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Blog Posts, Growth, Hiring, Human Resources, Marketing, Metrics
If You Want to Hit The ’22 Plan, You’d Better Be Making the Hires Now
If you want to hit the plan for Q1'22, You need to be hiring all the sales reps you'll need then … Now — Jason ✨BeKind✨ Lemkin ⚫️ (@jasonlk) September…
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Blog Posts, Exit Strategy, Scale
How Long Does It Take To Get to A Billion+ Acquisition in SaaS? About 10 Years (UPDATED)
18 years to $100m ARR and unicorn exit You want it to be faster, but sometimes, it just takes longer Stay with it https://t.co/8EAqHBQy6S — Jason ✨BeKind✨ Lemkin ⚫️ (@jasonlk)…
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Blog Posts, Scale
10 Learnings from Anjali Sud, CEO of Vimeo on How to Do Self-Service and Enterprise Right
We recently had a chance to catch up with Anjali Sud, CEO of Vimeo. After a 16 year journey, Vimeo recently IPO’d at $330m+ in ARR, growing a stunning 56%!…
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Blog Posts
Only A Few More Days To Sign Up For Meet-A-VC at SaaStr Annual 2021!
As the premier SaaS conference, SaaStr Annual’s ability to attract top-tier investment firms and the best SaaS Founders creates unparalleled Founder <> Investor networking and learning opportunities. Don’t miss your chance to participate!
Blog Posts
The Average SaaS IPO Takes 12 Years
So how long does it take to really Go Big? We did our own SaaStr analysis a little while back and saw it took on average 10 years to get…
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Blog Posts, Early, Q&A, Sales, Sales
Dear SaaStr: As a CEO New to Sales, How Can I Get Better at Closing Deals?
Dear SaaStr: How Can I Get Better at Closing Deals? If it’s very early, hire 1 or ideally 2 sales reps who you’d personally buy from. You’ll all learn from…
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Blog Posts
Uncharted Podcast #100, Lessons Learned From a Lifetime in Entrepreneurship With SaaStr’s Jason Lemkin
SaaStr’s own Poya Osgouei did a deep dive with me on a lot of things we don’t get to here on SaaStr. Take a listen! Jason Lemkin: You can…
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Blog Posts, Scale
My Top 10 Learnings From Ben Chestnut, CEO of Mailchimp
Loved the session by @benchestnut at #SaastrAnnual. The thing that struck me the most was his thoughts on MOAT – “Speed of execution and ability to iterate in a crisis…
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Blog Posts, Customer Success, Customer Success, Growth
Small Deals at Large Customers. Hooray!! And 100% At Risk.
Every customer you close, the next day, is at some risk of churn. A month-to-month customer can basically cancel anytime. An annual contract customer can sort of cancel anytime, but…
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Blog Posts, Early, Q&A
8 Signs of a Failing Sales Rep
Q: Dear SaaStr: What screams “I’m a terrible salesperson”? A few telltale signs: Immediate, massive discounting. Because they have no other idea how to close a deal or create urgency….
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Blog Posts, Q&A
Dear SaaStr: Can A Great Sales Rep Sell Any SaaS Product?
Not really in SaaS. At least not well. The classic “Sell Me This Pen” test is still a good one, even in SaaS. There is no perfect answer, but it…
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Blog Posts
Sign Up NOW to Join President of Shopify at SaaStr Annual Digital Day!!
If you can’t make the full IRL SaaStr Annual this year, that’s OK — we’ve got your back. We’ve got a Digital Day on Sep 27th you can join anywhere…
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Blog Posts
The Top 10 Most Popular Sessions for 2021 SaaStr Annual — So Far!
Session reg is now OPEN for 2021 SaaStrAnnual.com Sep 27-29 in San Mateo, CA / SF Bay Area. We’re 100% outdoors / open air, 100% vaccinated, and 100% tested! So far, 2463…
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Blog Posts, Fundraising, Scale
Algolia at $2.25 Billion. A Few Learnings.
A small part of SaaStr has been learnings from and tracking some of my investments. Enough time has gone by that we can step back and learn from some of…
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Blog Posts, Growth, Leadership, Product
Who Should Your VP of Product Report To?
Lately I’ve been working with 5+ SaaS companies all hiring their first VP of Product. Most around $6m-$10m ARR, although one just past $2m ARR. And critically, most have a…
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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,...
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