Olivia is the Operations Associate at Inspired Capital, where she plays a key role in keeping the firm running smoothly — supporting day-to-day operations and ensuring both the internal team and portfolio companies have what they need to operate at their best.

Prior to Inspired, Olivia was in sales at Rippling, where she partnered with businesses to modernize their HR and IT operations through Rippling's suite of workforce management solutions.

Olivia holds a B.S. in Finance and Sales from the University of Alabama.

Rose is the Executive Assistant to Inspired Capital's Co-founder and Managing Partner, Alexa von Tobel. Prior to joining Inspired, Rose gained finance and operations experience at a family office and a publicly traded real estate investment trust.

Rose holds a B.S. in Business Administration from Northeastern University, concentrating in Finance, Entrepreneurship, and Corporate Innovation.

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Willow is a Content and Communications Associate on the Platform team at Inspired Capital, bringing Inspired's platform, portfolio, and community to life through content and storytelling. She also produces the Inspired with Alexa von Tobel podcast, featuring conversations with world-renowned founders, including Ben Lamm of Colossal Bioscience and Mikey Shulman of Suno.

Prior to Inspired, Willow was a marketing specialist at FERMÀT Commerce, a Series B SaaS startup, where she focused on building brand presence and supporting growth initiatives. She began her career at NBCUniversal as part of the Page Program, rotating through marketing teams including Ad Sales, Peacock, and the Today Show, while also working with late night programming, including The Tonight Show Starring Jimmy Fallon and Saturday Night Live.

Willow holds a B.S. in Computer Science and Acting/Film from the University of Wisconsin–Madison.

Isabelle is the Platform Associate at Inspired Capital, where she supports portfolio companies by driving value-creation initiatives, building connections, and helping founders access the resources they need to scale.

Prior to Inspired, Isabelle worked in strategy consulting at Trinity Life Sciences, where she partnered with biopharmaceutical and biotechnology companies on commercialization strategy, opportunity assessments, forecasting across early clinical-stage and in-market assets, and portfolio planning. Her work focused on distilling large sets of primary and secondary market research into clear, actionable strategies.

Isabelle holds a B.S. in Global and Public Health Sciences and Business from Cornell University.

Alexa is a Principal at Inspired Capital, where she invests in pre-seed through series A opportunities across sectors. She partners directly with Founder and Managing Partner Alexa von Tobel on sourcing, evaluating, and executing early-stage investments, while also supporting portfolio strategy, fundraising, and firm-wide initiatives. At Inspired, Alexa has focused on emerging technology themes, including frontier AI and quantum computing, as well as experiential consumer investments.

Prior to Inspired, Alexa was a Senior Associate on the investment team at Volition Capital, a Boston-based growth equity firm that principally invests in high-growth, founder-owned companies across the software and consumer tech sectors.

Alexa began her career at BlackRock in New York City, spending five years across the BlackRock Alternatives business focused on fundraising, development of new investment capabilities, operating platform enhancements, business acquisitions and integrations, and sustainability initiatives.

Alexa holds a B.A., cum laude, in Economics from Harvard College and an M.B.A. with distinction from Harvard Business School.

Chris is the CFO at Inspired Capital, where he manages all financial and internal operations of the firm. After nearly a decade in public markets, Chris found that venture capital channels his passion for building and solving complex problems.

Prior to Inspired, Chris was the CFO of Pruven Capital, an independent venture firm launched in partnership with Prudential. Before that, he worked on Prudential's IR and M&A teams, helping the company engage with investors and sell-side analysts and completing over $500 million in acquisitions globally. Chris is also a member of the Board of Directors of VCBC, the largest industry association of venture capital finance professionals.

Chris holds an M.B.A. from Columbia University and a B.S. in Finance and Accounting from Lehigh University.

Annie is a Partner and Head of Platform at Inspired Capital, where she partners across the portfolio to help founders access resources, introductions, and advice. She has spent 15 years in the New York tech ecosystem, operating at all stages throughout the startup lifecycle, with deep experience in marketing across both consumer and B2B, focused on brand messaging and communications. Since 2019, she has produced Inspired's weekly award-winning podcast, Inspired with Alexa von Tobel. In 2021, she joined the VC Platform Global Community as a Board Member and served as Vice President of the Board for 5 years.

Annie began her career as one of the first employees at LearnVest, where she spanned marketing, product, and business development — leading the company through milestones including LearnVest Live events nationwide, the launch of Financially Fearless, and the announcement of the Northwestern Mutual acquisition. Prior to Inspired, she was Director of Marketing at Namely, the HR tech startup.

