Own Pain Startups

Health Loop is a patient engagement SaaS platform founded in 2009 by physician Jordan Schlein and led by Todd Johnson (joined 2013), who previously sold his first healthcare IT company for $15 million. The platform automatically sends push notifications to patients after diagnosis or surgery to check on their health status and alerts doctors to potential issues, monetizing through enterprise subscriptions with health systems and physician groups at $120k-$150k ACV. Growing at 150% YoY with $4M ARR, 90%+ annual retention, and $21M raised in venture capital, Health Loop is capturing market share in the rapidly expanding value-based healthcare delivery space.

Go Personas (formerly Hip Lead) is a bootstrapped B2B SaaS platform that helps companies scale outbound sales and marketing. Founded in 2012 by Connor Lee, the company grew from $1.8M ARR to $3.6M ARR in 18 months by serving both self-serve and enterprise customers, currently generating $310K MRR with 95% net revenue retention. Built entirely with debt financing ($150K loan) and no equity raised, the 20-person remote team has achieved profitability while maintaining 12-15% churn on self-serve and 0% churn on enterprise.

WhatConverts is a bootstrapped SaaS platform for lead tracking, management, and attribution that grew from $100k in year one to $3.6M ARR by maintaining product focus and competing against well-funded competitors through superior customer support and content marketing. Founded in March 2015 by Michael Cooney and Jeremy (developer), the company grew 60% year-over-year using a land-and-expand strategy targeting marketing agencies, achieving a 70% free trial-to-customer conversion rate.

SiteWit is a self-serve marketing platform that automates Google AdWords and Google Shopping campaigns for small businesses, built by co-founders Ricardo Lasa and Don over three years starting in 2010 and launched in 2013. The company grew from $150k MRR in August 2017 to $300k MRR through partnerships with major website builders like Wix and Weebly, serving over 10,000 paying customers with an average spend of $30-60/month net. With 20 employees in Tampa and $7M raised, they're closing a $5M Series B round at a $36M valuation, achieving 100% YoY growth with 3% monthly churn among paying customers.

Progressly is an enterprise SaaS platform positioning itself as the operational system of record for Fortune 1000 companies with extended value chains (energy, utilities, transportation, CPG). Founded by Nick Candito in 2014 after his experience at Relate IQ (acquired by Salesforce), the company has raised $10M and serves hundreds of customers with a mobile-first approach targeting field workers. With less than 300K MRR but a high-ARPU enterprise sales model, Candito aims to hit $5M ARR by end of 2017.

E-Days is an HR SaaS solution for absence management and leave tracking that was incubated within a web agency starting in 2007 and spun out as its own legal entity in 2016. The company has grown to 1,400 customers with $290,000 in monthly recurring revenue (30% YoY growth) and maintains a strong 45% EBITDA margin with 8% annual logo churn and 105% net revenue retention. They employ a direct sales model fueled by digital marketing, converting 25% of ~120 monthly inquiries into customers with an 8.5-month payback period.

Sales Scout is a B2B sales intelligence and data-as-a-service company founded in 2014 that provides verified contact data and lead information to enterprise customers. When Chris Kack joined as CEO in March 2017 at a $35k/month run rate, he scaled the company to $260k/month by December 2017 (24% month-over-month growth) through product diversification, outsourced human verification teams, and aggressive expansion among existing customers. The company maintains exceptional unit economics with <2% annual revenue churn, negative net revenue churn, ~100 customers, and $280k monthly recurring revenue with virtually zero marketing spend.

Mural is a digital whiteboard SaaS platform that enables modern teams to collaborate visually on design thinking and complex problem-solving. Founded by Mariano Suarez in 2014 as a startup in residence at IDEO, the company has grown to serve 1,200+ companies with 45,000 monthly active users, generating $280k in MRR (~$3.36M ARR). The business is heavily enterprise-focused, with IBM accounting for 26,000 of their users, and operates with a long-tail revenue distribution and best-in-class gross margins north of 85%.

Pieter Levels is a solopreneur running a portfolio of 7 bootstrapped projects generating ~$2.7M ARR with 13M monthly active users. Starting in 2014 while traveling, he built Nomad List, Remote.ok, and other niche products targeting remote workers and digital nomads. His approach combines radical transparency (publicly sharing revenue), lean PHP/jQuery stack for fast iteration, and a personal brand flywheel where each product feeds audience and content back into the ecosystem.

