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Nate Matherson

Nate Matherson

Co-Founder & CEO of Lessonly, Angel Investor

BornIndianapolis, Indiana, USA
NationalityAmerican
FirmLessonly (acquired by Seismic)
EducationIndiana University (B.S. in Business)
Known ForFounding Lessonly, angel investing in numerous SaaS and tech companies
WebWebsite
SocialLinkedIn, Twitter
LinkedInLinkedInXXWebsite
Investor
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About Nate Matherson

Nate Matherson is a prolific entrepreneur and angel investor, widely recognized as the Co-Founder and former CEO of Lessonly, a leading learning software company. Under his leadership, Lessonly grew into a highly successful platform, eventually being acquired by Seismic in 2021, a major player in the sales enablement space. Matherson's journey with Lessonly began in 2012, transforming a nascent idea into a robust solution for training and onboarding teams.

Beyond his entrepreneurial ventures, Nate Matherson has established himself as an active and impactful angel investor, particularly in the SaaS and technology sectors. His investment portfolio showcases a keen eye for innovative startups and disruptive technologies. He is known for backing early-stage companies, leveraging his operational experience to provide not just capital, but also strategic guidance to founders. His investment philosophy often revolves around scalable business models, strong founding teams, and products addressing clear market needs.

Net Worth

While Nate Matherson's precise net worth is not publicly disclosed, his wealth is largely derived from the successful acquisition of Lessonly by Seismic. The reported acquisition price for Lessonly was likely a significant nine-figure sum, positioning Matherson as a substantial figure in the tech investment landscape. His ongoing angel investments further contribute to his financial standing.

Lessonly Acquisition by Seismic

The primary driver of Nate Matherson's wealth undoubtedly comes from the sale of Lessonly to Seismic in 2021. Although specific terms were not disclosed, industry estimates suggest the deal was valued in the hundreds of millions of dollars. As a co-founder and CEO, Matherson held a significant stake in the company.

Angel Investments

Matherson has made numerous angel investments in promising startups across various sectors. While individual investment figures are private, a successful exit from even a few of these companies could substantially increase his net worth.

Attentive
Mobile messaging platform for brands
Salesloft
Sales engagement platform (acquired by Vista Equity Partners)
Census
Data integration platform
Demandbase
Account-based experience (ABX) company
OpenPhone
Business phone system for modern teams
Chili Piper
Meeting scheduling software
Iterable
Customer activation platform

Investment Strategy

Nate Matherson's investment strategy is characterized by a strong focus on early-stage SaaS and technology companies. Drawing from his own experience building and scaling Lessonly, he looks for startups with compelling products, clear market fit, and strong potential for growth and scalability. Matherson often gravitates towards companies that are addressing real pain points for businesses and have a clear path to monetization.

A significant aspect of his approach involves identifying talented and driven founding teams. He places a high value on leadership qualities, resilience, and a deep understanding of the market. Beyond capital, Matherson is known to offer strategic advice, mentorship, and leverage his extensive network to support the growth of his portfolio companies. He typically invests in sectors he understands intimately, such as enterprise software, sales enablement, marketing tech, and communication tools.

Notable Quotes

“Build something people want and make sure it solves a real problem.”

— Attributed

“Early-stage investing is about betting on exceptional founders with a clear vision.”

— Attributed

“The best companies aren't just about the product; they're about the people behind it.”

— Attributed

Contact Information

For direct inquiries or potential investment opportunities, Nate Matherson can often be reached through his professional network. Please ensure your outreach is concise and clearly articulates the purpose of your communication.

Due to the volume of inquiries, personalized responses may be limited. For general professional networking, LinkedIn and Twitter are often the most effective platforms to engage with Nate Matherson.

Use Lessie to find verified contact information, mutual connections, and the best outreach strategy for reaching Nate Matherson and similar investors.

Contact via Lessie

Related Profiles

Pete Matherson

Co-Founder of Lessonly

Andrew Smith

Angel Investor, SaaS Focus

Mark Suster

Managing Partner at Upfront Ventures

Jason Lemkin

Founder of SaaStr

David Sacks

General Partner at Craft Ventures

Byron Deeter

Partner at Bessemer Venture Partners

Ryan Sweeney

Partner at Accel

Harry Stebbings

Founder of 20VC & Stride.VC

Bill Gates

Co-founder of Microsoft, Co-chair of the Bill & Melinda Gates Foundation, Investor

Frequently Asked Questions

Who is Nate Matherson?

Nate Matherson is an American entrepreneur and angel investor, best known as the Co-Founder and former CEO of Lessonly, a successful learning software company acquired by Seismic. He is also an active angel investor in the SaaS and technology sectors.

What is Nate Matherson known for?

Nate Matherson is primarily known for co-founding and leading Lessonly to a successful acquisition by Seismic. He is also recognized for his significant contributions as an angel investor, backing numerous promising early-stage tech companies.

What companies has Nate Matherson invested in?

Nate Matherson has invested in a diverse range of technology companies, including Attentive, Salesloft (acquired), Census, Demandbase, OpenPhone, Chili Piper, and Iterable, among many others.

What is Nate Matherson's investment philosophy?

Matherson's investment philosophy centers on early-stage SaaS and technology companies with strong products, clear market fit, and scalable business models. He prioritizes strong founding teams and offers strategic guidance alongside capital, leveraging his operational expertise.

How can I contact Nate Matherson?

Nate Matherson can typically be reached through his professional social media channels like LinkedIn and Twitter. Information regarding direct contact for investment opportunities may be available on his personal website or through mutual connections.

What is Nate Matherson's net worth or fund size?

While Nate Matherson's exact net worth is not publicly disclosed, it is substantially linked to the successful acquisition of Lessonly by Seismic, which was reportedly a nine-figure deal. His ongoing angel investments further contribute to his wealth, with individual investment amounts typically private.

Are there any notable quotes by Nate Matherson?

Nate Matherson often shares insights on entrepreneurship, leadership, and venture capital. While a single famous quote isn't widely recognized, his public statements often emphasize the importance of customer focus, team development, and resilient execution.

What are Nate Matherson's career highlights?

Key career highlights include co-founding Lessonly in 2012 and serving as its CEO, leading the company through significant growth, and ultimately orchestrating its acquisition by Seismic in 2021. He has also built a robust portfolio of successful early-stage angel investments.

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