AI and the Death of the 2021 Sales Playbook with SaaStr CEO and Founder Jason Lemkin

17 Dec 2025 · 28 min
28:15

Live SaaStr talk and AMA by Jason M. Lemkin about how recent AI advances are reshaping B2B go-to-market (GTM). Lemkin argues the core plays (inbound, outbound, webinars) still work but the context has changed: massive, simultaneous demand for AI tools, faster product iteration/cloning, consolidation of vendor budgets, and a need to deliver immediate, deployable AI value (often by replacing human work). He gives practical guidance on deploying AI agents, common failure modes, skills to learn, and how sales must become more product-expert and value-focused.

Chapters

More from Jason

1:21
youtube.com

Why Atlassian Is Hiring More Juniors in the AI Era

2d ago
0:52
youtube.com

Vendors Want $240K a Year for API Access

3d ago
1:22
youtube.com

Atlassian Bolted AI Onto Jira Anyway

4d ago
0:39
youtube.com

AI Made Engineers Faster, Then Teams Went Spinning in Circles

5d ago
0:54
youtube.com

Everyone Was Rowing, No One Was Steering

6d ago
43:54
youtube.com

How Atlassian Ships AI Across 20 Products and 5 Million Users

1w ago
0:19
youtube.com

$100M in Year One, Mostly From Outside the US

1w ago
0:33
youtube.com

AI Job Titles Up 4x, Half of Everyone Changed Jobs in 16 Months

1w ago
1:27
youtube.com

AI Deleted His App Twice, Then Denied It

1w ago
0:36
youtube.com

120 Countries by Year 3. AI Goes Global From Day One

1w ago
0:23
youtube.com

Global Revenue Is the New Baseline for AI Companies

2w ago
See all content