The Top 10 Videos of the Week: ClickUp, YCombinator, Unsplash, ZoomInfo and More!

This week was our “dead week” at Team SaaStr where we rest and recover a bit from 2020 SaaStr Annual at Home.  Look for more news soon on our next big digital event, new products, and more — soon!!

With 120+ sessions at SaaStr Annual 2020, the Top 10 Videos of the Week are stocked with some of the most popular sessions.  Let’s take a look:

#1 “Almost Screwed: Bootstrapping From $0 to $20M ARR in 2 Years with ClickUp”.   Bootstrapping is always a popular topic, but I was a bit surprised to see this hit #1!!  A great session on how to go big before you raise that first round:

#2: “The 5 things that kill startups after their seed rounds with Michael Seibel, CEO of Y Combinator”.  I knew this session would be good.  But it was even better than I expected.  All of little team SaaStr watched it together and shared our learnings in real time.  Take a watch:

#3  “Churn is dead. Long live Net Dollar Retention Rate with Dave Kellogg”.  Dave Kellogg, ex-CEO of Host Anayltics, SVP at Salesforce and more always brings it.  This session too was even better than I expected, on the cheats and fictions in how folks measure churn.

#4 “Founder Power: Venture Debt & Other Alternatives to Equity in 2020+ with Nathan Latka”.  This was our first SaaStr session with founder favorite Nathan Latka, and we asked him to do something a little different and summarize all the new options available to founders to raise capital … without selling shares.

#5 “The Cadence: How to Turn Your SaaS Startup into an Army” With David Sacks of Craft Ventures.  OK this isn’t a brand new one, but it’s a great one from our recent New New in Venture event.  I’ve been personally thinking about this session a lot, including pacing the team and creating a sane cadence building up to events:

#6: “From $0 to $400+M: 10 Mistakes the CEO of ZoomInfo Made on His Journey to IPO”.  This was a special session.  Henry had followed SaaStr since the early days and created a custom session just for us on his Top 11 Mistakes.  We did a deep dive together and this is one I think any founder will benefit from:

#7: “The Secrets to Closing Really Big Deals with Sequoia Capital India, Sequoia, Vymo and Insider”.  I was pleased to see this session turn out to be so popular.  It’s a great session both on what’s going on in SaaS in Asia, as well as how to close $100k and $1m+ deals:

#8: “How To Really Disrupt the Big Guys — With Free with Unsplash”.  Everyone at Team SaaStr loves Unsplash, and I reached out to CEO Mikael Cho when I realized I’d never read or heard the real story.  Unsplash is one of those products that is so good, you can’t believe it’s truly free.  How did they get there?  How did they start without coding?  A great session:

#9: “What Being a Founder Taught Me About Leadership – Lessons from Eric Brescia, GitHub’s COO”.  This was a reschedule from SaaStr IRL and there were a bunch of conflicts and I was worried it might not happen. I am so glad it did!  Many of these lessons are ones we sort of know, but Erica deeply prepared it with hard learnings and real stories of how to scale.  When it came on the office, everyone stopped what they were doing and listened:

#10: “The Secrets to How Flodesk Bootstrapped to $5M ARR in Less than a Year”.  Another great session on bootstrapping that was more popular than I expected, like Clickup.  A lot of great discussions on how to focus, and where to place your bets, in the early days.  Especially when capital is super tight.