Browse Case Studies

Keith Wasserman and his cousin Damian started Gelt in December 2008 by purchasing a single fourplex in Bakersfield for $150,000 with just 2.5% down ($5,000 borrowed, $10,000 credit card cash advance) during the financial crisis. Over the next decade, they grew to manage over $1 billion in real estate assets by focusing on value-add multifamily properties through strategic renovations and raising capital from 700+ accredited investors. Galena Wasserman runs Sky, a parallel real estate development company that acquires and renovates buildings through ground-up construction and adaptive reuse, with both operating on the principle of 'making money on the buy' by identifying undervalued properties and creating value before exit or hold.

Quiet Light Brokerage is an online business brokerage founded in 2007 by Mark Daust that helps entrepreneurs buy and sell online businesses (e-commerce, SaaS, content sites, affiliate sites). The firm has grown from 3 to 10 team members and closed approximately 50 transactions in 2018, with average deal sizes growing from $225k in 2013 to $2M in 2018. They differentiate through education-focused content, deep financial analysis, and trust-building with both buyers and sellers rather than aggressive sales tactics.

Mike Brown founded an oil and gas mineral rights aggregation company in May 2013 with his former naval flight officer friend. Operating in the Midland Basin/Permian Basin, they bought fragmented mineral rights from private owners and packaged them for sale to private equity funds. With only 5 employees at peak and completely bootstrapped using other people's money to fund acquisitions, the company grew to handle 45-50 deals annually and eventually achieved an eight-figure exit.

Tiny Capital is a long-term holding company for profitable internet businesses founded by Andrew Wilkinson. The company acquires majority stakes in established, cash-flowing internet businesses across multiple verticals including design firms, SaaS products, job boards, and content platforms. Operating with a hands-off approach and conservative financing, Tiny Capital has grown to manage approximately 20 companies with 350-400 employees generating double-digit millions in revenue.

Greg Eisenberg built "You Probably Need a Haircut" during the COVID-19 quarantine as a virtual barbershop connecting people with stylists. Launched on Product Hunt with deliberate seeding to journalists, the service generated 150,000 unique visitors in the first 24 hours and facilitated over 1,000 haircuts. The product went viral, appearing on the Today Show and ABC News.

David's Tea was founded in 2007 by David Segal and his distant cousin to make tea fun and accessible to mainstream North American consumers. The company grew to a $200 million revenue business with a $1 billion market cap at its peak before going public on the Nasdaq. Segal sold his stake in 2016 after internal management conflicts made the company lose focus on its core business.

f.ink is an emerging tech incubator founded by Furcon (former CTO of AppLovin, which IPO'd at ~$20B valuation) that invests in young engineers building on cutting-edge technologies. Rather than a traditional startup with revenue metrics, f.ink operates as an investment/mentorship vehicle where Furcon provides capital, technical expertise, and intensive hands-on collaboration through a Discord community of founders exploring hardware+ML, crypto/DeFi, and other frontier technologies.

Ben & Jerry's was founded in 1978 by two former friends who met in PE class as poor runners and reunited when one was rejected from medical school. Starting with a $5 ice cream making course and $12,000 in seed funding, they initially struggled in their Vermont shop during winter but pivoted to selling pints directly to restaurants and convenience stores. When Pillsbury strong-armed distributors to drop Ben & Jerry's in favor of their Haagen-Dazs brand, the founders turned adversity into their greatest marketing opportunity, launching the viral 'What's the Dough Boy Afraid Of?' campaign that generated massive PR, consumer awareness, and growth.

Michael Girdley runs Girdley Enterprises, a diverse holdco with over $100M in revenue across 8-10 businesses including Alamo Fireworks (20-30M+ revenue), Dura Software (a rollup generating multiple millions), a coding bootcamp (low eight figures in revenue), a drive-through coffee chain, and hirewithnear.com. His philosophy emphasizes finding good operators to run businesses while he focuses on strategy, partnerships, and capital allocation rather than day-to-day operations.

Flying Mag is a high-end aviation media publication acquired by Craig Fuller (founder of freight data company FreightWaves) that pivoted to content-to-commerce by launching a presale for an aviation-focused real estate community in Atlanta. The community features homes around a landing strip (country club model with private aviation). The publication leveraged its wealthy, niche audience of aviation enthusiasts to presell residential plots, generating at least $25 million in pre-sales, demonstrating successful monetization of engaged media audiences.

