Browse Case Studies

Spresso is an enterprise ecommerce software platform spun out of failed public company Boxed in 2023. Founded by Jared Yaman, it transformed from low-margin ecommerce operations to high-margin enterprise SaaS, growing from $2.5M ARR at spinout to $5M ARR in 2025 by serving 15 enterprise customers with $2M+ contracts.

PodPlay Technologies is a vertical SaaS platform for pickleball and racquet sport venues that grew from internal software used in founder Ben Borton's own ping pong venues. The company has reached $3M in contracted ARR serving 200 locations and 2,000 courts, with ACVs of $10k-$15k, and recently raised an $8M Series A in 2025.

Vantaca is a vertical SaaS platform for community association management companies that bootstrapped from low six figures in 2018 to $5-10M by 2022, then scaled to ~$50M ARR serving 6M homes after taking minority PE investment. The company expanded beyond pure SaaS into payments, treasury, and vendor monetization while maintaining majority ownership control.

Matt Spiegel founded Lawmatics in 2017, a legal CRM platform that serves over 2,000 law firms and generates over $1M monthly revenue. After raising $25M in total capital, the company has scaled to $12M ARR with a $400 ARPU by focusing on high-value legal intake automation. The company is transitioning from traditional SaaS to agentic AI products while maintaining profitability and a potential $240M+ valuation.

Dresma is an AI-powered platform launched in 2020 that helps global brands like Puma create and localize e-commerce content at scale. The company serves ~28 customers, generates ~$2M ARR, and has grown profitably with studio partnerships driving over 50% of revenue and enterprise customers paying up to $500K per year.

Kukun is a B2B property data platform founded by Raf Howery that serves ~25 enterprise clients including banks, fintechs, and insurers with each paying $10K–$50K/month. The company has grown to nearly $5M ARR while staying bootstrapped and capital efficient, processing ~500,000 property addresses monthly with just 2 sales reps.

Gabriel Ciordas founded Flipsnack in 2011, a digital magazine and brochure platform that he bootstrapped to $15M ARR with 28,000 paying customers. The company operates with a dual-motion GTM strategy combining self-serve plans starting at $16/month and enterprise deals up to $200K/year, powered primarily by strong SEO performance that generates 160,000+ monthly clicks.

Volie is a bootstrapped SaaS company selling BDC communication software to car dealerships. The company scaled from 4 customers in 2017 to $1.2M monthly revenue ($14M+ annually) while powering 2,000 dealership rooftops across 300 store groups and maintaining 85% ownership and 16% profit margins.

Skillveri is a VR-powered vocational training platform founded by Sabari Nair in 2012 that pivoted from hardware to SaaS during COVID and now serves 100+ schools in the U.S. The company has scaled to $1.5M ARR with $350K enterprise contracts using a hybrid SaaS + hardware model and reseller-led go-to-market strategy. Sabari bought out early investors in 2021 and rebuilt the business into a capital-efficient operation targeting $10M ARR by expanding to 2,000+ schools.

Andrew Fennell built Standout CV from a freelance CV-writing service into a subscription SaaS generating $30K MRR and over $1M lifetime revenue. The company achieved 18 million organic visitors through an SEO-first go-to-market strategy without venture funding. He's now exploring acquisition offers while advising other SaaS companies on SEO strategies.