

Rob Walling
Founder of Drip
This week I talk with Rob Walling, Founder of Drip! In this episode we talk about growing up in the country, learning programming, getting in to entrepreneurship as a kid, buying existing businesses and improving them, the origin of Drip and its acquisition by LeadPages and more!

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Welcome to Founder Chats, the show where I, Josh Pigford, Founder of Baremetrics, hop on a call with other founders and get the stories of how they started and grew their businesses.
This week I talk with Rob Walling, Founder of Drip! In this episode we talk about growing up in the country, learning programming, getting in to entrepreneurship as a kid, buying existing businesses and improving them, the origin of Drip and its acquisition by LeadPages and more! Enjoy!
Show Notes:
- 1:43- Childhood and technology
- 3:15- First computer! Self-taught basic coding
- 5:30- School and influences
- 8:32- Early entrepreneurship
- 12:30- Double major in college- Electrical Engineering and Computer Engineering
- 14:10- Personal preferences and structured programming
- 16:42- Coding and the potential of the upcoming Web
- 20:08- Transitioning from consulting to contract work
- 23:35- New ideas and projects
- 25:55- Stumbled upon .NETinvoice and wanted to buy it
- 28:30- “Groundbreaking” improvements to .NETinvoice
- 32:15- Having four to six different sites at once
- 35:55- 2009 and 2010= Very busy!
- 38:40- HitTail is acquired
- 38:55- Paying yourself and saving money
- 40:44- Taking risks
- 42:24- Transition from HitTail to Drip
- 47:16- Competition
- 50:02- The Drip team in 2015
- 51:36- Biggest struggle as a company
- 52:56- Conversations with Leadpages
- 55:00- Should we raise a small round of funding?
- 56:30- Acquisition
- 59:01- How the team dealt with the acquisition process
- 1:02:23- Leaving Drip and future plans
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