When people want your advice in particular, your calendar becomes the limit of your business. Jason Lemkin, who started SaaStr, has written about software companies for 13 years.
SaaStr built an AI version of him, Digital Jason, to answer the questions people bring.
What SaaStr did
Lemkin writes that the team fed 13 years of real content into well-engineered prompts and workflows. He has written more than 4,600 posts. "We didn't build some custom model," he notes.
He reports that Digital Jason crossed 2,756,758 total conversations over 12 months. He also says about 20% of questions still need the real person, and that one all-purpose agent was not enough, so SaaStr moved to several specialized agents. These are self-reported figures, and Digital Jason is public facing, unlike an internal company system.
What it already gives the business
Lemkin's lesson: "Depth of training data matters more than model sophistication." And: "The content was the moat, not the AI."
SaaStr had years of written expertise ready to use. That made the AI version possible, and it frees the real person for the questions that need him.
The ExValu perspective, a hypothesis
Where a Company Brain could take it next
Most businesses do not have 4,600 posts. They have the same depth in other forms: emails, proposals, meeting notes and the answers their experts give every day.
A Company Brain could collect that depth from everyday work, so a business builds its own body of knowledge for its team and customers. That is our hypothesis for businesses like yours.
What an owner and a buyer would look for
Track how many questions get answered without the expert, how satisfied people are with those answers and what share still needs a person.
A buyer of an expert-led business asks how much value leaves with the expert. A deep, organized body of the expert's knowledge, owned by the company, reduces that risk.
The problem behind this case
Facing the same problem?
About this analysis
* The image is AI-generated and does not show SaaStr staff. The facts and figures on this page come from the published source named below.
This is an independent ExValu analysis of a published case. Facts, figures and names are as reported in the source below, which our team checked on October 12, 2026. The ideas for next steps are our own perspective and make no claim about conditions inside SaaStr. To request a correction or removal, write to [email protected].
Primary source: Owner's blog post, SaaStr, March 2026. Available at www.saastr.com/digital-jason-hit-2-7-million-conversations-in-12-months-heres-what-i-learned-cloning-myself.