Let’s dig right in:

#1. “How to Serve Multiple Customer Segments at the Same Time with Square’s Global Head of Sales”.  Square is a $120B market cap giant now serving businesses tiny, small, medium and even a few large.  Square’s Global Head of Sales shares lessons on how to make them all successful at the same time:

#2. “The Reason Behind the Brex Billboards in SF with CEO at Brex”.  A short take on how Brex thinks about awareness and brand marketing.

#3 “Top Lessons in Building Great Teams from Keith Rabois”.  A classic SaaStr session with Keith Rabois made the list this week.

#4. “Growing & Scaling SaaS Businesses from $1M to $500M in ARR with Intercom CEO Karen Peacock”.  Karen will be back at 2021 SaaStr Annual Sep 27-29 to update this classic talk!

#5. “A Decade of Learnings from Y Combinator’s CEO Michael Seibel”.  Michael will do the 2021 version of this talk at the FREE Digital Day at SaaStr Annual!  Sign up for that here.

#6. “From Hackathon to Unicorn” Talkdesk Co-Founder Tiago Paiva and SaaStr CEO Jason Lemkin.  Fresh off Talkdesk’s $10B round, you can take a look at how the company got here and even its original VC pitch when it had 6 employees.

#7 “Flywheelin’: 10 Learnings from Atlassian’s CRO on Its Unique GTM Model”.  If you missed this talk, it’s a great one on how Atlassian really does sales.

#8 “Lessons Redefining a Really Big Category with Coupa’s CEO Rob Bernshteyn”.  We just did a 5 Interesting Learnings series on Coupa at $700m ARR and here’s a look back at how they came to dominate their category of enterprise spend management.

#9 “How to Design and Build a SaaS Platform Pressure Tested for the Enterprise with Domo’s CPO”.  This is a great session for any founder now going more upmarket.  The challenges, what you’ll experience, which trade-offs to make, and more.

#10. “Byron Deeter, Bessemer Ventures + Jason Lemkin on Cloud 100, Growing 100% at $100m ARR, & More”.  A great deep dive on where the bars for SaaS startups really are today.

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