About Scot Chisholm

Multi-Time Founder, Investor, Engineer

Scot Chisholm

Welcome, friend!

I’m Scot, multi-time founder, investor and industrial engineer by trade. Here’s a bit about me. Back in the day, I started a company called Classy, a SaaS platform that’s used by over 10,000 nonprofits to raise money and manage their fundraising. I served as the company’s CEO from inception through 2021, then moved to Executive Chairman. In 2022 we were acquired by GoFundMe, and together the companies have raised over $30 billion for individual and nonprofit causes.

But Classy didn’t start off as a software company. It was originally a fundraiser for cancer research, because my mom had cancer when I was growing up. We settled on a pub crawl (we were 24 yrs old!) and named the event “Stay Classy” because the movie Anchroman, with Will Ferrell, happened to be on in our apartment. That one event turned into dozens of fundraisers supporting various causes and getting young people involved around San Diego. In 2011 we launched Classy, the software platform, for any nonprofit to use, after building the first version for our own fundraising events. Eleven years later, with thousands of customers, a team of 250+ and billions of dollars raised, we sold the company to GoFundMe to create the largest giving platform in the world.

Since then I’ve transitioned from the day-to-day and started several new projects (outlined below), including Highland — a private community for high potential founders — and Haskill Creek — a reinvention of the traditional drug store. And I’ve been working hard on our nonprofit, Save Farmland, which is working to protect farmland from over-development. I invest out of a family fund we call Tall Timbers Holding Company, which has a portfolio of startup investments, wholly owned businesses and property/land. On the investing side, I’ve made over 20 investments in startups, ranging from software (CaseText, acquired for $650M), to crypto (Ripple), to sports (Albion Soccer Club). At the end of the day, I love partnering with other founders to support their growth. So, hopefully I’ll be able to do more investing in the future.

On the personal side, my family moved to Whitefish, Montana in 2020, after falling in love with the pure beauty of the place. It’s an awesome town to raise kids and our days are filled with outdoor adventure and lots of kids sports. I personally grew up in a town called Hingham, Massachusetts, about 20 minutes outside of Boston on the way to Cape Cod. So yes, I have a love for all Boston sports teams.

And what seems like forever ago, I went to Umass, Amherst, where I got my Industrial Engineering & Operations Research degree. After school I worked at Booz Allen Hamilton in San Diego and helped start the Lean Six Sigma practice at the firm. So a lot of my roots are in operations, systems and process improvement — which really guided my thinking around leadership, management and scaling companies later on in life.

Hopefully you find my content helpful in whatever leadership or entrepreneurial journey you’re on. You can join my free newsletter here, or follow me on LinkedIn, Instagram and X. And of course, if you’re a founder, consider applying to my community Highland, where I teach all of these topics on a much deeper level.

I’m looking forward to staying connected and supporting your journey in whatever way possible!

Scot Chisholm Signature

Awards

Real Leaders

Top Executive
Coaches Globally

Real Leaders

Glassdoor

Glassdoor CEO
of the Year

Glassdoor

San Diego Metro

40 Under
40 Winner

San Diego Metro

Ernst & Young

Entrepreneur
of the Year Finalist

Ernst & Young

Comparably

Best Company
Culture

Comparably

Fortune

100 Best Companies
to Work For

Fortune

Fast Company

Most Innovative
Companies

Fast Company

Entrepreneur Magazine

100 Brilliant
Companies to Watch

Entrepreneur Magazine

Recent Coverage

Current Projects

Highland is my private community for badass founders with high potential. Think of it like business school for founders + an amazing peer group (all going through the same things as you). Sessions range from masterclasses, to guest firesides, to open office hours, We also host in-person events, with the main one in Whitefish Montana on my farm. If you’re interested in learning more, you can apply now.

I co-founded JustClaims (under Just Holdings) with Chris Himes in 2025. We’re an AI-powered public adjusting firm that helps people not get screwed over by insurance companies. When Classy became part of GoFundMe, we got a front row seat to how many people didn’t have insurance, were underinsured, or were taken advantage of.  To start, JustClaims is specializing in storm damage, hail damage, fire, water claims and more.

