Own Pain Startups

ShareASale is a performance marketing network founded in 2000 by developer Brian Littleton that connects retailers with publishers (bloggers, podcasters, website owners) for affiliate marketing. The company bootstrapped to profitability from day one, grew to over 5,200 retailers and over a million publisher accounts by 2017, generating approximately $14M in annual revenue with ~$5.8M EBITDA before being acquired by Awin (formerly Affiliate Window/Zanox) in January 2017.

Qualtrics is an experience management SaaS platform founded in 2002 by Ryan Smith and his family. Starting with academic customers, the company grew to ~$50M revenue by 2012 while remaining highly profitable, then pivoted to aggressive growth mode, scaling to 9,000+ customers and $250M+ ARR by 2017. The company turned down a $500M acquisition offer and is preparing for a public offering.

Mitch Russo founded Time Slips in 1985 as a tax deduction tracking tool for personal computers, but pivoted to time tracking and billing software when the market changed. After attending Comdex and distributing the product directly, he grew it to $5.6 million in revenue, sold it to Sage in 1994 for $10.5 million (2x top-line valuation), and continued running the business as part of Sage's division until 1998 when it reached $10.5 million in annual revenue.

ParkMobile is a mobile app and web platform that enables drivers to find, reserve, and pay for parking across nearly 300 U.S. cities by contracting with municipalities and private parking operators. Launched in 2009, they generate revenue through a flat convenience fee (typically 30-45 cents per transaction on-street, and percentage-based fees on off-street reservations). With 7.5 million registered users, 1.5 million monthly active users, and 250,000 new registrations per month, the company does well over $500,000 in monthly revenue and operates with a team of 106 based in Atlanta.

Red Seal is a cybersecurity SaaS platform providing network modeling and risk scoring for enterprise networks and government agencies. Founded in 2004 and re-launched under CEO Ray Rothrock in 2015, the company grew from $17-18M ARR to $40M ARR by focusing on cash flow profitability and gross margin expansion (77% to 86%) while maintaining 90% revenue retention. The company serves approximately 240 global 2000 and federal customers with average first-year ACVs around $200K, expanding to multi-million dollar deals through customer expansion.

Anise Onyando founded Green Room Creative, a digital growth agency serving early-stage and mid-sized companies. The agency grew from $700k in revenue last year to a projected $1.5M+ this year by synthesizing creative production, paid media strategy, and consulting to drive conversions rather than impressions. Anise survived end-stage kidney failure at 24 (receiving a transplant from his father) and has built the agency while maintaining 5-6 hours of sleep nightly and full energy.

Centro, founded in 2001 by Shawn Riecksecker, is a media operations software and managed services company that automates digital advertising across search, social, programmatic, and direct buying. In 2017, the company processed over $500 million in digital ad spend, generating between $110-130 million in revenue with 700 employees. After rebuilding their platform from scratch starting in 2013, they launched Basis in July 2016—a comprehensive ERP platform combined with a DSP and BI tools—to help agencies and brands manage digital advertising more efficiently.

Victor Richie founded TrendPie in April 2015, an influencer marketing agency that connects brands (primarily app developers) with mid-tier influencers on Twitter and Instagram. Instead of paying influencers to post, TrendPie pays them per share at a CPM of $25 per 100,000 impressions, significantly reducing costs. The company grew from $330K in 2015 to $900K in 2016 while bootstrapping entirely from revenue, working with 75+ clients and ~1,000 influencers, with 50% client retention.

Rubicon Project is a programmatic advertising platform that automates the buying and selling of digital advertising inventory across publishers, demand-side platforms, and agencies. Operating as a publicly traded company, it processes over 1 billion in advertising spend annually and takes approximately 20-25% of transaction value as revenue, generating around $250 million in annual revenue. Joe Pruse, Chief Revenue Officer, has been with the company for over 9 years and credits the company's success to rapid innovation, including technologies like header bidding and the Intogal acquisition, which continue to maintain competitive advantage in a fast-evolving industry.

Turnkey Podcast Company provides end-to-end podcast production services, from concept and launch through ongoing monthly episode production. Founded by Doug Sandler about six months before this interview (roughly early 2018), the company charges $5-10k for setup and $75-350 per episode for production. With a dozen clients producing roughly 50 episodes monthly across about 10 customers, the company aims to hit $500k in annual revenue by 2018, with a goal of collecting $100k in revenue in the remaining ~3 months of the year from the interview date.

