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5 Interesting Learnings from Dropbox at $2B in ARR
Dropbox is certainly one of the most interesting SaaS case studies. It was the fastest of its generation to get to $1B in ARR. But after that, ARR growth has…
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The New SaaStr Store is Live!! Beanies, T-Shirts, Zip-Ups and More!
We’ve just quietly launched the SaaStr Shop, full of lots of fun SaaStr schwag. Hopefully, you can grab some more at our next IRL event! Until then, stock up here!!…
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Why Hiring From Your Direct Competitors Usually Doesn’t Work Out
There’s nothing wrong with hiring folks from the competition It’s just, when you do, you’ll overlook too many of their weakness, and give them too much credit for their competitive…
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10 of the Most Exciting Sessions at FREE SaaStr University Event THIS WEDNESDAY!
We’re gearing up for our first SaaStr event of 2021 … SaaStr University: Spring Semester. A highly hands-on, tactical event, come learn how: To Raise Your Next VC Round, With Point9’s…
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Gartner: SaaS Will Be Even Bigger Than We Thought in 2022+
Early in my career, I was a bit skeptical of big analyst firms like Gartner. Was it all sort of some sort of game in enterprise software? But like many…
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The Secrets to Turbo Charging Sales in 2021
The head of sales at Checkout.com, Contentstack and Keyfactor share their tactics and tips you and your sales team need to increase and turbocharge your SaaS sales in 2021.

What Do VCs Provide Besides Funding? It Really Varies
Q: What services does venture capital provide beyond funding? As an investor your role is fairly minor in end, other than capital & mentorship With 1 big exception Most raw…
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My Top 10 Year One SaaS Mistakes. Save Yourself Some Pain & Just Don’t Make Them Yourself.
We try to focus on positive things here on SaaStr. We leave negative to the critics. It’s easy to be a critic. It’s much harder to help and see the…
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Why Now Is the Biggest Change in SaaS Sales in 15+ Years
2021 will be the year SaaS sales evolves the most since the Appexchange ecosystem started to take off ~15 years ago, which spawned the entire notion of a true sales…
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The Top 10 SaaStr Videos of the Week: Twilio, Wrike, Checkout.com, G2, Hubspot, Intercom and More
Want to catch up on the top SaaStr sessions? Here are the most popular videos of the week: #1. “How To Collaborate, Manage & Work With Developers With Jeff Lawson,…
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To Really Scale, You Need $1M on Your Balance Sheet for Every $2M in ARR
“My CEO Told Me To Stop Selling So Much” Recently, I met with a sales leader I’ve known for years, and he told me The Most Curious Story. His SaaS…
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5 Interesting Learnings from Cloudflare at $500,000,000 in ARR
Cloudflare is one of those iconic Cloud companies most of us use, and know about as a product and vendor … but perhaps we don’t think as much about as…
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Don’t Make Anyone “Head of Sales / Marketing / Engineering / Whatever” in SaaS. At Least, Not For Too Long.
A little while back, I gave a great SaaS Founder CEO a Gift. A real gift. This founder CEO was at about $1m in ARR, doing well, but with only…
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6 Types of Bad Behavior Sales Reps Bring Out When They Are Struggling to Hit the Plan
Q: Your sales manager is under great pressure to increase sales. At a recent meeting of the entire sales staff, this person said, “We have to hit our numbers no…
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Everything is Sort of the Same at a Given ACV (Annual Contract Value)
As you try to hire up for your SaaS company, you’re going to be faced with a lot of choices and trade-offs. No hire is the perfect package. Do you…
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The Top 100+ SaaStr Posts to Help You Scale
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The Top 50 SaaStr Answers on Quora in 2020
It's been a fun experience being on Quora for ... a decade 🙂 We've crossed 60,000,000 views of our answers there, so let's take a look at the Top 50 most viewed SaaStr Answers on Quora in 2020: Why do many startup owners sell...
The 3 Types of Day 1 Pricing: Low End of Normal. Identical. And Anchor High.
Q:Â As an entrepreneur starting out, is it better to overprice your product or underprice it? For most of us, as we build up our confidence, the best initial pricing strategy to start is the Low End of Normal. Why? It creates the least friction. And you want the least...
7+ Tips On How To Build Your First Sales Team
Q: How do you structure a sales team when you’ve got zero experience doing sales? Well, first go get some experience with sales. 🙂 At least, close the first 10 customers yourself. If you don’t, you’ll never have any idea how to do it. And the odds your first rep...
Can an Entrepreneur Back Out of a Signed Term Sheet Without Damaging Their Reputation?
Can an entrepreneur back out of a signed term sheet without damaging his/her reputation? I’m going to say Yes, probably. There is a lot of drama around broken term sheets. Mostly around VCs backing out, not founders. But here’s the thing — term sheet are term sheets....
The Playbook to Scaling Your Team in Hypergrowth with Flexport CRO Ben Braverman (Video + Transcript)
Ben Braverman explains how Flexport entered a competitive market with a unique model and continues to grow. Hiring senior leaders can set companies up to fail and see how sticking with a current, successful model can be the key to hypergrowth. Rely on your success,...
Defining Your Customer Journey From Prospect to Champion with Sage People SVP Kathy Lord (Video + Transcript)
Creating champions requires detailed focus on the journey. Kathy Lord, SVP of Sage People explains how asking hard questions, embracing feedback and making personal connections with your customers can move the sales journey from prospect to champion. Want to see more...
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