SaaStr Podcasts
The Official Saastr Podcast is the latest and greatest from the world of Saastr, interviewing the most prominent operators and investors to discover their tips, tactics, and strategies to attain success in the fiercely competitive world of SaaS. How do you get from $0 to $100m ARR faster? What does it take to scale successfully?
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Why You’re Unfundable in 2023: The Cold, Hard Truths About SaaS AMA Part 2 with SaaStr CEO and Founder Jason Lemkin
Jason Lemkin, CEO and Founder of SaaStr, recently answered our audience’s most pressing questions about the present and future of startups. Here is part 2 of the cold truth about SaaS in 2023.

The Cold, Hard Truths About SaaS In 2023: Part 1 AMA with SaaStr CEO and Founder Jason Lemkin
Jason Lemkin, CEO and Founder of SaaStr, recently answered our audience’s most pressing questions about the present and future of startups. Here is part 1 of the cold truth about SaaS in 2023.

How To Boost Your Net Retention Revenue (NRR) to Over 140% with Insider’s CEO and CMO
Hande Cilingir CEO of Insider and Merve Nazlioglu, CMO of Insider, share the 10 game-changing customer marketing tactics they used to achieve to 140% NRR (Net Retention Revenue).

Secrets to SMB at Scale with HubSpot CEO Yamini Rangan and SaaStr Founder & CEO Jason Lemkin (Pod 616 + Video)
Across their 100,000 customers, HubSpot has endured an unforgettable past few years. Their customers desperately need to make sense of this new world – not only how to survive massive digital acceleration but also high inflation and other forms of political and economic volatility. Customers have become very thoughtful about where they can spend their…
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Everything That Breaks on the Way to $1 Billion ARR With Mailchimp Co-Founder Ben Chestnut (Pod 592 + Video)
In some cases, weirdness wins the race. The lovably off-beat “weird” marketing automation platform Mailchimp was recently acquired by Intuit for $12 billion. At SaaStr Annual 2022, Mailchimp Co-Founder Ben Chestnut sat down with SaaStr Founder Jason Lemkin to answer questions about the two-decade journey to $1 billion in annual recurring revenue (ARR). The Deal…
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16 Ways to Level Up in 2022 with SaaStr Founder Jason Lemkin (Pod 566 + Video)
At SaaStr Europa 2022, Jason shared the results of 16 SaaStr LinkedIn polls and discusses where he thinks SaaS companies are on track or need improvement.

Why NPS From Your Whole Ecosystem Is Critical with Flexport Founder & CEO Ryan Petersen (Pod 563)
To celebrate 10 years of SaaStr, we’re revisiting some classic podcast episodes. Up today: a 2016 interview with Harry Stebbings and Flexport Founder and CEO, Ryan Petersen.

Enterprise Communities: The What, Who, Why, When & How with Venafi Head of Community Holly Firestone (Pod 560 + Video)
Holly Firestone, Head of Community at Venafi, taps into her impressive experience in building communities to share the secret to success.

The Secrets to Going Big, Going Multi-Product and Going Public with Amplitude CEO Spenser Skates, Part 2 (Pod 547 + Video)
Amplitude CEO Spenser Skates lays out the mistakes young companies will often make as they grow, and how he positioned Amplitude for growth and success.

Marketing to Developers: Why Happy is Our Hack with DigitalOcean’s CMO Carly Brantz (Pod 545 + Video)
Carly Brantz, CMO of DigitalOcean, outlines how to grow your business by creating a culture of happiness.

5 Rules to Win When Competition is Everywhere With Atlassian COO Anu Bharadwaj and Boast.AI Co-Founder Lloyed Lobo
The SaaS world is competitive, and standing out in a highly saturated market takes remarkable hard work and skill. However, the companies that adapt and create transformational change tend to survive. COO Anu Bharadwaj’s years of experience at Atlassian have shaped her outlook on how to thrive in the market.
In this session, Boast.AI Co-Founder Lloyed Lobo interviews Bharadwaj as she shares Atlassian’s five building blocks to win.

Building a Successful Customer Advisory Board in the Enterprise with Mapistry’s VP of Customer Experience Maya Colato (Pod 539 + Video)
Maya Colato, Vice President of Customer Experience at Mapistry, outlines how you can build a successful Customer Advisory Board.

10 Things Changing Now in the World of Customer Success with Gainsight CEO Nick Mehta (Pod 529 + Video)
Nick Mehta, CEO at Gainsight, discusses ten ways customer success is changing and how you can help your business catch up if you’re still a bit behind.

Building A $5.6b Company With A Product-Led Flywheel With Postman’s CEO Abhinav Asthana (Pod 528 + Video)
Postman’s CEO Abhinav Asthana shares how community, product, data can power marketing, customer success, and sales are the key elements for the next generation of SaaS software leaders.
Popular Q&A
Dear SaaStr: Can an Entrepreneur Back Out of a Signed Term Sheet Without Damaging Their Reputation?
Dear SaaStr: Can an entrepreneur back out of a signed term sheet without damaging their reputation? In my experience — Yes, probably. As a founder, you can back out of a term sheet if something is off, or even if you just get another offer you prefer. There is a lot...
Why You’re Unfundable in 2023: The Cold, Hard Truths About SaaS AMA Part 2 with SaaStr CEO and Founder Jason Lemkin
Jason Lemkin, CEO and Founder of SaaStr, recently answered our audience’s most pressing questions about the present and future of startups. Here is part 2 of the cold truth about SaaS in 2023.
The Cold, Hard Truths About SaaS In 2023: Part 1 AMA with SaaStr CEO and Founder Jason Lemkin
Jason Lemkin, CEO and Founder of SaaStr, recently answered our audience’s most pressing questions about the present and future of startups. Here is part 1 of the cold truth about SaaS in 2023.
7+ Tips On How To Build Your First Sales Team. When You Have Zero Experience Building One.
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...
15+ Due Diligence Questions You Really Should Be Asking Every VC You Meet
https://twitter.com/jasonlk/status/1295136982658461697 Q: What is the proper way to do due diligence on a VC firm? Here are the things, IMHO and IME, that are most important. First, if you want to do it right, you should diligence both (1) the firm and (2) the...
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. And I asked him how he came up with their freemium pricing model. A data science team? A/B Testing? "No....
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