The Official SaaStr Podcast: SaaS | Founders | Investors - podcast cover

The Official SaaStr Podcast: SaaS | Founders | Investors

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. On the side of the operators, we center around getting from $0 to $100m ARR faster, what it takes to scale successfully and what are the core elements of hiring. As for the investors, we learn what metrics they hone in on when examining SaaS business, what type of metrics excites them and what they look for in SaaS founders.

Episodes

SaaStr 720: CRO Confidential: What It Really Takes to Be Successful in Enterprise SaaS Sales with Christian Smith, CRO of Splunk. Hosted by Sam Blond, Partner at Founders Fund

SaaStr 720: CRO Confidential: What It Really Takes to Be Successful in Enterprise SaaS Sales with Christian Smith, CRO of Splunk. Hosted by Sam Blond, Partner at Founders Fund In this week’s episode of CRO Confidential , Sam Blond, Partner at Founders Fund and former CRO at Brex, sits down with the CRO of Splunk, Christian Smith. Splunk is a 20-year-old Enterprise software giant that has accomplished many things — a 2012 IPO, a $28B+ Cisco acquisition in 2023, and $3.7 billion of ARR last year, ...

Feb 02, 202434 min

SaaStr 719: What's New at WordPress with Matt Mullenweg, CEO of Automatic and Co-Founder of WordPress. Hosted by Jason Lemkin, Founder and CEO at SaaStr

This is SaaStr's What's New series where our very own CEO and Founder, Jason Lemkin, sits down with the top CEOs and leaders in SaaS to discuss What's New, what's top of mind, and what every SaaS founder should be thinking about. In today's episode, Jason sits down with Matt Mullenweg, CEO of Automatic and Co-Founder of WordPress on what's new at WordPress. -------------------------------------------------------------------------------------------- SaaStr hosts the largest SaaS community events ...

Jan 26, 202431 min

SaaStr 718: Predictions for Venture, IPOs and the State of SaaS in 2024 with SaaStr CEO and Founder Jason Lemkin and Harry Stebbings, Founder and Host of the 20 Minute VC

SaaStr 718: Predictions for Venture, IPOs, and the State of SaaS in 2024 with SaaStr CEO and Founder Jason Lemkin and Harry Stebbings, Founder and Host of the 20 Minute VC Harry Stebbings, Host of the 20VC, recently hosted SaaStr CEO and Founder, Jason Lemkin for one of the first podcasts of the year. Together, they talk about the best of SaaS from 2023, the state of SaaS in 2024, and their predictions for Venture and IPOs for the year ahead. -----------------------------------------------------...

Jan 23, 202435 min

SaaStr 717: How Enterprise SaaS Companies are Buying AI (or Not) with ContextualAI, Anthropic, and Glean

SaaStr 717: How Enterprise SaaS Companies are Buying AI (or Not) with ContextualAI, Anthropic, and Glean While AI seems to have gone mainstream for consumers and smaller SaaS companies, but what about the big guys? While the first generation of Generative AI is great, it’s not quite ready to solve Enterprise problems. So, where are we now in the adoption cycle for the Enterprise world? We brought together an Enterprise SaaS panel with: Douwe Kiela, CEO of ContextualAI Benjamin Mann, co-founder o...

Jan 17, 202430 min

SaaStr 716: The Future of Customer Success in 2024: Insights and Predictions from Gainsight CEO Nick Mehta and SaaStr CEO and Founder Jason Lemkin

SaaStr 716: The Future of Customer Success in 2024: Insights and Predictions from Gainsight CEO Nick Mehta and SaaStr CEO and Founder Jason Lemkin Is it the end of an era in SaaS customer success? It seems like some of the biggest changes to the human side of SaaS are happening right now. What does the AI revolution and SaaS spending cuts mean for the future of Customer Success and support? In this episode, SaaStr CEO and Founder, Jason Lemkin, and SaaStr fan-favorite, Nick Mehta, CEO of Gainsig...

