← Back to browse

June Group

by Mitchell RichLaunched 2005via Nathan Latka Podcast
Growthenterprise direct sales
Pricingusage-based
The Spark

Mitchell Rich left his corporate job at Bates Interactive in 2001 after running a large department. He spent four years tinkering and scrapping, trying to figure out what he wanted to build. Coming from an advertising and web development background, he met his future partner Corey (who was consulting for Sony) and together they decided to build a video distribution platform. When ad tech was really starting to take off, they launched June Group in 2005 with a simple mission: make advertising transparent, honest, and actually deliver results.

Building the First Version

The early years were bootstrapped from Mitchell's house. From 2005-2008, they were in a "scraping and scrapping" phase, gradually building the platform's sophistication. By 2007-2008, they were processing around a million dollars in total ad spend and taking in approximately $1-2 million in revenue. They were disciplined about reinvesting profits back into the business rather than taking significant personal income. To help with cash flow during these lean years, they secured mezzanine debt from Western Technology Investment (WTI) for millions of dollars—a move that proved crucial to their survival and growth.

Finding the First Customers

June Group's core innovation was charging for actual engagement rather than impressions. Instead of traditional CPM (cost-per-thousand) models, they pioneered cost-per-engagement pricing. Brands like those in the spaghetti sauce space could target specific demographics (e.g., Hispanic moms 35+) and only pay when users actually opted in to watch video ads. The platform leveraged app integrations—where users could earn rewards or unlock content by engaging with branded videos—making advertising feel voluntary rather than interruptive. This resonated with major household brands seeking more authentic audience connection.

What Worked (and What Didn't)

The biggest win was focusing on profitability over growth-at-all-costs. While much of ad tech was burning cash trying to scale fast for venture exits, June Group stayed disciplined. They grew 10-25% year-over-year profitably. Their sophisticated SDK and app integration strategy required publishers to put in technical effort to integrate, but this kept the bar high and created stickiness. By 2015, after 10 years of bootstrapped success, they were still profitable and had significant cash in the bank—which is why they could be selective about raising capital. They chose a private equity partner (Howden Capital) who brought institutional credibility and operational expertise rather than just cash, enabling them to approach bigger holding company clients and corporate deals.

Where They Are Now

In 2017, June Group had grown to 75 employees across four U.S. cities, processing significantly more than the $1M they handled in 2008. They raised $28 million in their private equity deal in 2015, yet remained profitable and cash-positive even with the infusion. Mitchell Rich himself became a case study in "the slow profitable hustle"—building a real business over 12 years rather than chasing a quick flip. The company had proven that there was a sustainable, profitable model in ad tech by staying disciplined, focusing on customer value, and reinvesting profits intelligently.

Similar Companies

247.ai

$25.0M/mo

247.ai, founded by PV Cannon in 2000, is an AI-powered customer service automation platform serving over 150 enterprise customers with $300M+ in ARR. The company raised only $20M from Sequoia (2003) and bootstrap, achieving 10% net profit margins while maintaining a 12-month CAC payback period and 100% net revenue retention. Despite a security breach setback around 2018, 247.ai has recovered and recently achieved 20% new revenue booking growth in their best quarter.

iCIMS

$13.3M/mo

iCIMS is a bootstrapped SaaS provider founded in 1999 that dominates the talent acquisition software market as the #2 player, serving 3,500 enterprise customers with an average monthly spend of $4,000. The company exited 2017 with $160M ARR and is targeting 25%+ annual growth while maintaining profitability, recently acquiring Text Recruit to expand into candidate messaging and recruitment advertising.

Zoom

$12.0M/mo

Zoom is a freemium SaaS video conferencing platform founded by Eric Yuan in July 2011 after he left Cisco to build a next-generation collaboration solution. The company has grown to 850,000+ paying customers across individual, SMB, and enterprise segments, generating over $12M in monthly recurring revenue with approximately 100% year-over-year growth. Rather than focusing on customer stickiness or aggressive growth targets, Zoom emphasizes customer happiness and organic word-of-mouth acquisition, which has proven highly effective in driving viral adoption.

Madwire

$10.0M/mo

Madwire is a comprehensive SaaS platform for small businesses (1-100 employees) that combines CRM, payments, invoicing, billing, e-commerce, and multi-channel marketing tools in a single platform. Founded in 2009, the company has grown to $120M ARR serving 20,000 customers with an average revenue per user of $500/month, while maintaining strong unit economics ($3,000-$4,000 CAC with 3-month payback) and recently turning profitable with a focus on reaching 15-20% EBITDA margins. The company is exploring an IPO within 12-18 months without having raised substantial capital beyond an initial $7.5M.

SwiftPage

$7.0M/mo

SwiftPage is a CRM and marketing automation platform founded in 2001 that targets small businesses. Under CEO John Oshel's leadership since 2012, the company scaled from 60,000 customers with $26.2M revenue in 2015 to 84,000 customers today with an estimated ARR of $36M+, maintaining 1.5% monthly logo churn and a 6-7 month payback period with a sub-$500 CAC.

Related Guides