Classy was founded in San Diego, CA — initially as a fundraising events company — but we relaunched as a software company in 2011 to help nonprofits raise money online and connect with a younger generation. It was founded by myself, Pat Walsh, Marshall Peden, Joe Callahan and Pete Nystrom. I led the company as its CEO from inception through 2021, then became Executive Chairman. Classy was acquired by GoFundMe in 2022.

GoFundMe was founded a year earlier than Classy, in 2010, also in San Diego. But unlike Classy, GoFundMe focused on individual causes (vs. nonprofit). It was founded by my friends Brad Damphousse and Andy Ballester. GoFundMe acquired Classy in 2022 to create the largest giving platform in the world. Together the companies have raised over $30 billion dollars for individual and nonprofit causes.

Haskill Creek is a reinvention of the traditional drug store, focusing on holistic and preventative health — over chemicals  and pills. With its first stores in and around Whitefish, Montana, Haskill Creek offers everything from organic supplements to clean beauty products. We see ourselves as a much healthier & upgraded version of a Walgreens or CVS.

Albion SC is one of the largest youth soccer networks in the United States. We made a major investment in Albion in 2018, and I became business partners with founder & CEO, Noah Gins. Since then Albion has expanded across the country and has over 15,000 kids wearing the crest.

The Northstar OS is the operating system I developed at Classy and ran the company on for many years. More recently I’ve been improving the Northstar further, and making it available for any founder and/or CEO to use. The feedback has been incredible so far and most founders say it dominates existing frameworks like EOS or OKRs. If you’re interested in trying the Northstar, reach out to me or my team, or apply to Highland.

Save Farmland is a nonprofit organization that protects vital farm and ranchland and works to strengthen our local food system. Our strategy is three fold: acquire critical pieces of farmland near population centers, provide affordable access to land and resources for new farmers, and create opportunities for the community to experience and shop for local food.

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Official Bio

Scot Chisholm
  • Multi-Time Founder.
  • Investor.
  • Industrial Engineer.

Scot Chisholm founded software company Classy — the leading fundraising platform for over 10,000 nonprofit organizations. He served as the company’s CEO for over ten years, from inception through 2021. Chisholm was named one of Glassdoor’s Highest Rated CEO’s and a finalist for Ernst & Young’s Entrepreneur of the Year award. Classy was acquired by GoFundMe in 2022, creating the largest giving platform in the world. The companies have collectively raised over $30 billion for individual and nonprofit causes. Chisholm remains a formal advisor to the company.

Classy started as a fundraising event to raise money for cancer research, in honor of Chisholm’s mom, a two-time breast cancer survivor. It evolved into a software company that any nonprofit could use to raise money online and connect with a younger generation of donors. Classy was named to the “World’s Most Innovative Companies in Social Good” by Fast Company, and to the “100 Brilliant Companies” list by Entrepreneur Magazine. It was also recognized for its excellent company culture by Fortune, Glassdoor and Comparably throughout Scot’s tenure as CEO.

Recently Scot founded several new ventures, including Highland — a private community and “business school” for high-potential founders — and Haskill Creek — a reinvention of the traditional drugstore. He also founded Save Farmland, a nonprofit working to protect farm and ranch-land from over-development.

Scot makes personal investments out of a family fund called Tall Timbers Holding Company, which makes minority and majority investments in private companies, property and land. Private investments range from software (CaseText, acquired for $650M), to crypto (Ripple), to sports (Albion Soccer Club).

Scot also writes content and curriculum for over 300,000+ founders, managers and leaders across his social channels, newsletter and Highland community. At the heart of his content is the Northstar Operating System (NOS) — a business operating system he developed while running Classy. The NOS is now used by hundreds of other companies to help them scale from the low digit millions, to $100M+.

Scot graduated from UMass Amherst with an Industrial Engineering & Operations Research degree. He started his career at management consulting firm, Booz Allen Hamilton, where he helped create the Lean Six Sigma practice at the firm. Over the course of his career, he has served on several nonprofit boards, including Team Rubicon, Nature Conservancy California, Street Soccer USA and Abundant Montana. Scot lives in Whitefish Montana with his wife Carrie and their two sons.