Jason M. Lemkin 🦄
The Official SaaStr Podcast: SaaS | Founders | Investors
The Official SaaStr AI Podcast. How to scale with the best in AI + B2B. cloud.substack.com
Author
Jason M. Lemkin 🦄
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Podcast website
Latest episode
Jul 10, 2026
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Episodes
Hitting Hypergrowth: How To Take Your SaaS Company from $25M to $100M and Beyond with Amplitude’s CEO, Spenser Skates 16.04.2024 33:03
As you grow from nothing to $100M and beyond, you will run into a unique set of challenges at every stage. Spenser Skates, CEO and co-founder at Amplitude took the stage at SaaStr Annual 2023 to share four key lessons he learned building a great organization and a long-lasting sustainable business. Amplitude is a digital analytics platform that started out of another failed startup with three co...
CRO Confidential: How to Sell in a Hyper-Competitive Space with Apollo CRO Leandra Fishman 09.04.2024 32:50
How do you sell against the competition or become a market leader in a very crowded space? SaaStr’s CRO Confidential podcast host Sam Blond chats with the CRO of Apollo, Leandra Fishman, about just that. Leandra has over 30 years of experience leading large sales and revenue teams. This hypergrowth platform raised $100M at a $1.6B valuation in a challenging fundraising environment. Apollo is a ne...
Seed May Still Be Strong, But There's No Bounce Back at Series A: Redpoint's Data and More 02.04.2024 16:54
So Redpoint Ventures published some of the slides they recently presented to their Limited Partners (their own investors) here . There's a ton of good data there, but this one slide stood out to me, because it was put together in a really clear fashion, better than other data sources I've seen. And what it says is that even though Seed stage investing remains arguably as strong as ever ... Series...
How to Take Care of Yourself as a Founder 26.03.2024 14:59
Dear SaaStr: How Do You Take Care of Yourself As a Founder? Quiet quitting, feeling sorry for yourself, working 30 hours a week, etc. — that doesn’t really work for a founder. It may feel good in the short term, but it doesn’t work. It doesn’t get you to success. But you do need to take care of yourself, at least as much as possible. What works: * Go hire one great VP . A VP of Sales, Marketing, P...
A Checklist: 10 Signs You Shouldn’t Hire a Sales Rep -- or VP of Sales 19.03.2024 18:32
So you’re hiring your first few sales reps in the early days? Before you have a great VP of Sales? It’s an interesting time. Leads are precious, everyone is a team. So you need a very certain type of sales rep. Let me give you a checklist of a few signs they won’t work out: #1. They’re Late Many will challenge me here, but if they’re late to the interview, they’ll be late to customer calls, t...
5 Interesting Learnings from Okta at $2.5 Billion in ARR 15.03.2024 30:38
So Okta is one of our favorite SaaS and Cloud leaders. The story is super inspiring. Founder CEO Todd McKinnon was VP of Engineering at Salesforce and left to start Okta in the depths of the last downturn. Salesforce and Marc Benioff at first said the core market, security identity, was too small of a market. Then, they brought out a competing product :). That mostly failed. Today, Okta is at ~...
6 Questions Founders Should Ask Themselves to Drive Value from Generative AI with Base10 Partners 12.03.2024 32:08
Generative AI is a platform shift where models can take inputs such as text, image, audio, video, and code and generate new content into any of the modalities mentioned. TJ Nahigian, co-founder and Managing Partner of Base10 Partners, and Luci Fonseca, Partner, deep dive into the current GenAI landscape, incumbents vs. startups, and the six questions founders should ask themselves to drive value f...
5 Interesting Learnings from Braze at $500,000,000 in ARR 08.03.2024 40:16
So Braze is one of the quiet winners in today’s SaaS and Cloud world. At $500m in ARR, they’re growing a strong 33% and trading at about $6 Billion, so they’re in the 10x ARR Club. When the average public SaaS company is still stuck at 6x. Braze is a top leader in enterprise mobile marketing and communications. The logos are strong, and the NRR is good. They sent a stunning 37 Billion messages...
