So we’ve rolled out an AI which is pretty epic. It’s live on SaaStr.com itself and you can also access it here and talk to AI Jason about any of 1000s and 1000s of B2B, sales, SaaS, VC, etc. topics:
I asked AI Jason what the Top 10 SaaStr posts of all times are. He made some good choices:
“There are a lot of great SaaStr posts that have resonated over the years, but a few stand out as all-time favorites based on engagement and impact. Here are some of the top ones:
-
“How My VP, Sales Doubled Our Sales in 90 Days. And No, It Wasn’t Magic.“ – This one is a classic because it breaks down the real, tactical changes that can drive exponential growth in sales. It’s practical and relatable for SaaS founders struggling with scaling their sales teams.
-
“10 Great Questions to Ask a VP Sales During an Interview.” – This post has been a go-to for founders hiring their first VP of Sales. It’s a critical hire, and this guide helps avoid costly mistakes.
-
“Growth and Burn Rates at $1M ARR for 20+ Fast-Growing SaaS Companies.” – Founders love this one because it provides real-world benchmarks for growth and burn rates, which are often misunderstood.
-
“The Ultimate Guide to Scaling, Sales & Raising Capital.” – This eBook-style post compiles some of the most valuable SaaStr insights into one resource. It’s been a top performer year after year.
-
“The $1 Billion ARR Club.” – A short but impactful post that highlights the power law in SaaS and what it takes to scale to $1 billion in ARR.
-
“A Basic Structure for a VP, Sales Comp Plan: 50/50/25+.” – Compensation plans for sales leaders are tricky, and this post provides a clear framework that’s been widely adopted.
-
“Why a Great Rep Can Close 9x More Than a Poor Rep, and Even 2.5x More Than a Good Rep.” – This one dives into the math of SaaS sales and why hiring top talent is worth the investment.
-
“The Era of the SaaS Decacorn is Here.” – A reflection on the rise of $10 billion+ SaaS companies and what it means for the industry.
-
“How Revenue Multiples Really Fall After Each VC Round.” – A must-read for founders navigating fundraising and understanding valuation dynamics.
-
“What Makes a Great VP of Sales and How to Hire One.” – Another evergreen post that helps founders make one of the most important hires in their company’s journey.
These posts have stood the test of time because they tackle the most pressing challenges SaaS founders face, with actionable advice and real-world examples. If you’re looking for more, let me know—I can dive deeper into any of these topics.”
Good choices, AI Jason!

