Despite large competitors like CloudBooking, Guesty, and other hotel management platforms, RoomChecking CEO Jonathan Weizman has carved out a $2m niche. He specifically helps hotel owners in France organize cleaning schedules by hotel cleaners as guests check out. 

He turned down $20m in 2021 for his Slack competitor, Chanty.com. Today, the company has over 24,000 paying customers and does $3m revenue, profiting $1.2m in 2023. The company is fully bootstrapped. Can he find a sales co-founder willing to hustle hard for 15% equity?

He raised $16.9m and hit $40m in revenue. Success? Wrong. He shut his unprofitable grocery delivery company down in 2021 then spent a year working with liquidators. Today, he’s moved industries to the Dev Ops space and launched his disaster recovery SaaS Bennudata.com. 

His first company grew to a few million in revenue before exiting in 2021. After a 2 year earn-out, he left to build a new company. When his Customer Health Tracking excel template went viral on linkedin, he capitalized and launched his SaaS. The post led to 6 customers paying $500/mo for his revenue operations platform, Revos.ai 

After Tiger gave the founders $7m in a 2021 secondary at a $625m valuation, they took their team to Morocco for a team retreat. Seeing a weak market, they chose to cut the team from 225 down to 150 and become profitable. Despite these cuts, they’ve doubled revenue by selling 5 key product lines to sales teams. Will they do $50m in revenue in 2024? Chilipiper.com