AI for operators who have to make it work.
Practical conversations with operators on using AI to scale and solve real problems. Hosted by Annie Tsai and Christine Rimer.
Launching late 2026
Who it's for
Built for the people who run the work.
Leaders in go-to-market and G&A who own outcomes in revenue, customer experience, finance, people, and operations, and who are accountable for turning AI investment into workflows that hold up in practice.
What you'll get
Real operators, real systems.
Conversations with leaders who built and ran AI inside their own companies, covering what they made, what it runs on, and what it replaced.
The human side of adoption.
Where people and process had to change, who resisted, and what the manager layer did.
Practical takeaways.
What they would do again, what they would skip, and what they'd tell an operator starting now.
What we dig into
01
Training or tooling?
Where the first dollar of an AI budget goes and why.
02
Shadow AI.
When to shut it down and when to fund it.
03
Mandate or manager layer?
How adoption actually spreads across a team.
04
Central team or functional ownership?
Who owns AI and how the answer changes with company size.
05
Buy or build.
Choosing vendors and models without locking yourself in.
06
Measuring what matters.
Which signals show real adoption beyond login counts.
07
When someone automates their own job.
How roles, recognition, and headcount plans respond.
08
From solo experiments to team workflow.
Moving past Slack channels and lunch-and-learns to shared systems and habits.
Your hosts
Annie Tsai
Startup & Growth COO
Startup and growth COO and three-time C-level executive who builds agentic systems across operations, customer experience, and go-to-market. She is COO of Moms in Tech, a weekly columnist at the San Mateo Daily Journal, and a part-time partner at The House Fund.
Annie Tsai on LinkedIn
Christine Rimer
AI Advisor & Executive Coach
AI advisor and executive coach with twenty years of C-suite operating experience at Intuit, SurveyMonkey, and Guideline, plus board experience at an AI company acquired by HubSpot. She helps go-to-market, customer, and G&A teams turn AI tools into changed workflows and measurable results.
Christine Rimer on LinkedIn