Annie holds an A.B. in Art History and Italian from Princeton University.

"Annie has been a godsend. She is like a superhero who can morph her powers into whatever strength or skill we need on any given day. PR? Annie has worked with the best of the best and can prep you as well as any comms consultant. Hiring? She's got you, with her incredible network and perspective. All the while, she has been a total, supportive joy. Working with Annie is a dream."

— Meghan Joyce, Co-Founder & CEO of Duckbill

‍"Annie's operating background—with deep marketing experience and industry knowledge of HR tech—has made her uniquely helpful to Comprehensive since day one. She has consistently provided extremely helpful product feedback and go-to-market advice, and she's been amazing to work with."

— Roger Lee, Co-Founder & CEO of Comprehensive

Jonathan is a Venture Partner at Inspired Capital. He is the Chief Scientist (Neural Networks) at Databricks, which acquired his previous startup MosaicML — a company dedicated to making it easy and cost-effective for anyone to train large-scale, state-of-the-art neural networks. Jonathan also works on technology policy related to AI, including with the OECD to implement the AI Principles he developed in 2019, and previously served as the inaugural Staff Technologist at the Center on Privacy and Technology at Georgetown Law.

Jonathan completed his Ph.D. at MIT and holds a B.S.E. and M.S.E. from Princeton University.

Ming is a Technology Venture Partner at Inspired Capital, bringing over 25 years of engineering experience with an emphasis on finance and advertising applications. Most recently, Ming was the Technology Fellow and Chief Architect at LearnVest. Prior to LearnVest, he was VP of Engineering and Architecture at PulsePoint, Architect at RBC Capital Markets, and Enterprise Architect at OTC Markets Group. His experience also spans large financial institutions including JP Morgan and Merrill Lynch.

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Luke is an Investor at Inspired Capital. Prior to joining Inspired, Luke patented AI infrastructure and built applied AI agents at Microsoft. He was also a Forward Deployed Engineer and Builder at multiple early-stage AI companies, including Regal, and has led content strategy for an emerging VC while advising and investing in various AI startups.

Luke holds a B.A. in Computer Science and Philosophy from Duke University.

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Chris is a Partner at Inspired Capital and a career institutional venture investor who has spent the past decade working with early-stage teams. He balances a deep understanding of later-stage and public markets with an appreciation for early-stage product building, often serving as a company's first check and helping teams bridge the gap between the zero-to-one phase and the realities of hyperscale. He strongly believes that innovation will look different over the next decade as complex sectors like financial services, healthcare, logistics, and energy — the areas of our economy least touched by past technological platform shifts — demand new products.

Prior to Inspired, Chris was an investor at First Round Capital. He began his career at The Blackstone Group.

Chris holds a B.A. in Political Science and Economics from Middlebury College.

"Chris is an exceptional board member and trusted friend. He consistently puts our best interests first, with a focus on long-term success. From fundraising to strategy and key connections, Chris has been instrumental in helping us navigate the challenges of scaling QA Wolf. He's always available, offering invaluable support and guidance when we need it most."

— Jon Perl, Co-Founder & CEO of QA Wolf

‍"It's extremely rare to find an early stage investor who is wildly helpful in thinking through what your company can become in the pre-product market fit stage, and connecting the dots to longer-term thinking about how business models and products will be valued in the future. Chris combines both seamlessly and has been a tremendous value-add to Spara. While we love to take full advantage of his intellectual horsepower, he's also very simply an A+ human being who cares deeply about the founders he works with."

— David Walker, Co-Founder & CEO of Spara

Kamran is a Partner at Inspired Capital. He brings over a decade of experience supporting companies at every stage of growth — from pre-revenue through IPO. He takes pride in often being a founder's first institutional investor and believer, and is dedicated to building high-conviction, high-trust relationships with the entrepreneurs he partners with.

Prior to Inspired, Kamran was an investor at Point72, where he worked across public and private markets on venture, growth, and private equity investments, including the acquisition of the New York Mets. He began his career in investment banking at Goldman Sachs, first in the Consumer, Retail, and Healthcare Group and later in the Financial Institutions Group, working on M&A, IPOs, spin-offs, and activism defense.

Kamran has been recognized as a Forbes 30 Under 30 in Venture Capital and holds a B.A. in Economics and Public Policy from Dartmouth College.

