SaaStr Academy
SaaStr Blog
The Latest
5 Interesting Things, Blog Posts, Scale
5 Interesting Learnings from WalkMe at $200,000,000 in ARR
The IPOs sure are a-flyin’ these days in SaaS and Cloud. One of the latest was WalkMe, a tool so many leaders use to help make navigating websites easier and…
Continue Reading
Blog Posts, Early, Hiring, Sales, Sales
10 Great Questions to Ask a VP Sales During an Interview
One of the classic original SaaStr posts was on the Top 10 Questions to Ask a VP of Sales Candidate. All the questions still hold today, interestingly. We did an…
Continue Reading
Blog Posts, Featured Podcasts, Featured Videos, Podcasts, Scale, Videos
SaaStr Podcast 453 (and Video): Building a Second Unicorn: A Deep Dive With Jyoti Bansal
After selling AppDynamics to Cisco for almost $4B, Jyoti Bansal decided he wanted to do it again. Just bigger and better. Here’s how he’s doing things differently the second time.
Blog Posts, Product
Fastly: The Right Way to Apologize for an Outage
A little ways back, Fastly had a global outage. Now, this is rough enough for many B2B apps. But for core infrastructure, it’s even worse. Your customers simply go 100%…
Continue Reading
Blog Posts, Marketing, Sales, Videos
Twilio: The First $100m+ ARR with Jeff Lawson, CEO/Co Founder (Video + Transcript)
We’ve done a ton of terrific sessions with the Twilio leadership over the years, including 4 different deep dives with Jeff Lawson, CEO and co-founder. The first time Jeff joined…
Continue Reading
Blog Posts
Join CEOs and CXOs of Chime, Plaid, Square, Marqeta, Metromile and more at FREE SaaStr Money 2021 July 14!!
Ok we’ve got an INCREDIBLE line-up for our next big Digital Mega event, and our last one before SaaStr Annual 2021: the very first SaaStr Money on July 14!!: CEO…
Continue Reading
Blog Posts, Growth, Scale
Is It Now “Triple, Triple, Triple, Double, Double, Double” — T3D3 — For Top Tier SaaS Startups? Probably.
A few years back, as SaaS was exploding but hadn’t yet revved into true hyperdrive, Neeraj Agarwal of Battery Ventures summarized a lot of what VCs were talking about with…
Continue Reading
Blog Posts, Fundraising, Leadership
An Insider’s Guide to Convertible Debt vs. Equity
In the annals of Blog Posts About Things I Don’t Care About, Convertible Debt versus Equity is high on the Top 10 List. It’s not higher than How to Have…
Continue Reading
Blog Posts, Featured Podcasts, Featured Videos, Podcasts, Scale, Videos
SaaStr Podcast 458 (and Video): Qualtrics CEO Zig Serafin on Building the Foundation for High Growth and Scale
Zig Serafin, CEO at Qualtrics shares his lessons in building the right team, simplifying organizational design, and how to scale from the ground up.
Blog Posts
The Top 10 Videos of the Week: ThoughtSpot, Klaviyo, HubSpot, Greenhouse and More
This week was a big week for video watching on SaaStr’s YouTube, especially catch-ups from our epic SaaStr Enterprise 2021. The Top 10 of the Week: #1. “Bottom Up vs….
Continue Reading
Blog Posts, Q&A, Sales
Why Enterprise Deployments Take So Long
Q: How long does it take to implement Salesforce for a mid-size company? Probably 6–12 months. Let me book-end it: When I was a VP at a Fortune 500 tech…
Continue Reading
Blog Posts
What Do You Owe Customers That Don’t Renew?
Since the dawn of the age of the subscription, forcing people to keep paying to use some small part of a web service has been a common strategy. Millions of…
Continue Reading
Blog Posts, Compensation, Early, Leadership, Q&A
How Does a CEO/Founder Pick Their Own Salary?
Q: How does a CEO/founder/owner pick their salary? I’ll share my stories. In my first start-up, we raised $9m in our seed round — a large first round, but the…
Continue Reading
Blog Posts
You Can’t Sponsor Dreamforce. So You Should Sponsor SaaStr Annual 2021 in September!
Dreamforce has followed SaaStr Annual as the second major Cloud event to come back. Dreamforce will be the week before 2021 Annual, and capped at 5k attendees. Tickets will be…
Continue Reading
Blog Posts, Product
The 7 Ways Prospects Choose One Vendor Over Another
Q: How do prospectus choose one seemingly similar vendor over another? There’s a basic set of criteria most buyers look for. And breaking them down also shows us where the…
Continue Reading
Popular Q&A
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...
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: As an entrepreneur starting out, is it better to overprice your product or underprice it? I remember years ago I was at an event with the CEO of a SaaS leader. But this was quite some time ago. And I asked him how he came up with their freemium pricing model. A...
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,...
Popular Videos
Popular Posts