Jan 12, 202439 min

SaaStr 715: The 7 Biggest Mistakes CMOs Make (And How to Avoid Them) with the CMOs of Databricks, Zoom, and Okta

SaaStr 715: The 7 Biggest Mistakes CMOs Make (And How to Avoid Them) with the CMOs of Databricks, Zoom, and Okta In this CMO panel, Rick Schultz, CMO at Databricks, Janine Pelosi, Former CMO at Zoom, and Ryan Carlson, Former CMO at Okta, joined Carilu Dietrich, Advisor at Hypergrowth B2B Startups to talk about the seven biggest mistakes CMOs make. These CMOs have all taken their companies from the early stages through IPOs and have been apart of multi-billion dollar organizations. Here are the 7...

Jan 10, 202421 min

SaaStr 714: From Zero to Hero: How to Dominate Outbound SaaS Sales with Rippling and Founders Fund on CRO Confidential

SaaStr 714: From Zero to Hero: How to Dominate Outbound SaaS Sales with Rippling and Founders Fund on CRO Confidential. Hosted by Sam Blond, Partner at Founders Fund. With Ashley Kelly, VP of Global Sales Development at Rippling. In the latest episode of SaaStr's CRO Confidential series, host Sam Blond, partner at Founders Fund and former CRO at Brex, sits down with Ashley Kelly, VP of Global Sales Development at Rippling. For context - Ashley had previously helped Sam scale Brex's outbound sale...

Jan 05, 202447 min

SaaStr 713: Why the Future of Customer Success, Sales and Marketing Has Changed: Ask-Me-Anything Part 2 with SaaStr CEO and Founder Jason Lemkin

SaaStr 713: Why the Future of Customer Success, Sales and Marketing Has Changed: Ask-Me-Anything Part 2 with SaaStr CEO and Founder Jason Lemkin In part one of this Ask-Me-Anything (AMA) with SaaStr founder and CEO Jason Lemkin, he answered the community’s questions about whether all anyone cares about is AI anymore, investor appetites going into 2024, vertical SaaS, and thriving as a solo founder. In part two we head into IPO waters, how to incorporate AI into your products, the best way to dri...

Jan 02, 202430 min

SaaStr 712: Is AI the Only Thing in SaaS that Anyone Cares About Anymore? Ask-Me-Anything Part 1 with SaaStr CEO and Founder Jason Lemkin

SaaStr 712: Is AI the Only Thing in SaaS that Anyone Cares About Anymore? Ask-Me-Anything Part 1 with SaaStr CEO and Founder Jason Lemkin Ask Me Anything with SaaStr CEO and Founder Jason Lemkin Part One. In the first part of this open AMA, Jason shares his thoughts on the current state of sales and marketing, if anyone really cares about anything other than AI anymore, how to hire great partners, and breaking out of a crowded ecosystem. ----------------------------------------------------------...

Dec 28, 202326 min

SaaStr 711: 5 Lessons from Scaling Six Products to $100M+ with Samsara's Chief Strategy Officer Kiren Sekar

SaaStr 711: 5 Lessons from Scaling Six Products to $100M+ with Samsara's Chief Strategy Officer Kiren Sekar For any Cloud and SaaS Founders or execs seeking practical strategies and inspiration to stay ahead of the curve, this episode's for you. At the SaaStr Annual, Kiren Sekar, Samsara’s Chief Strategy Officer and founding chief Product Officer shared five lessons he learned along the way from scaling six products to $100M+. The six products/companies Kiren helped scale to $100M that he'll ref...

