Discover/Guest

Jason Lemkin

14 podcast appearances

Every podcast appearance by Jason Lemkin

Top clips

Companies, people & topics discussed

Key insights by topic

ai

Great AI marketing tools and AI SDRs are still in early stages with significant room for development and market capture.

factLenny's Podcast1:35:48
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It may be too late to build the next ChatGPT on the cheap, but for most business opportunities, it is not too late.

opinionLenny's Podcast1:36:45
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Building your own AI tools can be more fun and rewarding than just buying existing tools.

opinionLenny's Podcast1:40:26
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We are heading towards a future where AI agents handle various business functions, and hands-on experience with these tools now provides practical insights into how to navigate that future.

predictionLenny's Podcast1:40:26
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We are still very early in AI adoption, particularly for AI marketing tools and AI SDRs, and these markets have not yet hardened.

opinionLenny's Podcast1:36:45
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sales

Great AI marketing tools and AI SDRs are still in early stages with significant room for development and market capture.

factLenny's Podcast1:35:48
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A sales executive he knew experienced significant job instability, cycling through roles at 100k, 800k, 200k salary levels before leaving the industry entirely to return to school.

anecdoteLenny's Podcast1:29:12
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A sales executive he knows experienced significant income volatility, ranging from $100k to $800k to $200k positions, and eventually couldn't find employment and returned to school.

anecdoteLenny's Podcast1:29:56
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The best approach to reading sales and GTM books is to extract two or three valuable ideas from them rather than follow them as complete playbooks.

recommendationLenny's Podcast1:29:56
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Marketing adoption of AI tools is slower than sales adoption.

opinionLenny's Podcast1:23:58
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product

There is a SEO issue preventing the migration of the domain from the current setup, so the naming structure cannot be easily changed.

factLenny's Podcast1:41:12
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SaaStr has built tools including a valuation calculator and an AI VC, which are available at saastr.ai for community members to test and provide feedback on.

factLenny's Podcast1:40:26
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Reeve is an imaging app built with proprietary image LLMs that enables marketers to create great images through prompts.

factLenny's Podcast1:32:57
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I use Reeve every single day for GTM-related tasks.

anecdoteLenny's Podcast1:32:57
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Pluribus agents can share data together, enabling better collaboration across the platform.

factLenny's Podcast1:32:57
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gtm

A video about Mailchimp's founder discussing how a billion-dollar deal almost fell apart and challenging conventional B2B metrics like CLTV and CAC is valuable educational content despite having only 23,000 views.

opinionLenny's Podcast1:38:52
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A conversation between Matt Plank (CRO of Rippling) and Sam Blonde (former CCO of Brex) about Rippling's growth is valuable because they worked together and bring authentic, learner-focused perspectives rather than purely promotional ones.

recommendationLenny's Podcast1:38:52
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I use Reeve every single day for GTM-related tasks.

anecdoteLenny's Podcast1:32:57
||

Pluribus agents can share data together, enabling better collaboration across the platform.

factLenny's Podcast1:32:57
||

I recommend Reeve as a valuable GTM tool for creating marketing images with AI.

recommendationLenny's Podcast1:32:57
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go to market

Elena Vernon, head of growth at Lovable, reported that all the playbooks she used over twenty years in growth no longer work at any current companies.

anecdoteLenny's Podcast1:30:45
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Sales and GTM playbooks don't work as well as individual plays, and many GTM books focus on playbooks rather than adaptable plays.

opinionLenny's Podcast1:30:45
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The best approach to GTM and sales books is to extract 2-3 specific plays rather than adopting entire playbooks wholesale.

recommendationLenny's Podcast1:30:45
||

Most current GTM and sales books are too backwards-looking, and better books on this topic are needed in 2026.

predictionLenny's Podcast1:30:45
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GTM playbooks are not working as well as they used to because the current business landscape, particularly regarding AI, has changed significantly.

opinionLenny's Podcast1:29:56
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product development

It's now possible to build things without being able to code using modern AI tools.

factLenny's Podcast1:23:58
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Building with AI tools is much easier when replicating existing solutions, but truly novel products remain just as difficult to build.

opinionLenny's Podcast1:23:58
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AI agents can now debate with each other to arrive at correct answers on the first attempt, enabling non-coders to build functional applications without coding knowledge.

opinionLenny's Podcast1:23:15
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AI tools are highly productive because they have been trained on virtually all open source code available.

opinionLenny's Podcast1:23:15
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Claude v2 showed improvement in reducing hallucinations compared to earlier versions.

factLenny's Podcast1:23:15
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startups

It may be too late to build the next ChatGPT on the cheap, but for most business opportunities, it is not too late.

opinionLenny's Podcast1:36:45
||

The best startup you will ever work at is probably the one you are working at today.

recommendationLenny's Podcast1:36:45
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Founders should not quit their current startup if they have happy customers, as those customers will buy more from them.

recommendationLenny's Podcast1:36:45
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It is often easier to return an existing company to $10 million in revenue with 100-200 happy customers than to start from scratch, even in the age of AI.

opinionLenny's Podcast1:35:48
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Approximately 800 out of 1,000 unicorns born in 2021 are growing slowly and may never IPO or achieve a meaningful exit.

predictionLenny's Podcast1:20:56
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entrepreneurship

Building your own AI tools can be more fun and rewarding than just buying existing tools.