Missouri Star Quilting Company is a bootstrapped, family-owned e-commerce business co-founded by Al Doad and his mom Jenny that generates nine figures in annual revenue. The company started when Al's mom discovered a six-month waitlist for machine quilting services, leading Al to buy a machine and launch a service business. Growth accelerated dramatically when they launched a YouTube channel featuring Jenny teaching quilting (now nearly 1M subscribers) and implemented a daily deal strategy inspired by Woot.com, combined with turning their manufacturing facilities into a tourist destination called the "Disneyland for quilters" that attracts 100,000+ visitors annually.

Maitab is a 29-year-old independent sponsor who acquires distressed D2C e-commerce brands and turnarounds them using operational excellence and rapid cash recovery strategies. Starting from a health issue at 17, he built several seven-figure e-commerce businesses in guitars and pedals before pivoting to private equity-style investing. His current portfolio includes three majority-owned platform companies (SoloWood Flowers, a succulent company, and an apparel brand) worth mid-eight figures in revenue, plus minority stakes in 8-10 other companies.

Ramit Sethi built 'I Will Teach You to Be Rich' over 20 years, starting with failed in-person college classes before pivoting to a blog. His brand has evolved into a comprehensive personal finance platform including a bestselling book, podcast (currently #12 on Apple Podcasts), and a newly launched Netflix show that debuted at #9 and #6 respectively, generating massive engagement with thousands of daily messages and widespread social media traction.

Audie Attar founded Paradigm Sports Management in 2009 to revolutionize MMA fighter representation by creating IP, media, and business ventures rather than just securing sponsorship deals. He signed early fighters like Michael Bisping and discovered Conor McGregor in the regional Cage Warriors promotion, building one of the most successful sports management platforms. The company expanded beyond representation to creating ventures like Proper 12 Irish whiskey, which sold for approximately $600 million in 2024, demonstrating Attar's execution on his vision of building multi-hundred-million-dollar businesses around athlete clients.

Mr. Ballin Studios is a content media company founded by Navy SEAL veteran John Allen that creates mysterious and dark storytelling content. After a viral TikTok video about Dyatlov Pass garnered 5 million views in hours, Allen pivoted to content creation full-time, growing to 7 million TikTok subscribers and scaling to a 50+ person company with multiple shows, billions of views across platforms, and a podcast generating eight figures in monthly downloads.

Zuru is a toy manufacturing and consumer goods company founded by Nick Mowbray and his brother Matt, growing from a bootstrapped operation sleeping in bushes in China to a $2B+ revenue private company. The founders used relentless cold outreach, persistence through repeated rejection, and a focus on manufacturing excellence and automation to disrupt the toy industry and expand into FMCG categories. Today Zuru runs at ~40% net profit margins and operates globally with sophisticated automated production lines.

Formidable Fellowship is a nonprofit founded by Anand (and friend Raj) that provides $1,000 grants to middle and high school entrepreneurs who have proven revenue. Launched with $500K in funding, they received a few hundred applications in their first round, accepted 23 grantees, and have attracted contributions from notable entrepreneurs like Mesh from HubSpot and Sean Griffey from IndustryDive. The program serves as an MVP for Anand's larger vision of building a national network of schools of entrepreneurship.

Moonbug Entertainment, founded by Renee (formerly of Maker Studios and Disney), acquired undermonetized children's YouTube channels including Cocomelon, Blippi, and Little Baby Bum. The company scaled from ~$20M ARR in 2019 to $230M+ with $100M EBITDA in 4 years, then exited to Blackstone-backed Candle for $3 billion in 2023, demonstrating the massive value in aggregating and monetizing organic YouTube IP.

Ulysses is a robotics company building autonomous underwater vehicles to restore seagrass ecosystems at scale. Founded by Will O'Brien and a five-person team based in San Francisco, the company generated $1 million in revenue in its first year after raising $2 million in funding. They've secured government contracts in Western Australia, Florida, and Virginia for compliance-driven seagrass restoration, and are positioning their platform for broader maritime operations including infrastructure inspection and defense applications.

Internet Pipes is a content platform and community created by Seth Smith that teaches people how to find and discover interesting data, trends, and resources online. Starting as a Notion-based book with videos and text, it has evolved into a community platform with databases like the Digits database (100+ generation-defining statistics). The product has grown to eight-figure revenue by providing tools, resources, and insights on leveraging existing platforms to uncover trends.