Why I Usually (Not Always) Prefer Customer Success to Report to the CEO
Ah, who should Customer Success report to? It’s not super simple. There are generally 3 options in the early and middle days: CEO VP of Sales (once you have one) VP of Something Else. Finance sometimes. Product on occasion. Other “business” co-founder. There are clear Pros and Cons to reporting to a VP of Sales. […]
What You Want to Hit: 50 and 20 at 10 (million in ARR)
The first SaaStr post that got widespread distribution was this one — “Want to Understand SaaS? If Nothing Else — Understand That It Compounds.” The excerpt here: “What does this mean, that SaaS compounds? It means it’s really, really hard to get revenues going. You close a customer for $120 in annualized revenue, you only […]
The 10-Year (And Longer) Customer
Salesforce likes to talk about “Customers for Life”, and while that’s sort of catchy, it’s a little hard to grok what it really means. It finally sunk in for me a bit the other day. At EchoSign, now Adobe Sign, there’s a large group of well-known customers that I closed, Back in The Day … […]
Byron Deeter + Kristina Shen, Bessemer Venture Partners: The State of the Cloud: 2017 Edition (Video + Transcript)
In this talk with Byron Deeter and Kristina Shen of Bessemer Venture Partners, we get an illuminating glimpse into the state of the cloud for 2017-2018. They run through what 2016 was like – M&As were at a record high; IPOs were at a record low – and let companies know what they should know […]
The Two Things to Do. When You Don’t Know What to Do.
There may come a time, or two, in your company when you just don’t know what to do. You aren’t growing fast enough. or The competition seems to be getting the best of you. or You can’t raise financing. or You just lost an important deal. Or maybe more than one. or That great new […]
How Get Better at Recruiting. (We All Need To).
Recruiting is tough. I certainly don’t do it well enough. But to be a great CEO, you need to find a way to force yourself to be a great recruiter. Let me share some learnings, and what I do now to force myself to be a better recruiter. And what I wish I’d done better […]
Top Sales Lessons Scaling to $100m ARR: A Discussion with Zendesk, Atlassian and Optimizely at NextWorld Capital
The other day NextWorld Capital put on an outstanding event for SaaS founders and executives on Scaling to $100m ARR. I was asked to moderate a panel with three great speakers and SaaS companies — but with very different sales models. Atlassian is famously sort of traditional sales rep free (outside of its channel partners, and […]
5 Lessons Learned building Flexport – Interview with CEO Ryan Petersen
Flexport is one of the fastest growing companies in the world and has raised close to $100M in funding from Founders Fund, First Round Capital, Bloomberg Beta, Susa Ventures and others. If you are not familiar with them, they are a licensed customs brokerage and freight forwarder built around a modern web application that helps […]
Outbound Always Works
These days, it can really feel like the Old Bag of Sales Tricks is starting to just not work anymore: With maybe 500x the SaaS vendors of 10 years ago, there’s so much noise. Emails get blocked, spam filtered. No one even has voice mail anymore. 50 calls a day feels awfully dated. Everyone gets […]
7 Guidelines on Selling Some of Your Stock in a VC Round
These days, if you raise money at a >=$80m-100m valuation, and are oversubscribed, most bigger Silicon Valley VC firms will offer to provide some founder liquidity. It’s not out of the goodness of their hearts. It’s so they can buy more. Bigger funds want to own as much as they can, and if they can get another 2%-3% more […]
