SaaStr 846: 10 Things to Know Before You Deploy Your First AI SDR with SaaStr's CEO and CAIO

SaaStr 846: 10 Things to Know Before You Deploy Your First AI SDR with SaaStr's CEO and CAIO

If you're about to roll out your first AI SDR, or you're on your second or third deployment and still not getting the results you want, this one's for you.

Amelia Lerutte, SaaStr Chief AI Officer, and Jason Lemkin, SaaStr CEO and Founder, walk through everything they've learned from running 20+ AI agents in production at SaaStr, including four AI SDRs spanning outbound, inbound, customer success, and sponsor engagement. After 10 months, 1.5 million inbound sessions, and over 200,000 outbound messages sent, they've made enough mistakes to save you a lot of time and money.

In this session they cover:

Why the tool doesn't matter as much as you think, and what actually does.

The single biggest mistake both early-stage startups and billion-dollar companies make when deploying their first AI SDR.

How to segment ruthlessly so your agent has the right context for every prospect instead of one big, generic brain.

Why consistency beats brilliance, and what "pretty good at scale" actually looks like in practice.

The minimum traffic and list size you need before an inbound or outbound AI SDR is worth deploying.

How many humans you actually need to run this well, and what happens when you don't have them.

What the first 30 days should look like, and why nothing is ever truly set and forget.

The real story behind Amelia AI, SaaStr's multimodal video agent, including what they'd do differently if starting over.

They also get into lookalike audiences as a list-building hack for early stage companies, when to build versus buy, and what it actually feels like when someone tries to prompt inject your agent at scale.

If you've been on the fence about deploying an AI SDR, or you've deployed one and it's underperforming, this is the most practical breakdown of what it takes to make one work.

Resources mentioned: SaaStr AI Agents directory: saastr.ai/agents SaaStr Annual 2026: May 12-14, SF Bay Area