opinionLenny's Podcast1:40:26
||

Jason had a third conversation with a founder who crossed $100 million in revenue and wanted to leave to start a robotics company after ten years.

anecdoteLenny's Podcast1:35:48
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After waiting ten years to build tools for the SaaStr community, the goal is now to build approximately twenty tools.

predictionLenny's Podcast1:40:26
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If you're not feeling excited or tired by the current AI opportunities, you're not truly living the AI dream.

opinionLenny's Podcast1:20:13
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Entrepreneurs should either commit to working harder and pursuing aggressive growth, or accept slower growth paths with 8-15% annual growth rates.

recommendationLenny's Podcast1:20:56
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Episodes

We replaced our sales team with 20 AI agents—here’s what happened | Jason Lemkin (SaaStr)

Lenny's PodcastLenny's Podcast

We replaced our sales team with 20 AI agents—here’s what happened | Jason Lemkin (SaaStr)

Jason LemkinJan 1, 20261h 42min
SaaStr 823: Is GTM Really Dead?! with SaaStr CEO Jason Lemkin

SaaStrSaaStr

SaaStr 823: Is GTM Really Dead?! with SaaStr CEO Jason Lemkin

Jason LemkinOct 3, 202546 min
SaaStr 822: SaaStr's Top 10+ AI Agents: AI SDR, AI BDR, AI RevOps + More: The How, The Who, The Why with SaaStr CEO Jason Lemkin

SaaStrSaaStr

SaaStr 822: SaaStr's Top 10+ AI Agents: AI SDR, AI BDR, AI RevOps + More: The How, The Who, The Why with SaaStr CEO Jason Lemkin

Jason LemkinSep 24, 202554 min
SaaStr 798: The Top 10 Reasons to Come to 2025 SaaStr Annual May 13-15 in SF Bay with SaaStr CEO Jason Lemkin

SaaStrSaaStr

SaaStr 798: The Top 10 Reasons to Come to 2025 SaaStr Annual May 13-15 in SF Bay with SaaStr CEO Jason Lemkin

Jason LemkinApr 11, 202516 min
SaaStr 691: The 2024 SaaS Landscape: Why 2024 Could be Pretty Darn Good for SaaS IPOs with SaaStr CEO Jason Lemkin

SaaStrSaaStr

SaaStr 691: The 2024 SaaS Landscape: Why 2024 Could be Pretty Darn Good for SaaS IPOs with SaaStr CEO Jason Lemkin

Jason LemkinOct 4, 202323 min
SaaStr 680: The Most Important SaaS Metrics of 2023 with monday.com Co-Founders and SaaStr Founder Jason Lemkin

SaaStrSaaStr

SaaStr 680: The Most Important SaaS Metrics of 2023 with monday.com Co-Founders and SaaStr Founder Jason Lemkin

Jason LemkinAug 6, 20231h 2min
SaaStr 675: Why You're Unfundable in 2023: The Cold, Hard Truths About SaaS Part 2 with SaaStr CEO Jason Lemkin

SaaStrSaaStr

SaaStr 675: Why You're Unfundable in 2023: The Cold, Hard Truths About SaaS Part 2 with SaaStr CEO Jason Lemkin

Jason LemkinJul 15, 202324 min
SaaStr 667: The 2023 Mid-Year State of the Markets: Why Efficient Growth is Key with SaaStr CEO & Founder Jason Lemkin

SaaStrSaaStr

SaaStr 667: The 2023 Mid-Year State of the Markets: Why Efficient Growth is Key with SaaStr CEO & Founder Jason Lemkin

Jason LemkinJun 16, 202340 min
SaaStr 585: The Answers to Scaling, Hiring, and Everything Else: A SaaStr Europa AMA with SaaStr CEO Jason Lemkin

SaaStrSaaStr

SaaStr 585: The Answers to Scaling, Hiring, and Everything Else: A SaaStr Europa AMA with SaaStr CEO Jason Lemkin

Jason LemkinAug 26, 202225 min
SaaStr 583: Scaling Faster, Part 2: An AMA with SaaStr Founder & CEO Jason Lemkin

SaaStrSaaStr

SaaStr 583: Scaling Faster, Part 2: An AMA with SaaStr Founder & CEO Jason Lemkin

Jason LemkinAug 19, 202224 min
SaaStr 581: The Latest in VC Funding + Scaling SaaS: An AMA with SaaStr Founder & CEO Jason Lemkin

SaaStrSaaStr

SaaStr 581: The Latest in VC Funding + Scaling SaaS: An AMA with SaaStr Founder & CEO Jason Lemkin

Jason LemkinAug 12, 202225 min
SaaStr 579: Why Event Marketing Matters Even More Than Before & The Future Of Events with SaaStr CEO Jason Lemkin

SaaStrSaaStr

SaaStr 579: Why Event Marketing Matters Even More Than Before & The Future Of Events with SaaStr CEO Jason Lemkin

Jason LemkinAug 5, 202233 min
SaaStr 577: Scaling Faster, An AMA with SaaStr Founder & CEO Jason Lemkin

SaaStrSaaStr

SaaStr 577: Scaling Faster, An AMA with SaaStr Founder & CEO Jason Lemkin

Jason LemkinJul 29, 202222 min

SaaStrSaaStr

SaaStr 557: Where Venture Is Right Now with Iconiq GP Doug Pepper and SaaStr Founder Jason Lemkin

Jason LemkinMay 20, 202223 min