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SaaStr Annual 2020!
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The Latest
Q&AWhat is the best sales advice you can give?
Q: What is the best sales advice you can give? I’m actually not that good at sales myself. But I have observed a lot of successful sales folks and leaders….
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Blog Posts, Featured Videos, GrowthGreat Session on the Pitfalls from $1m to $10m ARR
The other day Vlad Kachur from Startup Lessons Daily came by the office for a deep dive on some classic SaaStr topics on going from $1m to $10m ARR. The…
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Q&AAre Hubspot and Salesforce competitors?
Q: Are Hubspot and Salesforce competitors? Barely. Yes, on the surface, Hubspot competes with Salesforce. It’s 4 core products also 4 core product for Salesforce: Sales, Marketing, Support, and Service….
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Q&AWhat happens to the founders after big tech acquisitions?
Q: What happens to the founders after big tech acquisitions? It varies, but generally, the acquirer identifies which founders it really wants to keep … and then places a series…
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Blog Posts, Metrics, Scale5 Interesting Learnings From Bill.com’s IPO
Bill.com is a bit — OK, maybe a lot — more lower profile than many of the SaaS Unicorns to IPO lately, but it’s one of my personal favorites. Why? …
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Blog Posts, Company Culture, Customer Success, Growth, International Expansion, Leadership, Marketing, Marketing, Metrics, SaaStr Events, VideosLessons Learned from Being Acquired for $400m With WePay (Video + Transcript)
WePay CEO Bill Clerico and COO Tina Hsiao discuss how the company went from launch to acquisition. WePay is a payments company for platform businesses like marketplaces, crowdfunding sites &…
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Blog Posts, SaaStr EventsIt’s a Go! 1,000+ at SaaStr East in Singapore!!
We’re heads down for SaaStr Annual 2020 in March (and SaaStr Europa in Paris June, tracking to 3,000+). But you wanted us to come to Asia, so we are —…
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Blog Posts, Sales, SalesWhy The Greatest Sales Teams Just Kill It On Dec 31. When Everyone Else Has Gone Home.
(Note this is an update / refresh of our classic 2014 post) There are some real mysteries in SaaS. Even now that I understand them, I still see them as…
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Q&AWhy would an investor invest in a pre-revenue company?
Q: Why would an investor invest in a pre-revenue company? This is an important question to understand. If you don’t understand it, it’s hard to understand how early-stage venture capital…
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Blog Posts, Career Growth & Advice, EarlyThe Average SaaS CEO is About 37.5 Years Young
A few years back, Aileen Lee and Cowboy Ventures put out 2 seminal posts on TechCrunch about Unicorns. The first one defined the Unicorn age in 2013, and the second…
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Blog Posts, Q&AHow Many Employees Does a SaaS Company Have at 100M ARR?
Q: How many employees does a SaaS company have at 100M ARR? It used to be about 500. Now it’s often closer to 1000, with Unicorns raising so much more…
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Marketing, Marketing, Podcasts, Sales, SalesSaaStr Podcasts for the Week with Oracle, Salesloft, Zoom, and FireEye — December 6, 2019
Ep. 288: Des Cahill is the Chief Marketing Officer for Oracle CX Cloud Suite, an integrated set of marketing, sales, commerce and service solutions that power…
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Blog Posts, Fundraising, International Expansion, Metrics, SaaStr Events, Videos10 Things That Aren’t Obvious About Partnering With Big Companies – Workday Ventures (Video + Transcript)
Small and large businesses are often seen as competitors, with small businesses owning a fierce mentality of proving themselves as a player in the game instead of an underdog. But…
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Blog Posts, Scale5 Interesting Learnings From Slack at $700m+ in ARR
Although most of us aren’t quite approaching $1b in ARR, we can still learn from the leaders. We last checked in on Slack as it was IPO’ing. Now with some…
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Fundraising, Q&AHow VCs Make Decisions So “Quickly”
Q: How did Masayoshi Son trust WeWork at its founder so quickly? He has met Adam Neumann for only 4 minutes and decided to invest $4.4 billion. Pattern-matching. It what…
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The Top 100+ SaaStr Posts to Help You Scale
"SaaStr is the largest community of people who like enterprise software on the planet. It’s a great community of people trying to build companies and learn from one another. It’s pretty amazing to see."
Aaron Levie, CEO and Co-Founder of Box
"SaaStr is the undisputed thought leader in how to build SaaS businesses. Jason is legendary."
Lew Cirne, CEO of NewRelic
"SaaStr has pulled the entire SaaS community together in a powerful way."
Scott Dorsey, CEO of ExactTarget
"SaaStr is my peeps."
Dharmesh Shah, CTO of Hubspot
"SaaStr is definitely the largest collection of people who like enterprise software — on the planet."
Aaron Levie, CEO and Co-Founder of Box
"SaaStr’s all about helping the younger founders be successful."
Phil Fernandez, CEO & Co-Founder of Marketo
Popular Q&A
15+ Due Diligence Questions You Really Should Be Asking Every VC You Meet
Q: What is the proper way to do due diligence on a VC firm? Here are the things IMHO and IME that are most important. First, if you want to do it right, you should diligence both (1) the firm and (2) the individual partner leading the deal. Importantly, these days,...
SaaStr Podcasts for the Week with SocialChorus, Trello, Gremlin, Terminal, Guild Education, Gitlab, and Pleo — November 15, 2019
Ep. 282: Michael Pryor, Co-Founder & CEO @ Trello, now Head of Trello Product with Atlassian following their recent acquisition. Kolton Andrus is the Founder & CEO @ Gremlin, the failure as a service startup finds...
The Average SaaS Unicorn Raises $370,000,000. And Bootstrapping is Rare.
We were recently asked: Q: Are there any examples of a unicorn startup that was bootstrapped? Of course the answer is yes. But I didn't have a sense of how many, and how the data might look. So I fired up the 2019 Forbes Cloud 100, which isn't all private unicorns by...
Why SMB Reps Struggle in the Enterprise. And Vice-Versa.
Q: How is low/mid-ticket sales different from enterprise sales? They are very, very different. If I had to boil down how to filter potential sales professionals based on just 1 controlling criterion, it would be deal size. Enterprise sales: Reps often hunt many of...
What is the hardest rejection you’ve ever had in sales?
What is the hardest rejection you've ever had in sales? The hardest rejection I’ve had in sales was around renewals. Especially ones I thought we really had earned. But still lost. In particular, in the early days of EchoSign / Adobe Sign, we had a particular manager...
SaaStr Podcasts for the Week with Zoom and Menlo Ventures — September 20, 2019
Ep. 266: Janine Pelosi is the CMO @ Zoom, the next-generation enterprise phone system. Prior to their very successful IPO, Zoom raised funding from some of the best in the business including Sequoia, Emergence Capital, Horizons Ventures and...
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