Executive Spotlight: Maia Josebachvili, Chief Revenue Officer of AI at Stripe
Maia Josebachvili is Chief Revenue Officer of AI at Stripe, according to the Dartmouth Board of Trustees and the RAISE Summit speaker page. She has been at Stripe in several roles, including general manager of its Enterprise business and global head of strategy and operations.
Before Stripe she founded the travel e-commerce company Urban Escapes, worked at LivingSocial, and was a founding member of Greenhouse. She is also a Dartmouth trustee and sits on the Brightwheel board.
This page uses public professional information only.
Current role and company
Two sources we read give her title as Chief Revenue Officer of AI at Stripe. Older material, including a Dartmouth current-roles line and an Operator Collective profile, describes her as head of Enterprise or head of strategy and operations at Stripe, so the title appears to have changed over time. We use the most recent wording.
- TitleChief Revenue Officer of AI, Stripe.
- Based inSan Francisco, per Dartmouth.
- Other rolesBoard member of Brightwheel; adviser to GV (Google Ventures); Dartmouth alumni trustee elected in 2024.
- CommunityMember of the Operator Collective, per the RAISE Summit bio.
Career path
The sources give few dates, so we list roles in the order the bios present them and add years only where stated.
- Wall Street. She started as a derivatives trader on an exchange floor, per Dartmouth and RAISE Summit. Dartmouth adds that she briefly worked as a professional skydiver.
- Urban Escapes. Founder and CEO of this e-commerce travel company, which she sold to LivingSocial.
- LivingSocial. General manager of new business initiatives.
- Greenhouse. Founding member, serving as CMO and vice president of strategy and people. RAISE Summit says the company grew to a $1B+ sale.
- Stripe. Roles across strategy and operations, M&A and investing, people, professional services and Enterprise product, including GM of the Enterprise business, now Chief Revenue Officer of AI.
She earned an A.B. from Dartmouth College (class of 2005) and was named to Inc.'s 30 under 30, per the Operator Collective.
What she is known for
- Running Stripe's Enterprise business. Sources list her as GM of the Enterprise business and business lead of Enterprise Product.
- A broad operating range at Stripe. Her roles span strategy, M&A, HR and revenue-facing work.
- Founder experience. She built and sold Urban Escapes before joining Stripe.
- Board and advisory work. Brightwheel board, GV adviser, and the Dartmouth Board of Trustees.
Leadership style and philosophy
In an Operator Collective spotlight she is credited with these short statements:
- On teams. "Great leadership teams build great companies."
- On strategy. "Strategy is about what you aren't doing."
- On growth. She advises leaning into discomfort and humility, and surrounding yourself with great people.
Key numbers
We found no Stripe revenue or customer figures attached to her role in the pages we read, so we do not report any. The figures below are from her bios.
- Greenhouse outcomeA $1B+ sale (RAISE Summit bio).
- Dartmouth trusteeElected 2024; class of 2005.
- RecognitionInc.'s 30 under 30 (Operator Collective).
What to watch next
Worth tracking: how Stripe describes the AI revenue role as it develops, and what she says at conferences about selling to AI companies.
Questions people ask
Who is Maia Josebachvili?
She is Chief Revenue Officer of AI at Stripe and a former founder of Urban Escapes.
What is Maia Josebachvili's current role?
Chief Revenue Officer of AI at Stripe, per the Dartmouth Board of Trustees and the RAISE Summit speaker page.
Where did Maia Josebachvili work before Stripe?
She founded Urban Escapes, worked at LivingSocial, and was a founding member of Greenhouse, after starting as a derivatives trader.
Is she Stripe's company-wide chief revenue officer?
The sources we read give her title as Chief Revenue Officer of AI. We did not fetch a page on Stripe's overall revenue leadership, so check Stripe directly.
Which boards does she serve on?
Brightwheel, and the Dartmouth College Board of Trustees; she also advises GV.
Where did she study?
Dartmouth College, class of 2005.
Sources
- Dartmouth Board of Trustees: Maia Josebachvili '05 · Title, career, boards, education, photo
- RAISE Summit 2026: Maia Josebachvili · Title and career
- Operator Collective: Operator Spotlight · Earlier titles, recognition, quotes
Facts were read from the linked pages on October 31, 2026. Pages were read through a fetch tool that returns summaries, so confirm details on the original page. The hero photo is the Dartmouth trustees headshot, centered on a card. This page covers public professional information only.
Top photo: Dartmouth College Board of Trustees (trustees.dartmouth.edu/node/666)