Alexa von Tobel
Founder and Managing Partner @ Inspired Capital Partners
New York, United States
Alexa von Tobel is a Series A investor at Inspired Capital Partners in New York focused on FinTech and Software. Alexa von Tobel, CFP is founder and managing partner of Inspired Capital and a New York Times-Bestselling author.Prior to Inspired Capital, Alexa founded LearnVest in 2008 with the goal of helping people make progress on their money. After raising nearly $75 million in venture capital, LearnVest was acquired by Northwestern Mutual in May 2015in one of the biggest fintech acquisitions of the decade. Following the acquisition, von Tobel joined the management team of Northwestern Mutual as the company’s first-ever Chief Digital Officer, overseeing digital strategy. She later assumed the role of Chief Innovation Officer through which she oversaw Northwestern Mutual’s venture arm.Alexa has appeared on the cover of Forbes Magazine, been interviewed on NPR’s How I Built This and been featured in a wide variety of publications from The New York Times to Vogue. She is a member of the 2016 Class of Henry Crown Fellows and an inaugural member of President Obama’s Ambassadors for Global Entrepreneurship. Alexa has been honored with numerous recognitions including: Fortune’s 40 Under 40, Fortune's Most Powerful Women, Forbes’ 30 Under 30, Inc. Magazine's 30 Under 30 and World Economic Forum's Young Global Leader. Originally from Florida, Alexa attended Harvard College and Harvard Business School before settling in New York City where she currently resides with her husband, Cliff Ryan, and their three children.
- Total investments:
- 38
- Last investment:
- Lead investor:
- 21%
Last updated:
For AI agents: llms.txt
Industries Alexa von Tobel invests in
Stages Alexa von Tobel invests in
Countries Alexa von Tobel invests in
Round sizes
Round size
- Seed
- $3M–$32M
- Series A
- $9.4M–$31M
- Series B
- $10M–$100M
Investment Focus
Industry
- FinTech 6 (16%)
- Software 4 (11%)
- Financial Services 4 (11%)
- E-Commerce 3 (8%)
- Artificial Intelligence 3 (8%)
Stage
- Series A 11 (29%)
- Seed 7 (18%)
- Series B 6 (16%)
- Series C 5 (13%)
- Angel 1 (3%)
Country
- United States 18 (47%)
- Colombia 1 (3%)
- Indonesia 1 (3%)
Investments
| Company | Description | Round | Links |
|---|---|---|---|
Windmill
|
Windmill is an information technology company that provides a tools for reviews, feedback, goal tracking and manage people, performance. | $12M / Venture - Series Unknown / Apr 28, 2026 | |
Solace
|
Solace is a digital health platform that connects patients with expert healthcare advocates. Their health advocates are former doctors, nurses, pharmacists, and other clinical and experience-driven professionals who navigate patients through healthcare challenges. | $130M / Series C / Feb 10, 2026 | |
BrightAI
|
We harness the power of AI to seamlessly convert physical entities into digital counterparts, infusing them with intelligence and control. This catalyzes limitless opportunities for business expansion and fosters positive societal impact. BrightAI is headquartered in Hillsborough, California and was founded in 2020. | $51M / Series A / Jul 18, 2025 | |
Niural
|
Niural is named after neural networks - fundamental components of modern artificial intelligence. Niural's AI enabled platform overhauls the concept of PEO - with its modern US PEO & benefits platform that drastically changes how employers utilize PEOs to take care of their workforce. Niural is a global PEO - with support for US and 150+countries, with an entirely new and powerful technology for payroll and human resources using AI Agents. By leveraging Niural's AI agents, customers can consolidate US PEO, Global Payroll/EOR, compliance and F/X optimized payments in over 150 countries. Request a demo at niural.com.Niural is a venture backed, well funded company that serves growing startups and is already being leveraged by large enterprises with thousands of employees. | $31M / Series A / Jun 25, 2025 | |
Arketa
|
Sutra makes it easy for fitness instructors to build an online business. They can host live classes, sell on-demand video and workout content, and build memberships all on their own website. | $15M / Series A / Jun 06, 2025 | |
|
Solace
|
Solace is a digital health platform that connects patients with expert healthcare advocates. Their health advocates are former doctors, nurses, pharmacists, and other clinical and experience-driven professionals who navigate patients through healthcare challenges. | $60M / Series B / Apr 03, 2025 | |
Arcade
|
Arcade is a B2C platform that transforms the jewelry market through its prompt-to-product solution, allowing users to create unique designs using AI. The marketplace supports various user roles, enabling customers, designers, and influencers to engage and collaborate. | $25M / Series A / Mar 24, 2025 | |
Frontera Health
|
Frontera Health is changing autism care in underprivileged regions with AI-powered tools that assist physicians in evaluating and treating children with autism and related diseases. | $32M / Seed / Feb 18, 2025 | |
Finix
|
Finix is a developer of a B2B payment processing platform designed to let businesses own, manage and monetize their payments. Their platform uses modular, workflow-driven architecture and a real-time interface to track transactions, consolidate disparate payment processor data and underwrite merchant accounts, enabling banks, acquirers, andenterprises to send money anywhere in the facilitate push payments over debit cards. | $75M / Series C / Oct 24, 2024 | |
|
Arcade
|
Arcade is a B2C platform that transforms the jewelry market through its prompt-to-product solution, allowing users to create unique designs using AI. The marketplace supports various user roles, enabling customers, designers, and influencers to engage and collaborate. | $17M / Seed / Sep 20, 2024 | |
| See all 38 investments → | |||
Co-Investors
About Inspired Capital Partners
Inspired Capital Partners is an early-stage technology venture fund focused on supporting the next wave of exceptional entrepreneurs. Founded in 2019, Inspired Capital is backed by founders with transformative ideas, brilliant teams, and relentless determination.
Inspired Capital Partners Contacts
| Name | Phone | Socials | |
|---|---|---|---|
Claire Pan
Associate and Investor
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Alexa von Tobel
Founder and Managing Partner
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Annie Shapiro
VP, Platform
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Apryl Goodwin
Executive Assistant to COO and Partner
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Charlotte Ross
Principal
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FAQ
What does Alexa von Tobel invest in?
Alexa von Tobel invests primarily in FinTech, Software and Financial Services startups, most often at Series A and Seed stage. Most of the 38 investments tracked by Shizune back companies in United States. The Investment Focus section breaks down every industry, stage and country in the portfolio.
What is Alexa von Tobel's check size?
Alexa von Tobel typically joins rounds of $3M–$32M at Seed, $9.4M–$31M at Series A and $10M–$100M at Series B. These ranges are 10th–90th percentile round sizes calculated from confirmed public funding rounds, so they are a realistic guide to the rounds Alexa von Tobel participates in.
When did Alexa von Tobel last invest?
The most recent investment recorded for Alexa von Tobel closed in Apr 2026. Shizune tracks 38 investments in total for this profile, including round sizes, stages and portfolio companies, all sourced from confirmed public funding rounds and refreshed monthly.
Is Shizune's investor data accurate?
Yes — every stat on this profile is calculated from confirmed public funding rounds monitored across hundreds of sources since 2020. This profile was last refreshed in Aug 2026 and is updated monthly. Spotted something off? Use the “Suggest an edit” link near the top of the page.
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