Vertigris is a Silicon Valley-based IoT hardware and SaaS company founded by Mark Chung and two co-founders that helps commercial buildings monitor and optimize electricity usage. They install magnetic sensor clamps on electrical panels paired with an iPhone-like gateway device, then provide recurring software services for energy management and predictive analytics. With 300 customers generating approximately $260k MRR ($3.12M ARR) and a goal to reach $5M revenue in 2017 (4x growth from $1.2M in 2016), they've raised $16M in venture capital and leverage Verizon's 900-person sales team as their primary growth channel.

Inspection Expert, founded in 2004 by mechanical engineer Jeff Kope, helps precision manufacturers automate quality inspection processes by converting CAD models into digital checklists. The company achieved $3.1M ARR serving 2,000 customers with an 8% annual revenue churn, growing from $180k/month a year prior. After 14 years of bootstrapped growth, Kope sold the company to IdeaGen for approximately $9.3M (3x ARR).

Surfer SEO is a bootstrapped SaaS tool that helps content creators optimize pages for both search engines and users by analyzing top-ranking competitors. Spun out from a Polish SEO agency in 2017, it grew from $82K MRR a year ago to $250.4K MRR today through affiliate marketing (30% of revenue), a free Chrome extension (250K daily users), and community engagement. The team of 30 serves 4,000+ customers across subscription tiers ($29-$199/month) with 60% profit margins.

Pieter Levels is a solopreneur who built Nomad List and RemoteOK, generating nearly $3M in annual revenue with zero employees while maintaining a nomadic lifestyle. The episode features him discussing his approach to building sustainable solo businesses, the philosophies behind indie hacking, and how to think bigger as a solopreneur.

Zomentum is a two-sided marketplace SaaS platform launched in late 2018 that helps SaaS companies and their partners collaborate to close deals and scale partner programs. The company grew from $35,000 MRR a year ago to $250,000 MRR today (8x growth), with 2,800 paying partners and 1,200 SaaS company customers. Shruti raised a $13M Series A at a ~$100M valuation with just $35K MRR, betting on the network effect and the thesis that partners represent an efficient growth channel for SaaS companies.

Shoal is a Finnish sales enablement platform that helps SMBs deliver relevant content to prospects at every stage of the buying journey. Originally spun out from a web development agency in 2012, the company raised $1M at a $6M valuation in 2019 and has grown to $3.2M ARR with 300 customers, a 112% NRR, and plans to raise $7-10M for accelerated sales and product growth.

Reamaze is a multi-channel customer support platform serving primarily e-commerce brands, with 60-70% of its 2,500+ paying customer logos in that vertical. The company has grown from ~$1M ARR in 2017 to $3M ARR by 2020, with 10,000 seats across customers, while maintaining profitability with just an 18-person team. Growth has been driven primarily through the Shopify and Big Commerce app marketplaces, supplemented by paid advertising and direct sales efforts.

Boomtime is a hybrid SaaS and service company that helps SMBs with go-to-market strategies through a content-oriented marketing automation platform combined with professional services. Founded in 2014 by Bill Bice, the company serves 300 customers generating $250k MRR while maintaining profitability with a 5-month payback period. They've raised $8M in venture funding and are seeing accelerating growth in 2020, with new customers onboarding at $2,000/month price points.

Leadfeeder is a B2B SaaS lead generation tool founded in 2014 by serial entrepreneur Pekka Koskinin that identifies anonymous companies visiting customer websites via IP address tracking integrated with Google Analytics and CRMs. The company has grown to 2,500 paying customers at $100/month, generating $250K MRR ($3M ARR) with 88% net revenue retention, doubling year-over-year growth. With $1.3M raised and a $800 CAC, they're pursuing a volume-based growth strategy with plans to raise $5M at a $20M valuation.

Personalized is a SaaS platform for all-material personalization and marketing automation launched in 2008 by Israeli entrepreneur Iaki Shabbatis. After three years of development, the company entered commercial phase in 2011 and has since scaled to $250,000 MRR with 500+ customers, growing 20-30% year-over-year. Initially built through white-label partnerships with marketing agencies, the company shifted to direct customer acquisition in recent years and expanded to marketplace platforms like Shopify.

Eugene Woo launched Venngage in 2012 as a freemium infographic design tool after selling his previous company Visualize Me (a resume infographic tool) to Parchment in 2013 for less than $1M. After returning to Venngage in 2014 with a bootstrapped, cash-flow positive model, he grew the company to 11,000 paying customers generating ~$250K MRR ($3M ARR) through primarily organic channels like SEO and PR, with minimal reliance on paid acquisition despite 10% monthly churn from consumer users.