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Tag: 5 Interesting Things

5 Interesting Learnings from Five9 at $800,000,000 in ARR

So if you are in the support space, or CRM, or just generally sell into mixed enterprise-mid market, Five9 is a good one to...

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Seasoned VPs Cost 10x a Stretch VP Now. Is It Worth It?

So That VP That Has Done it Before always cost more than the stretch VP.  They ask for more salary, and a bigger team....

5 Interesting Learnings from JFrog at $270,000,000 in ARR

So lots of folks talk about GitLab as a leader in software development and devops, but GitLab also has sort of a quieter cousin...

5 Interesting Learnings from Bill.com at $800,000,000 in ARR

So when we first started writing about Bill.com at its IPO, it was a sleepy SMB accounting product.  In fact, it took 14 years...

5 Interesting Learnings from GitLab at $400,000,000 in ARR

So Gitlab is the latest SaaS and Cloud leader to do what seems almost impossible.  To grow even faster as it scales. At $250m in...

5 Interesting Learnings from PagerDuty at $360,000,000 in ARR

So we’ve followed PagerDuty a lot at SaaStr over the years.  At first, because it was one of the early DevOps tools that both...

5 Interesting Learnings from Cloudflare at ~ $1 Billion in ARR

So Cloudflare is that quiet Cloud leader that just keeps … killing it.  We last checked in on them at $500m in ARR, growing...

5 Interesting Learnings from Toast at Almost $800,000,000 in ARR

So we took a look at Toast just after it IPO’d.  Times were good then, and Toast was worth $24B. Fast forward to today. and...

5 Interesting Learnings from Getty Images at $930,000,000 in ARR

SPACs.  A quirky way to “go public” without all the scrutiny of a traditional IPO. There were a lot of SPACs in the peak of...

5 Interesting Learnings from Atlassian at $3+ Billion in ARR

So we looked at Atlassian on the 5 Interesting Learning series pretty recently, but given all the tumult in the markets, we thought it...

5 Interesting Learnings from Shopify at $5 Billion in ARR

Few SaaS leaders have gone through more post-pandemic change than Shopify and Zoom.  Zoom came out of 2020-2021 with SMBs no longer growing, but...

5 Interesting Learnings from Microsoft at $200 Billion in ARR

So when we started SaaStr waaay back in 2012, I never would have thought of profiling Microsoft and its old fashioned desktop software.  But...

5 Interesting Learnings from Weave at $130,000,000 in ARR

So a great founder doing tens of millions in ARR recently asked me what I thought of doing a “small IPO” as they approached...

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