
The Easiest Ways to Get From $1M ARR to $10M ARR
The most important thing is not to chase the shiny penny, assuming you are growing at least 60% Year-over-Year. You’ve done the Impossible. You’ve gotten 50, 100, whatever # of businesses to pay you $1,000,000 a year. There are 10,000 new apps out there. It’s “impossible” to get to $1m. You did it. Now, the […]

Faking Being in the Bay Area
There’s an endless and lively debate about the advantage of being in the SF Bay Area in SaaS. I’ve done 22 investments. The vast majority got started outside of SF, and all but 2 moved here. I’ve invested in founders from Paris (3x), Estonia, Portugal, London, Sweden, Belgium, Washington D.C., Chicago, New York, and more. […]

Don’t Let Them (Your Best Employees) Go
Now that a handful of next-generation SaaS companies have IPO’d, you can start to see the turnover more viscerally that you can observer at quieter, privately-held start-ups. You see the VPs moving on. 6-12 months after almost any IPO, and especially after one that doesn’t create a slew of millionaires … folks leave. It’s a […]

So Your App Is Just a “Nice to Have”
In the old days, folks would criticize start-ups as “just a feature”. Oh Google/Salesforce/Microsoft will just build that. Back in the day when the world was a desktop OS, there was a lot of truth to that. When the web became our OS, that started to fade. The reality is, in SaaS, Salesforce has built […]

Cornerstone OnDemand’s Kirsten Helvey: Scaling from 30-1,500 in SaaS: Lessons From the Frontlines (Video + Transcript)
In anticipation of the upcoming SaaStr Annual 2017, we’ll be releasing the full series of transcripts and videos from all the awesome 2016 sessions. In this session, Jason Lemkin receives some valuable insight from Kirsten Helvey, COO of Cornerstone OnDemand, a cloud-based learning and talent management solutions provider. Drawing from her 11 years of experience […]

Marketo: Winning, IPOing, and Going Upmarket (Video + Transcript)
In anticipation of the upcoming SaaStr Annual 2017, we’ll be releasing the full series of transcripts and videos from all the awesome 2016 sessions. We were super excited to have Phil Fernandez, CEO and co-founder of Marketo, sit down and talk to us about the triumphs (and struggles) leading Marketo from inception to IPO. Phil […]

When the Player-Coach is Just That. And No More.
We’ve talked a lot on SaaStr about not screwing up that VP of Sales hire. Done right, it will accelerate your company to the next level. Done wrong — you can lose the better part of a year, and half of your last round of capital. And we’ve talked a lot about the trade-offs in […]

Zenefits: How We Hyperscaled Inside Sales
In a candid interview at SaaStr Annual 2015, Parker Conrad, CEO of Zenefits, and VP of Sales Sam Blond share their journey that started with a simple “What if…?” and how that led to an audacious goal: deciding mid-year to double their sales plan from $10M to $20M. They reveal the growth challenges of hyperscaling from 1 to 100 […]
Do You Scale? It’s Harder in SaaS.
Generally speaking, I think scaling product in SaaS is about 10x easier than consumer internet. Not easy mind you, but 10x easier. Why? Even Salesforce.com only has a tiny fraction of the concurrent sessions of Twitter, let alone Facebook. Your SaaS apps? It will likely barely tax a couple of instances at AWS. I […]

Startup Scaling | Overcoming 5 Key Operational Challenges
Startup scaling from zero to $100M is 10% strategy and 90% execution. You’d never know that from reading the Web, because the advice you’ll find online is 90% strategy.