Alexa von Tobel
InvestorFounderFounder & Managing Partner at Inspired Capital · Founder at Learnvest
New York, New York
Writes $1M – $15M checks · typically $5M
FoundedLearnvest
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About
Founder and Managing Partner of Inspired Capital and a repeat founder who launched fintech company LearnVest (acquired for nearly $400M). She later served as Northwestern Mutual's first Chief Digital Officer and Chief Innovation Officer, and is a New York Times bestselling author and podcast host.
Contact· self-published, not guessed
Invests in
AI & Machine LearningEnterprise SoftwareFintechHealthtechSaaS
Beyond investing
- Founded
- She founded LearnVest, a fintech company aimed at making financial planning software affordable and accessible, which was acquired by Northwestern Mutual in 2015. She founded Inspired Capital, an early-stage venture firm, in 2019 alongside Penny Pritzker.
- Education
- Studied at Harvard College (A.B., Psychology with Honors & Romance Languages and Literature) Studied at Harvard Business School
- Communities
- She was an inaugural member of the Presidential Ambassadors for Global Entrepreneurship, alongside Steve Case, Reid Hoffman, and Tory Burch. She produced her own podcast, American Ambition, in 2025 and previously hosted Inc.'s For Starters podcast (formerly The Founders Project with Alexa von Tobel) from 2019 to 2025. She hosted a weekly SiriusXM radio show, Financially Fearless with Alexa von Tobel. She is a columnist for Fast Company and a regular contributor to the Today Show and Good Morning America.
- Awards
- She was a member of the 2016 Class of Henry Crown Fellows. She was named to Fortune's 40 Under 40. She was named to Fortune's Most Powerful Women. She was named a World Economic Forum Young Global Leader. She was included in Business Insider's 2010 'Silicon Valley 100'. She was named to Forbes' 'Women to Watch'. She was named in Marie Claire's '18 Women Changing the World'. She appeared on BusinessWeek's annual 'Best Young Tech Entrepreneurs' list. In 2012 she was selected as a Fortune 'Most Powerful Women Entrepreneur' and named a scholar at the Aspen Ideas Festival. She was featured on the cover of Forbes.
- Family
- She is from Jacksonville, Florida; her mother is a nurse practitioner and her late father was a developmental pediatrician. She is married to Michael Ryan Jr., whom she met at Harvard, and the couple has three children.
- More
- She wrote her Harvard senior thesis on Bhutan and graduated magna cum laude plus.
Mentioned above: the Harvard Business School mafia →
From published sources — common ground for a warm intro.
Founder at Learnvest
Intro paths
In turn, Alexa can intro founders to Learnvest's investors below.
Learnvest's investors · 3
Co-founders at Learnvest
Investments
Investor
AirtableArcadeArketaBrightAIChiefComprehensiveEdia LearningFinixForethought Technologies, Inc.Frontera HealthHabiID.meMosaic MLNiuralOrum.ioPluangPropelSaieSnackpassSolaceSyncteraThe InsideUmbrellaWindmill
Per curated public sources.
Colleagues at Inspired Capital
Network15
▶3 more connections
Investors connected to Alexa in public investor directories — a warm-intro map.
Frequently asked questions
- Who is Alexa von Tobel?
- Founder and Managing Partner of Inspired Capital and a repeat founder who launched fintech company LearnVest (acquired for nearly $400M). She later served as Northwestern Mutual's first Chief Digital Officer and Chief Innovation Officer, and is a New York Times bestselling author and podcast host.
- Where does Alexa von Tobel work?
- Alexa von Tobel is Founder of Learnvest and Founder & Managing Partner at Inspired Capital.
- What does Alexa von Tobel invest in?
- Alexa von Tobel invests in AI & Machine Learning, Enterprise Software, Fintech, Healthtech, SaaS.
- What check size does Alexa von Tobel write?
- Alexa von Tobel typically writes checks of $1M – $15M.
- What companies did Alexa von Tobel found?
- Alexa von Tobel founded Learnvest.
- What companies has Alexa von Tobel invested in?
- Investments tracked here include Airtable, Arcade, Arketa, BrightAI, Chief, Comprehensive, Edia Learning, Finix, Forethought Technologies, Inc., Frontera Health, Habi, ID.me, and 12 more.
- What awards has Alexa von Tobel received?
- She was a member of the 2016 Class of Henry Crown Fellows. She was named to Fortune's 40 Under 40. She was named to Fortune's Most Powerful Women. She was named a World Economic Forum Young Global Leader. She was included in Business Insider's 2010 'Silicon Valley 100'. She was named to Forbes' 'Women to Watch'.
Founder mafias
Harvard Business School mafia1,305
Also came through, then founded or led a company.
Inspired Capital mafia4
Also came through, then founded or led a company.
About this profile. Compiled from public sources — Inspired Capital's own website and public professional profiles — and summarised by Fundraising Fox; every fact is kept with where it came from. Spotted an error, or would rather not be listed? Email privacy@fundraisingfox.com · How we build profiles · Your rights























