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SaaStr Annual 2020!
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The Latest
Blog Posts5 Years and 300 SaaStr Podcasts with Harry Stebbings. A Look Back.
SaaStr just crossed 300 (!) podcasts led by our good friend and family Harry Stebbings. The first one launched on March 1, 2016 with Tiago Paiva, CEO of unicorn Talkdesk:…
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Q&AAre there too many VC dollars seeking too few viable business opportunities in 2020?
Q: Are there too many VC dollars seeking too few viable business opportunities in 2020? Of course not. On the one hand, to any of this that have been doing…
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Customer Success, Early, Engineering, Podcasts, Sales, SalesSaaStr Podcasts for the Week with Automation Anywhere and Algolia — January 17, 2020
Ep: 299: Yousuf Khan is the Chief Information Officer @ Automation Anywhere, the only web-based and cloud-native RPA platform. To date, Automation Anywhere has raised over…
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Career Growth & Advice, Q&AWhat can candidates do to stand out from the pack to break into top VC firms?
Q: What can candidates do to stand out from the pack to break into top VC firms such as Sequoia and/or Kleiner Perkins? It’s hard. First, bear in mind VC…
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Fundraising, Q&AAngel Investors Have No Guarantees
Q: Can the initial angel investment round be changed 2 years later to benefit the board members and not the remaining investors? There have been several safe note investments but…
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Blog PostsSession Registration for 2020 SaaStr Annual Going Live for our Equality, Inclusion and Balance Program Now
We’re getting close! Our agenda is finished for 2020 SaaStrAnnual March 10-11-12, and it’s epic! The CEOs and CXOs of Box, Zoom, Pagerduty, Squarespace, Coupa, Zapier, Mixmax, Gainsight, Github, Stack…
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Q&AHow much should you pay a salesperson?
Q: How much should you pay a salesperson? Three ways to simplify the answer here, especially in the early days: In the end, in base salary AND commission, most sales…
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Q&AWhere can I find commission-only salespeople online to sell B2B software?
Q: Where can I find commission-only salespeople online to sell B2B software? Don’t. While there may be exceptions, I’ve never seen “1099 reps”, i.e. commission-only, work in B2B and SaaS….
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Blog Posts, Growth, Leadership, Product, SaaS Product Pricing, SaaStr Events, VideosThe Plaid Story: Integrating with 10,000 Institutions. On The Way to a $5 Billion Acquisition.
Plaid recently announced VIsa had acquired it for $5.3 billion dollars (!). We were very fortunate to have CEO Zach Perret join us at the last SaaStr Annual and share…
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Blog Posts, Leadership, SaaStr Events, Scale, VideosTaking a $4B Company from Consumer to B2B with Pluralsight (Video + Transcript)
We all know and could name several successful B2C and B2B companies. What sets apart some of the most successful, high-growth companies we see today—Slack, Dropbox, Atlassian—has been their ability…
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Blog PostsSaaStr Annual Prices Go Up to $1,999 For Late Birds. Don’t Pay That.
We know 50% of you will buy tickets to the 2020 SaaStr Annual on March 10-11-12 at the last minute. I get it. I often do the same. But if…
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Blog Posts, Growth, MarketingSaaStr Crosses 1,000,000 Social Followers. Lessons Learned.
So at little old team SaaStr, we historically did not really track social followers as a core metric. We’re B2B folks 🙂 But as SaaStr grew, first we started to…
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Blog Posts, Early, Q&AAre You Ready to Start a SaaS StartUp? 8 Things That Will Help You Figure It Out
Q: What is your advice for startup CEOs? For first-time CEOs, here’s my top list: Budget 24 months to get to initial traction. It always takes longer than you’d ever…
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Blog Posts, Q&A13 Things That Say “Don’t Fund Me” To VCs
Q: As a venture capitalist, what are some red flags that would make you reject a startup immediately? First, there is a lot of marginal behavior that doesn’t lead to…
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Early, Hiring, Leadership, Marketing, Podcasts, Sales, SalesSaaStr Podcasts for the Week with Crossbeam and Podium – January 10, 2020
Ep. 297: Bob Moore is the Founder & CEO @ Crossbeam, the startup that helps companies find overlapping prospects and customers while keeping the rest of…
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Best Of
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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