Dec 27, 202323 min

SaaStr 710: Running a PLG and Sales-Led Motion at the Same Time: What’s New at ZoomInfo with CEO Henry Schuck and SaaStr CEO and Founder Jason Lemkin

Welcome to the Official SaaStr Podcast Episode 710: Running a PLG and Sales-Led Motion at the Same Time: What’s New at ZoomInfo with CEO Henry Schuck and SaaStr CEO and Founder Jason Lemkin In the latest installment of SaaStr’s What’s New series – where we sit down with the leaders in SaaS and Cloud for the inside scoop on what’s top of mind and what’s new, SaaStr CEO and Jason Lemkin chats with the CEO of ZoomInfo, Henry Schuck. So, what’s new at ZoomInfo? In this episode, Jason and Henry discu...

Dec 21, 202333 min

SaaStr 709: 15 Signs You Have A SaaS Metrics Problem (and How to Fix it) with Dave Kellogg, EIR at Balderton Capital

SaaStr 709: 15 Signs You Have A SaaS Metrics Problem (and How to Fix it) with Dave Kellogg, EIR at Balderton Capital In this episode of the SaaStr Podcast, SaaStr OG and fan fave, Dave Kellogg, EIR at Balderton Capital, walks you through the complexities of SaaS metrics. With a wealth of experience leading major SaaS and enterprise software firms, Dave delves into the art of leveraging metrics for strategic advantage and the potential pitfalls of their misinterpretation. This episode will equip ...

Dec 19, 202334 min

SaaStr 708: The Top 10 Mistakes People Make When Hiring a VP of Sales with SaaStr CEO and Founder Jason Lemkin

The Top 10 Mistakes People Make When Hiring a VP of Sales with SaaStr CEO and Founder Jason Lemkin Hiring a VP of Sales isn’t new, but the conversations have evolved as the world has. SaaStr’s own Jason Lemkin shares the top 10 mistakes he sees during the hiring process during Workshop Wednesday, held every Wednesday at 10 a.m. PST. Jason has written about the cheat codes for hiring VPs of Sales since 2012 and realized it was worth a deeper dive. The last 18 months have seen the biggest changes ...

Dec 14, 202330 min

SaaStr 707: The Where, When, and How of AI with Theory Ventures, Open AI, MotherDuck and Lamini

SaaStr 707: The Where, When, and How of AI with Theory Ventures, Open AI, MotherDuck and Lamini Hear the latest insights on AI from leading VC Tomasz Tunguz of Theory Ventures Theory Ventures, joined by Jordan Tigani, Founder and CEO of Mother Duck Maggie Hott, GTM at OpenAI , and Sharon Zhou, Co-Founder and CEO of Lamini. Together they discuss the new architecture for building Software as a Service (SaaS) applications with data & machine learning at their core, moderated by Tomasz. The focus of...

Dec 12, 202331 min

SaaStr 706: What's New at Box with Aaron Levie, CEO and Co-Founder of Box and Jason Lemkin, CEO and Founder at SaaStr

In our 'What's New' series, SaaStr CEO and Founder Jason Lemkin sits down with the top CEOs from leading SaaS companies to discuss What's New and what's top of mind. In this episode, Jason sits down with Aaron Levie, CEO and Co-Founder of Box, and also a SaaStr-fan fave from speaking at various SaaStr events in-person and digitally. Together they discuss: How to go long as a CEO and Founder in SaaS Overhauling operating margins at Box to a top-tier 25% Implementing AI at BOX Macro issues on the ...

Dec 07, 202334 min

SaaStr 705: Decoding the 2024 Market: How to Scale from Go-to-Market Through IPO for the Year Ahead with ICONIQ Growth’s General Partner Doug Pepper and Head of Analytics, Christine Edmonds

A holistic and well-executed go-to-market strategy is one of the key pillars that drives sustainable, long-term growth for software companies. But there is a dearth of data that leaders can leverage to inform building out the best team, strategies, and tactics to scale their go-to-market organization. Leveraging proprietary data from over 200 leading GTM executives and tens of thousands of data points related to executive profiles across Sales and Marketing leaders, Doug Pepper, General Partner,...

