Liam Bolling
About Liam Bolling
Liam Bolling is a product manager and startup founder based in New York. Crunchbase lists him as a Program Manager at Microsoft from July 2017 to February 2019 and a Product Manager at Google from March 2019 to December 2024. His bio says he co-founded the early version of Microsoft Viva, led teams on Google Maps and worked on Google's Gemini API.
He has founded or co-founded four companies, according to Crunchbase. These include Clipjoy, Ellie Calendar and Rehearsals. ZoomInfo also lists EventList and GreekRide. His bio says Clipjoy was venture-backed, and ZoomInfo says it added a digital layer to physical greeting cards and partnered with American Greetings. He also built the apps College Maps and Ellie Calendar, which his bio says have millions of downloads.
Since January 2025 he has been CEO and co-founder of Rehearsals, per Crunchbase. ZoomInfo lists a Menlo Ventures fellowship for 2024 to 2025 and a role as partner at Liam Capital. His bio says he mentors hundreds of thousands of people on YouTube and LinkedIn.
Crunchbase shows 2 personal investments, 2 portfolio companies, 0 lead investments and 0 exits. The two are Cactus (pre-seed round) and Clever Real Estate (Series B, with other investors). Crunchbase hides the dates and amounts. It also lists one partner investment, in Thred's seed round, made through the a16z Scout Fund. His LinkedIn headline has described him as a startup founder and angel investor.
No public source confirms which of his investments are AI companies, so none are labeled as such here. His main AI involvement is operating work. He worked on Google's Gemini API, and he now runs Rehearsals, which Crunchbase says creates AI digital twins of real customers.
Liam has not published a thesis, check size or preferred stage that we could find. The only stage data points are one pre-seed round, one Series B round and one seed round made through a scout fund. His own experience is in consumer apps, productivity software, maps and AI products.
- Cactus: pre-seed round listed on Crunchbase as his latest investment; date and amount not public.
- Clever Real Estate: Series B round on Crunchbase, with other investors in the round; date and amount not public.
- Thred: seed round, listed as a partner investment through the a16z Scout Fund rather than a personal investment.
Investing activity
Liam Bolling has made 2 investments according to Crunchbase across 2 portfolio companies, and has founded 4 companies.
Deals
Frequently asked questions about Liam Bolling
Is Liam Bolling an angel investor?
Yes, on a small scale. Crunchbase lists 2 personal investments, and his LinkedIn headline has included angel investor.
What is Liam Bolling's check size?
He has not made a check size public, and Crunchbase hides the amounts for his investments.
What stage does Liam Bolling invest in?
There is no stated stage preference. His Crunchbase record shows a pre-seed round (Cactus) and a Series B round (Clever Real Estate), and a seed round (Thred) made through the a16z Scout Fund.
What companies has Liam Bolling founded?
Crunchbase counts four, including Clipjoy, Ellie Calendar and Rehearsals. ZoomInfo also lists EventList and GreekRide.
What does Liam Bolling do now?
Crunchbase lists him as CEO and co-founder of Rehearsals since January 2025. He was a Product Manager at Google from March 2019 to December 2024.
How can founders contact Liam Bolling?
His LinkedIn profile and personal site, liambolling.com, are the public channels. He has not published a pitch process.
Where is Liam Bolling based?
Liam Bolling is based in New York, United States, North America.
How can founders reach Liam Bolling?
Founders on Lounge can see Liam Bolling's contact details in AI Investor Contacts (paid plans), check for a warm introduction through members who worked with them under Warm Paths, and add Liam Bolling to their Investor Pipeline to track the conversation.