A Look Back: The Top 10 Learnings From Ben Chestnut, CEO of Mailchimp 05.03.2024 40:53
As we gear up for SaaStr Europa 2024 in London on 4-5 June and SaaStr Annual 2024 in the SF Bay Area on September 10-12, we wanted to take a look back at some of our most iconic speakers and sessions. Ben Chestnut CEO of Mailchimp joined us for a very open and honest discussion of the top challenges really building the #1 100% bootstrapped SaaS of all time. At least so far. Just after this, M...
CRO Confidential: Bringing Product-Led and Sales-Led Growth Together For Go-To-Market Success with Giancarlo Lionetti, CRO of Zapier 22.02.2024 43:36
In this latest episode of CRO Confidential , Sam Blond, Partner at Founders Fund and former CRO at Brex, sits down with the CRO of Zapier, Giancarlo Lionetti (GC), to chat about Product-Led Growth (PLG) and Go-To-Market (GTM). Everything from hiring on the GTM side to layering in a sales-led motion into PLG. Before joining Zapier, Giancarlo was at Atlassian as a technical sales lead before moving...
SaaStr 393: 3 Secrets to Selling Up-Market with the Leaders of Stripe, DocuSign and Lever 05.11.2020 25:29
The journey for a company to move upmarket can be daunting and varies widely depending on the internal and external factors that inspire a shift in go-to-market strategy. Join these incredible sales leaders are they share their experiences in the evolution from SMB to Enterprise. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, vis...
SaaStr 392: 10 Simple Steps To Help Any Sales Exec Close More with SaaStr CEO and Founder Jason Lemkin 30.10.2020 17:18
In today's SaaStr insider episode SaaStr CEO Jason Lemkin shares 10 Simple Steps To Help Any Sales Exec Close More. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit cloud.substack.com
SaaStr 391: The Secrets to Bootstrapping to $5M ARR in Less than a Year with Martha Bitar, CEO @ Flodesk 29.10.2020 26:53
Learn how Flodesk bootstrapped to $5M in ARR by focusing on customer-driven growth: from kickstarting growth by empowering new customers to share, to creating product viral loops that amplify and optimize these customer-led funnels. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit cloud.substack.com
SaaStr 390: How To Crush It With Interactive Content, What Type, Where and When To Use It Most Efficiently and Where Many People Make Mistakes with Randy Rayess, Founder @ Outgrow 28.10.2020 25:31
Randy Rayess is the Co-Founder @ Outgrow , a growth marketing platform that enables marketers to build interactive content/tools to increase customer engagement and boost demand generation. Prior to founding Outgrow, Randy co-founded VenturePact, an invite-only marketplace that connects companies with trusted software development firms. Before VenturePact Randy held roles at Ampush and then on the...
SaaStr 389: How To Really Disrupt the Big Guys With Free with Mikael Cho, CEO @ Unsplash and Kinsey Grant, Business Editor and Podcast Host @ Morning Brew 22.10.2020 22:21
Mikael Cho, CEO of Unsplash shares his lessons learned from starting Unsplash as a side project and growing it to a market leader, and disrupting an industry of giants like Shutterstock, Getty, and Adobe Stock with a free business model. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit cloud.substack.com
SaaStr 388: Okta CMO, Ryan Carlson on How To Measure Marketing Attribution Effectively, Why People Think About Category Creation Incorrectly Today & How You Have To Think Through The Product vs The Company Story 20.10.2020 33:15
Ryan Carlson is the CMO @ Okta , the leading independent provider of identity for the enterprise. Prior to their incredibly successful IPO in April of 2017, they raised funding from some of the best in the business including Sequoia, a16z, Greylock, Khosla and Floodgate to name a few. As for Ryan, he has spent an incredible 9 years at Okta in numerous different roles starting with running the prod...
