. 🫡