"Kamran was the first investor to believe in ShopMy, and from the start, he’s been a steady, analytical force on our board. He doesn’t just offer advice—he dives in, from helping us refine our models to guiding us through fundraising. Kamran really puts in the work and feels like part of the team. He’s also just a great person to work with; anyone would be lucky to have him in their corner."

— Harry Rein, Co-Founder & CEO of ShopMy

Charlotte is a Partner at Inspired Capital, having been with the firm since its inception in 2019. She has had the opportunity to see dozens of businesses scale, gaining insight into what drives growth and resilience, and has built strong, trust-based relationships with founders as a steady partner through the ups and downs of a startup's journey.

Prior to Inspired, Charlotte was an investor at New Enterprise Associates (NEA), where she led investments in and sat on the boards of Duolingo, Framebridge, Mejuri, The Wing, and others. She began her career as an Investment Banking analyst in the Technology, Media, and Telecom group at Goldman Sachs, working on M&A and capital markets transactions for software and consumer internet companies.

Charlotte has been recognized as a Forbes 30 Under 30 in Venture Capital and holds a B.A. in Economics from Yale University.

"The act of founding, at inception, is an emotional one. The best earliest investors, like Charlotte, are those who are able to come alongside and develop a rapport where the founder feels at ease and able to paint the picture of a future they see so clearly in mind but is still out of view over the horizon for everyone else."

— Brian Whorley, Founder & CEO of Paytient

‍"I trust Charlotte. Of any investor I’ve worked with, her clarity of thought and objectivity stand out—not only because they’re rare qualities but because she manages to deliver them while remaining completely supportive. It's a rare talent and is always refreshing. For every fundraise we have been involved in, she has taken an active role in guiding us toward a great result, and I can state with full sincerity that her counsel and preparation has been one of the greatest difference-makers in our trajectory."

— Chris Atkinson, Founder & CEO of Class8

‍"Charlotte’s support has been unwavering—whether it’s late-night calls to strategize on a new business line, offering thoughtful advice on our org structure, or introducing us to high-impact customers. She’s been an essential part of our journey."

— Steven Chen, Co-Founder & CEO of Treeswift

Lucy is a General Partner at Inspired Capital. Prior to Inspired, she was on the founding team at Paperless Post, where she spent a decade as COO building the company to serve over 100 million hosts and guests. Over the course of a decade, she led key areas of the business including finance, product management, data analytics and infrastructure, consumer insights, and strategy — instrumental in transforming Paperless Post from a concept in a living room to a global platform with 100 million users.

Lucy began her career at Insight Venture Partners before joining Alexa and James Hirschfeld to start Paperless Post in 2008.

Lucy holds an A.B. in Psychology from Harvard College.

"After 20+ years of calling Lucy a friend and thought partner, I now have the incredible luck of having her on my board. I truly cannot imagine a better thought partner, champion, or advocate. Lucy's product insights are unmatched; her approach is both practical and inspirational; and she is the ultimate problem solver. Lucy brings both high standards and high support to every interaction we have, and we are so incredibly lucky to have her in our corner."

— Meghan Joyce, Co-Founder & CEO of Duckbill

Mark is a General Partner at Inspired Capital. As an investor, Mark is deeply committed to guiding founders through the evolution of business models and strategy as their companies scale. In addition to his investing role, Mark served as the firm's COO through 2023, managing all fund operations.

Prior to Inspired, Mark was a Partner at Northwestern Mutual Future Ventures, which he helped launch and scale in 2016. He joined Northwestern Mutual following the acquisition of LearnVest, where he was a member of the senior leadership team overseeing strategy and business development. At LearnVest, he launched the enterprise business, LearnVest at Work, and signed several key partnerships ahead of the company's 2015 acquisition. Mark began his career as a consultant at Oliver Wyman and spent time as a public markets investor at Solas Capital Management. Notable investments from his time at Northwestern Mutual Future Ventures include Chime, OJO Labs, Ladder, Gabi (acquired by Experian), and LiveOak Technologies (acquired by DocuSign).

Mark holds an A.B. in Philosophy from Princeton University and an M.B.A. from Columbia Business School.

"I love working with the team at Inspired. For 5+ years, they've embraced our goals, understood our market and supported my vision as a founder. Mark is the first call I make when I have a strategic idea or question, and I feel like the whole Inspired team is in the trenches alongside me every single day. I could not recommend them more highly to any founder looking to build a category-defining business."

