SaaStr AI London is Dec 1-2!! See You There!!

Helping, founding, funding, and growing B2B start-ups.  Making it a positive-sum game for everyone involved.  VC checks $500k-$4m @ SaaStrFund.com.  2x founder with nine figures of founder exits.

"Do or do not. There is no try."

Specialties: helping people grow and become their best.  Doing not the impossible, but the unlikely.  Never giving up.

Join 10,000 of us IRL at SaastrAnnual.com May 12-14 in SF Bay!!

FREE Weekly Workshops and Live AMAs, Sign up here -> https://www.saastr.com/workshop-wednesday/

SaaStrFund.com investments include:

- Co-led Series A in Salesloft ($2.3B exit)
- Co-led Seed in Pipedrive ($1.5B exit)
- Led Seed in Algolia ($2.3B)
- First VC in Talkdesk ($10B)
- Led Seed in Gorgias ($800m)
- Led Seed in Owner.com ($1B)
- First Investor in RevenueCat ($500m)
- First VC in Logikcull ($280m exit)
- Proud smaller investor in Greenhouse ($800m exit), Sqreen ($400m exit), Automile ($1B SEK exit), Opus Pro, Higgsfield.ai, and many others!
- and much more

Jason M. Lemkin

Possibly the biggest mistakes folks make joining a smaller startup for the first time is this:

You Gotta Know -- It's Not About You

Not trained?
No processes?
Not clear how it works?
Things you disagree with?

Figure It Out.  It's not about you.  It's about the mission.

SaaStr AI 2026 is May 12-14 in SF Bay!! See You There!!

How do founders that have never done it before scale to $10m, $100m, $1B in ARR?

They hire people better than them

This is the mistake most Stretch VPs make. They don’t hire folks better & later more experienced than them as their managers

And they hit a wall at the next stage

1️⃣ Very first month -> 
🔥 72% open rate ->
🚀 Deals already closed from leads that were previously ... ghosted.

I'll join Marc Benioff on Salesforce’s upcoming earnings call TODAY to share how SaaStr Ai deployed Agentforce in just weeks to re-engage 1,000+ missed leads and turn forgotten pipeline into millions of won-closed revenue.

Tune in at 2pm PT: https://lnkd.in/gvNvhynQ

AI reduced SaaStr headcount from 20+ to 3. 

Revenue went from -19% to +47% YoY. 

I'm not telling you to fire your team. 

I'm telling you to be honest about what the next version of your company actually looks like.

"Autonomous agents are here. The guardrail infrastructure isn’t. Every enterprise is about to face this problem: powerful, cheap agents that can do real damage if deployed without security infrastructure." with Harry Stebbings Rory O'Driscoll + me

Meet Harry Stebbings, Jason Lemkin, and Rory O’Driscoll LIVE at SaaStr AI 2026, May 12-14 in SF Bay!! 10,000 of the Best in AI + B2B!! See. You. There

Open article: 20VC x SaaStr: Anthropic Raises $30B, The B2B Software Gravity Well, and Why Corporate America Is Willing AI Into Existence by Jason M. Lemkin • 15 min read

20VC x SaaStr: Anthropic Raises $30B, The B2B Software Gravity Well, and Why Corporate America Is Willing AI Into Existence

We had an AI agent stop ingesting data four months before we noticed. 

No errors. No alerts. 

Just stale outputs wearing the mask of something functional. 

You can't train an AI agent and then just … go away.

Al Newman

CRO | NED | Investor

Highly experienced CRO, General Manager and Global Sales Leader. Over 20 years of successful roles in high and hyper-growth SaaS businesses originating from US/Canada, Europe and Israel.

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