Yeti Data is an enterprise SaaS platform that creates a virtual data warehouse unifying customer touchpoints and providing AI-driven actionable insights. Founded by Victor Sherba in 2014 with $1.5M in convertible note funding, the company spent 2-3 years in deep development before launching go-to-market efforts in earnest last year. With less than half a dozen customers paying $250K-$500K annually, Yeti Data is approaching $1M ARR and seeking a Series A at a $15-20M pre-money valuation.

Wealth Factory, founded by Garrett Gunderson in 2006, is a virtual family office for entrepreneurs doing $1-10M in revenue that helps them optimize cash flow and keep more of their earnings. After refocusing the company following a tragic plane crash that killed two co-founders, Gunderson built a consulting-based model where clients pay $10,000-$150,000 for comprehensive financial advisory services. The firm limits new client acquisition to 10 per month and focuses on deep customer intimacy with around 125-250 clients.

ConverSocial is an enterprise SaaS platform that helps large consumer brands deliver customer service through social media and mobile messaging channels. Founded by Josh March (who previously sold i-Platform to a UK agency in 2012), the company has raised $20 million in capital and serves approximately 250 enterprise customers including Google, Sprint, Hertz, and Hyatt Hotels with ARR exceeding $10 million.

Youths is a location-based mobile advertising company founded in 2008 that helps global brands target consumers at specific geographic locations like airports and retail outlets. By 2016, the bootstrapped company had grown to over $1M in annual revenue with a 15-person team based in Vietnam, serving approximately 30 agency customers through a CPM arbitrage model and partnership-driven sales strategy across 60+ countries.

Full Circle Insights is a B2B SaaS company founded by Bonnie Crater and three co-founders in 2012 that helps marketing teams measure and track campaign impact on pipeline and revenue. Built on the Salesforce platform with just $22,000 in initial capital and sweat equity, the company has grown to $4M ARR with 150 enterprise customers, achieving a 90% renewal rate and a six-month CAC payback period through event-driven sales and partnerships.

Thunkable is a Y Combinator-backed no-code mobile app builder founded by MIT/Google engineer Arun Saigel in early 2016. The platform enables non-technical users to build mobile apps without coding, competing in a crowded space with a focus on underserved SMBs and individuals. Having raised $3.3M and built a team of 10 in San Francisco with millions of platform users, the company was preparing to monetize through a paywall charging users for premium features like analytics, in-app purchases, and app store deployment.

Vidyard is a video marketing platform founded in 2010 that has grown to serve over 1,000 customers across three offices (Vancouver, Boston, Waterloo). The company has raised $70M in funding and is more than doubling year-over-year revenue while maintaining 85-90% gross margins through economies of scale and strategic product expansion. Growth is driven by personalized video prospecting, referrals, and a freemium Chrome extension called ViewedIt that has reached 100,000 users since October.

YAP is a SaaS platform for event applications launched in 2012 that serves the professional events industry (MICE - meetings, incentives, conferences, events). The company charges $400 per app per year with volume pricing up to 50 apps, and has published over 85,000 apps since launch while remaining profitable and bootstrapped with a remote team of five. Maria Seidman grew the company through unconventional guerrilla tactics, including sneaking into conferences as an attendee to sell directly to event organizers.

Picatiki is an event ticketing SaaS founded in 2008 by Jayesh Parmar with a freemium model targeting nonprofits and community organizers with a free product, while monetizing through commission-based Pro and enterprise API offerings. The company raised $1.5M total and achieved $1.2M in revenue (4% of $30M gross ticket revenue) in 2016, with plans to break $60M in gross ticket revenue in 2017 through 100% YoY growth driven by newly hired VPs of Growth and Sales focusing on enterprise API customers.

Bright Funnel is a B2B marketing measurement and attribution platform founded in late 2012/early 2013 by Nadim Hussain. Chris Mann joined as Head of Product in January 2016 and became CEO in April 2017. The company has grown to $3 million ARR across 70 customers with an average contract value of ~$50K, positioning itself as a neutral attribution platform for enterprise B2B marketers.