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5 Interesting Learnings
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Blog Posts, Early, Hiring, Q&A, Sales
Dear SaaStr: When Should You Make Your First Sales Op Hire?
In the “old” days, there was a rough rule that as soon as you are bringing on more than 1–2 reps a quarter, you needed to hire a director of…
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Blog Posts
FREE Digital Day for 2021 Annual is TOMORROW with CEOs and CXOs of Shopify, YCombinator, Canva, Checkr and Much More!
Can’t make it to SaaStr Annual 2021 in San Mateo / SF Bay Area this year? We’re bummed but we’re kicking things off with a FREE SaaStr AnnualDigital Day tomorrow, Monday…
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Blog Posts, Fundraising, Growth
Everyone Will Want to Fund You at $10m ARR. But Maybe Not Before.
After $10m ARR, every VC in SaaS comes to the same conclusion So interesting that they don't even at $4m-$5m ARR though — Jason ✨BeKind✨ Lemkin ⚫️ (@jasonlk) September 24,…
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Blog Posts
Final Speaker List for 2021 SaaStr Annual!
We’re almost there!! 2021 SaaStrAnnual.com Sep 27-29 in San Mateo / SF Bay Area!! We’ll also have a digital day with the President of Shopify, CMO of Canva, the CEO…
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Blog Posts, Growth, Hiring
What Happens When You Hire the Wrong VP
You know how everyone says you'll never look and wish you'd kept a bad VP as long as you did? That when you make a mis-hire, you'll always look back…
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Blog Posts, Early, Growth
Don’t Hire VPs With The Wrong Titles
Dig deeper on a lot of titles during recruiting A "VP of Product Marketing" rarely knows anything about demand gen, ABM, etc. A "VP of Revenue" often knows nothing about…
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Blog Posts, Growth, Marketing, Marketing, Metrics
Every Marketing Initiative, Every Channel … Plateaus. Plan for It.
Once you hit Initial Traction in SaaS, say that first $1m-$1.5m in ARR, you’ll finally find something that works. One channel, often. E.g., partnerships. Or Facebook ads. Or an app…
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5 Interesting Things, Blog Posts
5 Interesting Learnings from Toast at $500m in ARR, and a $3B Total Run Rate
Toast valued at $32.5 billion at opening price Was $8 billion in secondary sale in November Was $5 billion right before the pandemic Last April, the company slashed half its…
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Blog Posts, Leadership
Ask Every VP You Interview for A List of Everything They Want to Do. They’ll Only Do The Top 3-4.
There's so much to do in marketing But 95%+ of VPs of Marketing focus on 3 core things when they take a new position The 3 things they are best…
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Blog Posts, Featured Podcasts, Featured Videos, Other, Podcasts, Videos
Non-Obvious Observations About the Future of Fintech With Plaid COO Eric Sager (Podcast #480 and Video)
The financial services industry – banking, lending, insurance – has long benefited from deep competitive moats that limited competition and stifled innovation. Now with digital finance, innovation is occurring at lightning speed. In this video, Eric Sager, COO of Plaid will make clear what digital finance has enabled thus far, and what else is to come.
Blog Posts
Who’s Coming to 2021 SaaStr Annual NEXT WEEK!!
In addition to our 200 speakers and mentors, who else is coming? A partial list. CEOs, founders and senior execs from the following will be there!! 10lift 11.2 Capital 15Five…
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Blog Posts, Customer Success
The Cutting Edge in Customer Success: 7 Learnings With Nick Mehta and Jason Lemkin
The other day Nick Mehta CEO of Gainsight invited me to talk about the latest trends in Customer Success. The full session is below. A few points we dove in…
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Blog Posts, Early, Q&A
Dear SaaStr: Is It a Good Idea to Start a Company with a Good Friend?
Q: Is it okay to start a business with your best friend? What is the talk we should have before the formation to ensure transparency and make sure our bond…
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Blog Posts
7 Days to SaaStr Annual 2021!!
We’re just 7 days away from the Biggest Cloud Event of 2021! It’s the 7th Annual SaaStr Annual!! And after 2 years of being digital-only, we’re back IRL in San Mateo…
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Blog Posts, Early, Scale
The Average SaaS CEO is 43 at IPO
Does “age” even matter any more for SaaS founders, if it ever did? On the one hand, the Stripe founders became billionaires in their teens. On the other hand, many…
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Best Of
The Top 100+ SaaStr Posts to Help You Scale
"SaaStr is the largest community of people who like enterprise software on the planet. It’s a great community of people trying to build companies and learn from one another. It’s pretty amazing to see."
Aaron Levie, CEO and Co-Founder of Box
"If you really want to be good at building up your company, read SaaStr."
Eric Yuan, CEO & Co-Founder of Zoom
"SaaStr is the undisputed thought leader in how to build SaaS businesses. Jason is legendary."
Lew Cirne, CEO of NewRelic
"SaaStr is the undisputed thought leader in how to build SaaS businesses. Jason is legendary."
Lew Cirne, CEO of NewRelic
"SaaStr has pulled the entire SaaS community together in a powerful way."
Scott Dorsey, CEO of ExactTarget
"SaaStr is definitely the largest collection of people who like enterprise software — on the planet."
Aaron Levie, CEO and Co-Founder of Box
"SaaStr’s all about helping the younger founders be successful."
Phil Fernandez, CEO & Co-Founder of Marketo
"SaaStr is my peeps."
Dharmesh Shah, CTO of Hubspot
Popular Videos
Popular Posts
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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