Dec 05, 202334 min

SaaStr 704: CRO Confidential: The Hangover's Over: 5 Ways to Get Your SaaS Revenue Back On Track with Gong's SVP Sales, Jameson Yung, and Sam Blond, Partner at Founders Fund

We had a party in 2020 and 2021 where valuations and growth were crazy. Then, we had a hangover in 2022 and the first half of this year. Now, investing is coming back, public markets have returned, and we’re almost back to normal. Jameson Yung, SVP of Sales at Gong, and Sam Blond, Partner at Founders Fund and previous CRO at Brex, share five tactical ways to get back to growing and hitting revenue targets. The days of working a little for big returns are behind us in the Boom of ‘21, so what can...

Nov 30, 202336 min

SaaStr 703: Who Will Win the Go-to-Market AI Race — Startups or Incumbents? with Stage 2 Capital's Managing Director and Co-Founder Mark Roberge

As AI continues to reshape the way businesses operate, it has become a critical differentiator in gaining a competitive edge. Stage 2 Capital Co-founder and Managing Director Mark Roberge dissects the advantages and challenges faced by both startups and incumbents in leveraging AI for Go-to-Market strategies. Uncover the unique capabilities that startups bring to the table and how they disrupt established players with their agility, innovation, and ability to adapt to changing market dynamics. -...

Nov 28, 202336 min

SaaStr 702: Hitting Hypergrowth: How to Take Your SaaS Company from $25M to $100M+ and Beyond with Amplitude CEO, Spenser Skates

From seed funding to reaching $100M ARR to going public in 2021, Spenser Skates knows about growing and scaling a business. But for many founders, the question becomes: how do you maintain hypergrowth? In this podcast, Spenser will share key lessons around maintaining long-term, sustainable growth, including when to expand your product suite, why iteration matters more than perfection, where AI fits (and doesn't!) fit into growth strategy, and how to ensure your exec team is the right group for ...

Nov 24, 202332 min

SaaStr 701: The 5 Ways AI Will Transform Creativity with Adobe CSO & EVP Scott Belsky

Scott Belsky, CSO, and EVP at Adobe, does a deep dive on the profound transformations taking place in the creative world. As technology continues to reshape the landscape, Cloud and SaaS Founders, VCs, and Executives must adapt and evolve to stay ahead. Discover the playbook to thrive in this dynamic environment and unlock unprecedented opportunities. Belsky will share his deep insights into the rapidly changing creative industry, drawing from his vast experience at the forefront of innovation. ...

Nov 16, 202327 min

SaaStr 700: My Top 10 Failures as a SaaS CEO & What I've Learned with Nick Mehta, CEO at Gainsight

In this episode, Nick Mehta will share ten significant mistakes he made during his career, and how these failures shaped his journey as CEO of Gainsight. Mehta will impart valuable lessons on resilience and growth, offering attendees actionable takeaways for their own entrepreneurial ventures. This is a must-listen for anyone seeking to learn from real-life experiences and turn failures into opportunities for success in the software-as-a-service (SaaS) world. ------------------------------------...

Nov 14, 202338 min

SaaStr 699: CRO Confidential: The Proven Customer Acquisition Strategies Behind Toast's Record-Breaking Growth with Toast's CRO, Jonathan Vassil and Founders Fund Partner Sam Blond

In this new episode of CRO Confidential, we take a look at the proven customer acquisition strategies behind Toast's explosive growth to over $1.1B ARR. Hosted by Founders Fund Partner Sam Blond, this episode features the CRO of Toast Jonathan Vassil, who walks us through Toast's go-to-market and customer acquisition strategies. -------------------------------------------------------------------------------------------- This episode is sponsored by: Northwest Registered Agent When starting your ...

