Squarespace Startups

Photobooth Supply Co, founded by Brandon Wong and his wife, grew from a side project fixing portable photo booth designs into a six-figure per month business. After launching at a major trade show with hand-built prototypes in just three weeks, they expanded beyond hardware sales into a complete business opportunity platform, leveraging trade shows and SEO as primary growth channels. After 8 years, they've bootstrapped to $100k-$500k monthly revenue with 97% customer satisfaction while serving over 1,000 customers.

Endeavorun is a running retreat business founded by Jake Tuber in 2019 that hosts hybrid vacation and workshop experiences for recreational adult runners with professional athletes and coaches. After being forced to pivot to a virtual community during the pandemic, the company successfully launched its first in-person retreat in August 2021 and achieved profitability with partnership-driven growth.

Buddha Doodles is a creative project turned full-time business founded by illustrator Molly Hahn in 2011 as a daily meditative practice following personal hardship. Starting with free daily sketches on Tumblr and building an email list to 13,000 subscribers, Molly launched a gift shop in May 2013 that now generates $22,000-$28,000 monthly through merchandise sales, prints, cards, and other products. The community has grown to over 200,000 followers across platforms, with Facebook being the primary driver of growth at 160,000+ fans.

Churnly.ai is a SaaS analytics platform launched in June 2018 that helps companies understand and reduce customer churn using machine learning. Founded by Adam, a veteran entrepreneur who previously led user-generated content at The Guardian and built Blotter, the company spent $300K developing the MVP and has grown to 20 paying customers averaging $900/month in revenue. Currently generating ~$18K MRR with a 12-person team, the company is bootstrapped and burning $40K/month as it scales product and sales.

Resurface is an API security monitoring platform targeting regulated industries (telecom, fintech, healthcare) with on-premises installations. The company charges $10,000 per node per year and has pivoted from a product-led to a concierge/enterprise services model. With 12 nodes in production across 4-5 paying customers, they're currently at $120,000 ARR and have raised $2M in seed funding.