— Everett Cook, Co-Founder & CEO of Rho

‍"I've known Mark for over a decade now, and he is someone I can always trust for a thoughtful perspective on key decisions. Mark's insights have been instrumental in defining our long-term strategy at CarmaCare. He consistently encourages us to look beyond immediate obstacles and prioritize sustainable growth. In Mark's own words, 'do the hard thing first.'"

— Jamie Ahern, Co-Founder & CEO of CarmaCare

Penny is a Co-Founder of Inspired Capital. A repeat founder and former U.S. Secretary of Commerce in the Obama Administration, Penny has more than 30 years of experience across numerous industries and has dedicated her career to uplifting visionary founders tackling urgent global challenges. Her partnership with Alexa began when Alexa was named a Presidential Ambassador for Global Entrepreneurship — co-founding Inspired Capital was a natural next step, uniting their shared commitment to fostering entrepreneurship in America and around the world.

In addition to Inspired Capital, Penny is the founder and Chairman of PSP Partners and its affiliates, including Pritzker Realty Group, PSP Capital, and PSP Growth. Over the course of her career, she has founded Vi Senior Living and co-founded The Parking Spot and Artemis Real Estate Partners. She is a member of the boards of Microsoft Corporation, DEPT, and Icertis, and in July 2022 was elected Senior Fellow (chair) of the Harvard Corporation — the first woman to hold the position. Penny previously served as President Biden's Special Representative for Ukraine's Economic Recovery and has held board roles at the Carnegie Endowment for International Peace, the Council on Foreign Relations, and Stanford University, among others. She has also served on President Biden's Council of Advisors on Science and Technology, and President Obama's Council on Jobs and Competitiveness and his Economic Recovery Advisory Board.

Penny holds a B.A. in Economics from Harvard University and a J.D. and M.B.A. from Stanford University.

Alexa von Tobel founded Inspired Capital out of a promise she made to herself: to become the investor she once wished existed. As a repeat founder, she understood firsthand the isolation and uncertainty of building something from nothing — and she built Inspired to be the partner she wished she had.

Alexa's path to venture capital began with high conviction. She left Harvard Business School to launch LearnVest, one of the first fintech companies built to make financial planning accessible to everyday Americans. In 2015, LearnVest was acquired for nearly $400 million — one of the decade's largest fintech exits.

Following the acquisition, Alexa became Northwestern Mutual's first-ever Chief Digital Officer, leading product and technology strategy as the company scaled to $30 billion in annual revenue, before stepping into the role of Chief Innovation Officer to oversee the firm's venture arm. Her career began on Morgan Stanley's Proprietary Trading Desk, followed by an early role helping build Drop.io, a startup later acquired by Facebook.

An inaugural member of President Obama's Ambassadors for Global Entrepreneurship, Alexa has been featured on the cover of Forbes and named to Fortune's 40 Under 40, Fortune's Most Powerful Women, Inc.'s 30 Under 30, and the World Economic Forum's Young Global Leaders. She is the New York Times bestselling author of Financially Fearless, Financially Forward, and Money Matters. She's on season eight of her podcast, INSPIRED, interviewing the most successful founders in the world. Alexa graduated from Harvard College with an A.B. in Psychology with Honors & Romance Languages and Literature. She wrote her senior thesis on Bhutan, graduating magna cum laude plus.

"Alexa is a spark plug—dynamic, driven, and deeply invested in your success. She inspires belief in your potential, asks tough questions that get to the heart of the matter, and helps you chart a clear path toward impactful solutions. Whether you need a brainstorming session or an emotional support session, Alexa is there with unwavering support, energy, and insight. One of her most remarkable qualities is her responsiveness to feedback and her eagerness to collaborate, always striving to work with you in the most effective and meaningful way."

— Dr. Becky Kennedy, Founder & CEO of Good Inside

"Alexa has been a true thought partner on our company strategy and opened so many doors for us. She's connected us with opportunities that have made a real difference in our growth, and the introductions she’s made have been invaluable in taking ShopMy to the next level."

— Harry Rein, Co-Founder & CEO of ShopMy

"I’ve known Alexa for well over a decade now, and she has been alongside us through many chapters of our growth at Finix. What stands out is her deep understanding of our vision and her relentless dedication to making it a reality. She brings the best qualities of entrepreneurship—like grit and adaptability—to her role as an investor and thought partner."

— Richie Serna, Co-Founder & CEO of Finix