SaaStr 387: Where Product Development is Going in 2021 with Nick Mehta, CEO @ Gainsight and Jason Lemkin, CEO @ SaaStr 16.10.2020 23:47
In this CEO to CEO catch up, Nick Mehta and Jason Lemkin discuss how to do product extensions, how to sell a second product, and where product development overall is heading. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit cloud.substack.com
SaaStr 386: How to Win When There are 1000 Players in Your Market with Adam Blitzer, EVP & GM @ Salesforce Digital Marketing Cloud 15.10.2020 18:36
How do you compete in a tough marketplace with thousands of other competitors? Join Adam Blitzer as he shares insights from launching a company in an already crowded marketing automation space and zig-zagged the way to market leadership. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit cloud.substack.com
SaaStr 385: How To Approach Core Product Decisions in SaaS, Why Storytelling is a Lost Art in SaaS & How Product and Marketing Can Work Together Most Efficiently with Paul Rosania, Founder & CEO @ Balsa 14.10.2020 32:39
Paul Rosania is the Founder & CEO @ Balsa , the company that recognises that builders move the world forward and so they are building the best second screen for builders, integrating tools you already use like Jira, GitHub, and Figma. Coming out of stealth today with their seed round being led by Andrew Chen @ a16z and joined by former CPO @ Slack, April Underwood, Chapter One’s Jeff Morris Jr and...
SaaStr 384: When to Launch a Second Product with Dharmesh Shah CTO and Co-Founder @ Hubspot and Jason Lemkin, CEO @ SaaStr 09.10.2020 32:26
We caught up with one of the SaaStr community’s favorite speakers, Dharmesh Shah CTO and co-founder of Hubspot on lessons learnings launching a second product. Hubspot recently expanded its Sales products and the learnings were top of mind. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit cloud.substack.com
SaaStr 383: Growing Product and Engineering Orgs from Zero to IPO with Nick Caldwell, VP of Engineering @ Twitter, and Tomasz Tunguz, Managing Director @ Redpoint Ventures 08.10.2020 20:25
Nick Caldwell has built and grown product and engineering organizations at PowerBI (0 to 300 engineers), Reddit (500M MAU) and Looker ($2.7B sale to Google). Nick will share 5 big lessons he's learned along the way that you can use as you build your company's product and engineering functions from its earliest days to its largest successes. This is a public episode. If you would like to discuss th...
SaaStr 382: What's Next For B2B and Cloud Events in 2021 with Amelia Ibarra, SVP & GM @ SaaStr, and Alon Alroy, Co-Founder & CMO @ Bizzabo 02.10.2020 28:15
In today's SaaStr Insider, SaaStr SVP & GM, Amelia Ibarra, sits down with Alon Alroy, Co-Founder & CMO at Bizzabo on What's Next For the Future of B2B Events. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit cloud.substack.com
SaaStr 381: Churn is dead. Long Live Net Dollar Retention Rate with Dave Kellogg, Principal @ Kellogg Consulting 01.10.2020 21:19
There are a lot of problems with calculating churn rates. Moreover, public companies don't generally release churn rates. Learn what they are and how to calculate them correctly. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit cloud.substack.com
SaaStr 380: How To Effectively Sell Into Mid-Market, Why SEO Is The Best Kept Secret In SaaS & How To Show Credibility To Enterprise Customers as a Startup 29.09.2020 23:03
Ryan Sandler is the Co-Founder and CEO @ Truework , the company that gives employees control over employment, income and other identity data. To date, Ryan has raised over $44M with Truework from the likes of Sequoia, Khosla, Menlo and from the founders of companies such as Plaid, Seatgeek, Mino Games and Checkr. Prior to founding Truework, Ryan spent 3 years as a Senior Product Manager @ LinkedIn...
SaaStr 379: The Top 10 Mistakes Founders Make When Hiring Their First Sales Team with SaaStr CEO and Founder Jason Lemkin 25.09.2020 16:18
From how many reps to hire, to compensation models, here are the top 10 mistakes founders make when hiring their first sales teams and how to avoid them. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit cloud.substack.com
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