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Alexa von TobelAlexa von Tobel

Alexa von Tobel

Founder & Managing Partner / Inspired Capital

Alexa von Tobel is the Founder and Managing Partner of Inspired Capital, a $900M venture fund backing early-stage startups. She previously founded LearnVest, which was acquired by Northwestern Mutual for $375M in 2015. She is also a New York Times bestselling author and has been recognized on Fortune's 40 Under 40 and Forbes' 30 Under 30 lists.

Harvard Business School
United States
LinkedInLinkedIn37K
Venture CapitalFintechTechnology
$900M
Fund Size
$375M
Exit Value
9
Unicorns Backed
15+
Years Experience
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Work Experience

Inspired CapitalInspired Capital
Inspired Capital

Founder, Managing Partner

Jan 2019 - Present
Fund Management
Founded and manages a $900M Pre-Seed to Series A venture fund, focusing on backing fearless founders solving humanity's hardest challenges across consumer and enterprise technology.
Investment Track Record
Successfully backed nine unicorn companies including Form Energy, Airtable, IDMe, and Lemonade, demonstrating exceptional ability to identify and support category-defining startups.
Portfolio Leadership
Provides hands-on mentorship and strategic guidance to portfolio companies, leveraging deep operational experience from building and scaling LearnVest to help founders navigate growth challenges.
Northwestern MutualNorthwestern Mutual
Northwestern Mutual

Chief Digital Officer, Chief Innovation Officer

May 2015 - Dec 2018
Digital Transformation
Served as Northwestern Mutual's first-ever Chief Digital Officer, leading the company's digital strategy and integration of LearnVest's planning platform and digital tools.
Innovation Leadership
As Chief Innovation Officer, oversaw Northwestern Mutual's venture arm and chaired the Investment Committee of NM Future Ventures, focusing on fintech, insurtech, and digital health investments.
Office Leadership
Led the site operations of Northwestern Mutual's growing NYC office, managing the integration of LearnVest personnel and accelerating the company's digital transformation initiatives.
LearnVestLearnVest
LearnVest

Founder and CEO

2008 - Jan 2019
Company Foundation
Founded LearnVest in 2008 with the mission of helping people make progress on their money, creating one of the first platforms to help young people manage their finances online.
Fundraising Success
Successfully raised nearly $75 million in venture capital, demonstrating strong investor confidence and scaling the platform to serve thousands of users seeking financial guidance and planning tools.
Strategic Exit
Orchestrated the acquisition by Northwestern Mutual in May 2015 for $375 million, representing one of the biggest fintech acquisitions of the decade and validating the financial planning market.
Drop.ioDrop.io
Drop.io

Head of Business Development

Mar 2008 - Aug 2008
Partnership Strategy
Led business development initiatives for the file-sharing platform, focusing on strategic partnerships and growth opportunities that positioned the company for acquisition by Facebook in 2009.
Market Expansion
Developed go-to-market strategies and partnership frameworks that contributed to Drop.io's rapid user growth and market penetration in the emerging cloud storage and file-sharing space.
Morgan StanleyMorgan Stanley
Morgan Stanley

Analyst - Proprietary Trading Group

Jun 2006 - Mar 2008
Trading Analysis
Conducted quantitative analysis and market research for Morgan Stanley's proprietary trading division, developing analytical skills and financial market expertise that would later inform her fintech ventures.
Risk Management
Supported trading strategies and risk assessment protocols, gaining deep understanding of financial markets and institutional investment practices that shaped her approach to venture capital.

Education

Harvard Business SchoolHarvard Business School
Harvard Business School

MBA

2004 - 2006
Business Strategy
Developed advanced business strategy and entrepreneurship skills at one of the world's top business schools, laying the foundation for her later success in building and scaling technology companies.
Leadership Development
Participated in leadership programs and case study methodologies that shaped her approach to decision-making and team management in high-growth startup and venture capital environments.
Harvard UniversityHarvard University
Harvard University

AB

2000 - 2004
Academic Excellence
Graduated with honors in Psychology and Romance Languages and Literature, demonstrating intellectual curiosity and analytical rigor that would later inform her user-centric approach to financial technology.
Interdisciplinary Studies
Combined psychology and language studies to develop deep understanding of human behavior and communication, skills that proved valuable in product development and investor relations.

Core Skills & Expertise

Entrepreneurship

Built and scaled LearnVest from concept to $375M exit, demonstrating exceptional ability to identify market opportunities and execute on vision

Venture Capital

Managing $900M fund with track record of backing 9 unicorns including Airtable, Form Energy, and Lemonade across fintech and enterprise sectors

Strategic Leadership

Led digital transformation at Northwestern Mutual as Chief Digital Officer and guided strategic partnerships across multiple high-growth organizations

Business Development

Extensive experience in partnership strategy, market expansion, and revenue growth from early-stage startups to Fortune 500 companies

Professional Categories & Focus Areas

Investment focus and operational expertise across key technology and financial services sectors

Investment Focus
FintechEnterprise SoftwareConsumer TechnologyDigital HealthInsurtech
Stage Preference
Pre-SeedSeed StageSeries AEarly GrowthCategory Defining

Notable Investment Portfolio

Company
Sector
Status
Description
Airtable
Enterprise Software
Unicorn
No-code database platform
Form Energy
Clean Energy
Unicorn
Long-duration energy storage
Lemonade
Insurtech
Public (NYSE)
AI-powered insurance platform
IDMe
Identity Verification
Unicorn
Digital identity verification
LearnVest
Fintech
Acquired by Northwestern Mutual
Personal financial planning platform

Publications & Media Presence

Author

New York Times bestselling author of 'Financially Fearless' and 'Financially Forward', establishing thought leadership in personal finance

Podcast Host

Hosts Inc. Magazine's weekly entrepreneurship podcast 'The Founders Project', interviewing successful entrepreneurs and sharing startup insights

Media Features

Featured on Forbes Magazine cover, NPR's How I Built This, and publications from The New York Times to Vogue

Speaking Engagements

Regular keynote speaker at major conferences and events, sharing expertise on entrepreneurship, fintech, and venture capital

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