# Rob Walling Building since 2005. Not reviewed by Rob. Page: https://mrrmaker.com/@robwalling Sold HitTail (2015), then Drip to Leadpages (2016); six companies In their words: "I’m a serial entrepreneur who’s started six companies (five bootstrapped)." (robwalling.com) ## Numbers - Revenue: almost $2M ARR, Drip (● last reported 2015) - Products: 6 - Building since: 2005 ## Products - Drip (2012 – 2016): sold, sold to Leadpages - HitTail (2011 – 2015): sold, sold to an undisclosed buyer - The SaaS Playbook: dates not stated in any source - Start Small, Stay Small: dates not stated in any source - Startups for the Rest of Us: dates not stated in any source ## Timeline - Nov 2020: On Built to Sell Radio, episode 261 [stated] - Oct 2018: Co-founded TinySeed, an accelerator for bootstrapped startups [stated] - Jul 2016: Sold Drip to Leadpages [verified] - Dec 2015: Sold HitTail to an undisclosed buyer [stated] - 2012: Launched Drip [stated] - 2011: Acquired HitTail [stated] ## How sure 2 verified by someone other than Rob, 21 stated by Rob in public, 4 outdated. Read on 11 Oct 2026. ## Sources - Rob Walling | Serial Entrepreneur Helping SaaS Founders Thrive, robwalling.com: https://robwalling.com - About Rob Walling, robwalling.com: https://robwalling.com/about - Announcement: Leadpages Has Acquired Drip, leadpages.com: https://www.leadpages.com/blog/leadpages-acquires-drip - What I Learned Buying, Growing, and Selling My Startup, robwalling.com: https://robwalling.com/essays/2015/12/02/what-i-learned-buying-growing-and-selling-my-startup - The Stair Step Method of Bootstrapping, robwalling.com: https://robwalling.com/essays/2015/03/26/the-stair-step-method-of-bootstrapping - Sale of Drip: Rob Walling's journey to get Business Deals, builttosell.com: https://builttosell.com/radio/episode-261/ - My Next Act: The First Startup Accelerator for Bootstrappers, robwalling.com: https://robwalling.com/essays/2018/10/12/my-next-act-the-first-startup-accelerator-designed-for-bootstrappers - Site checks on 2026-10-11, MRRMaker: https://mrrmaker.com/how-it-works#checks Labels: "verified" means confirmed by someone other than the founder; "stated" means the founder said it in public. Method: https://mrrmaker.com/how-it-works