STARTUP TOPIC
Founder ownership, financing decisions, and what happened after raising money or buying investors out.
A free software period can work when existing consulting customers already pay for a service and the software becomes part of that service.
The SaaS Podcast2025-06-12
Free adoption was not enough to establish the business. Asking customers to pay and speaking with them directly changed the evidence available to the founder.
The SaaS Podcast2019-07-15
Bootstrapping affects the pace of growth, who gets paid and which risks a founder can take. Customer funding and personal investment shaped ConvertKit’s early choices.
Smart Passive Income2016-12-14Free software for existing consulting customers
An ad-tech consulting business with existing paying clients.
Customer funding shapes early business choices
Nathan Barry on ConvertKit in 2016. Pat Flynn was a customer and advisor.
Founder interviews about product decisions, acquiring customers, sales, and software business growth.
Interviews and strategy discussions about online businesses, audiences, products, and creator businesses.