Nov 09, 202345 min

SaaStr 698: How to Navigate Strategic Change for Growth with SaaStr CEO and Founder Jason Lemkin

Welcome to Part Two of SaaStr founder and CEO Jason Lemkin’s Ask Me Anything session at this year’s SaaStr Annual. Jason re-takes the stage in Part 2 of the series to answer questions about the right time is to invest in a new product line, building vertical vs. horizontal, multiples in 2024, and much more. Building and scaling a startup isn’t for the faint of heart and often comes with many ups and downs that SaaS veterans have experience in. So, let’s jump right into Part Two. ----------------...

Nov 07, 202341 min

SaaStr 697: What SaaStr CEO and Founder Jason Lemkin Really Thinks About AI, Sales & Lead Gen In 2024

Each year, tens of thousands of SaaS fans attend SaaStr Annual. And every year, Jason Lemkin, the founder of SaaStr, takes the stage to answer the audience's most pressing questions. For part one of this Ask Me Anything session, Jason covers everything you need to know about hiring your first VP of Sales, when to use AI at early-stage companies, and when the right time is to invest in a new product line. Building and scaling a startup isn’t for the faint of heart and often comes with many ups an...

Nov 02, 202344 min

SaaStr 696: The Chat GPT Growth Story: How AI is Changing the Way We Work with OpenAI’s Head of Sales, Aliisa Rosenthal

As industry leaders, understanding the transformative power of AI and how it can be harnessed to drive innovation and growth is essential for staying ahead in today's rapidly evolving business landscape. In this episode, Aliisa Rosenthal, Head of Sales at OpenAI, will delve into the ways in which AI is reshaping the way we work. With her extensive experience and deep knowledge of AI technologies, Aliisa will share insights, trends, and practical examples of how AI is being applied across various...

Oct 24, 202317 min

SaaStr 695: How to Close More Deals with Less Budget with Datadog's CMO Alex Rosemblat

As SaaS companies slash campaign budgets, marketing leaders need to find other ways to augment customer wins from their remaining campaigns. Increasing down-funnel conversions by having marketing enable sellers to “all-star” levels along the funnel can help make up the difference. In this episode, Datadog's CMO Alex Rosemblat will explore the tactics, personas, best practices, and tracking metrics to significantly up-level product and campaign-level sales enablement.

Oct 22, 202332 min

SaaStr 694: Unlock Profitability and Growth - The Key Strategies with Expensify's COO Anu Muralidharan

In the dynamic landscape of SaaS startups, pursuing rapid customer growth while achieving and maintaining profitability is an art that requires flexible strategies and, more importantly, employees that are eager for the challenge. In this episode, Expensify COO Anu Muralidharan will share how Expensify became profitable on its way to securing millions of users in less than 15 years. You'll hear real-world examples and walk away with specific tactics they can immediately deploy at their own compa...

Oct 18, 202324 min

SaaStr 693: The Secrets to Scaling and Growth in an Unpredictable Market with monday.com’s Co-founder and Co-CEO, Eran Zimman, and SaaStr CEO and Founder, Jason Lemkin

Monday has gone from $7m in 2017 to over $700m in revenue today, showcasing the sheer power of compounding revenue. Did Monday’s founders feel like they’d be 100x bigger in just six years since that first SaaStr conference they attended? Eran Zimman, Monday’s co-founder and co-CEO, shares his secrets to scaling and growth in an unpredictable market. Monday hasn’t missed a bit, but before we dive into their secrets, let’s first learn where it all started and what they do today.

Oct 12, 202347 min

SaaStr 692: How To Perfectly Pitch Your Seed Stage Startup With Y Combinator's Managing Director Michael Seibel

Discover the best ways for a seed-stage startup to pitch to investors and successfully fundraise from Y Combinator’s Michael Seibel. Any founder you talk to likely remembers every investor who said no to them. Those founders hold a special kind of “not hatred,” says Michael Seibel, Managing Director and Group Partner at Y Combinator, but a special kind of something for those investors and a desire to prove them wrong. If you’re a seed-stage startup, Michael shares the best ways for you to presen...

Oct 06, 202330 min
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