ai-advisor
(5)
FitGrid knows a full class can hide an empty till
The fitness software company began with a question about strangers in a Pilates class. Today, it connects the people who keep a studio alive with the numbers that explain whether it can afford to stay open.
Hello Alice: A good business should not need the right friends
A Houston founder could not move across the country for an accelerator. Hello Alice grew from that inconvenience into a platform for finding capital, getting advice and making fewer expensive guesses.
Allie K. Miller and the Art of Starting Over
She moved from cognitive science to IBM Watson, built a machine learning business at AWS, then left to help companies remake themselves for AI. Her recurring move is to learn the system, spot the opening, and begin again.
The Nudge
The Nudge is a San Francisco company that texts its members curated plans for real-world fun - hikes, date ideas, restaurants, events and hidden gems in their city. Founded by siblings John and Sarah Peterson in 2018, it began as a $9/month SMS subscription pitched as an 'anti-startup' to get people off their phones, and has since grown into an AI-powered advisor and locals-only social network with roughly a million users across cities including San Francisco, Los Angeles, Austin and New York.
Matt Watson
Matt Watson is the co-founder and CEO of Origin, a Boston-based fintech that in September 2025 launched what it calls the first SEC-regulated AI financial advisor. A former Citigroup high-yield credit trader who previously co-founded Indio Technologies (acquired by Applied Systems in 2019), Watson has raised more than $75 million for Origin from Founders Fund, Felicis, General Catalyst and 01A to make certified-financial-planner-quality advice available to people who normally can't afford it.