5 Simple Tips to Quickly Improve Sales Performance
Dear SaaStr: What are the best 5 tips to improve poor sales performance? If you've never listened to your sales reps' calls, Especially the ones that are mediocre performers, You'll often be shocked what you hear. — Jason ✨👾SaaStr.Ai✨ Lemkin...
Don’t Let Them (Your Best Employees) Go
When you see Founder Mode from a non-founder When you find a VP, an exec, that actually cares as much as a founder, or almost as much … Promote them fast. ASAP. Double their equity. And … never let them go. — Jason ✨👾SaaStr.Ai✨ Lemkin (@jasonlk) May 29, 2026 It...
Right Now, We Run 4+ AI SDR Agents. Here’s Why.
We’ll take four A+ specialized AI agents over one B+ all-in-one platform every time. At least … for now. We’ll take four A+ specialized AI agents over one B+ all-in-one platform every time. At least … for now. The all-in-one AI agent builders promise...
Entrata at $575m ARR Growing 23% Is First of the Next Wave of PE-Backed Software IPOs. The Catch: Almost None of Them Are Accelerating.
Entrata filed its S-1 on May 28 to list on the NYSE under the ticker “ENT.” It’s the multifamily property management Operating System out of Lehi, Utah, founded way back in 2003, with Silver Lake holding majority control since 2022. The numbers are...
The Best Sales Execs Are Great at The Interview Process, Too
If a sales exec makes it anything but effortless to schedule a job interview with them, Basically it won't work out — Jason ✨👾SaaStr.Ai✨ Lemkin (@jasonlk) February 13, 2024 So I remember years ago I went to hire my first VP ever. To make it even tougher,...
How Papaya Global Built a Production Compliance Agent With Claude, Lovable, and Supabase. And No Engineers
Payroll compliance is a business where one wrong answer can cost $250,000. Papaya Global runs it across 160 countries, and they kept losing a quiet battle. At 2am, when a client has a real question, like whether they can terminate a worker in Germany, the client does...
The GTM Stack Anthropic Uses From Its Head of Industries: Surprisingly Familiar Names. Used In New Ways.
You’d assume Anthropic, of all companies, would be running on some self-grown, cutting-edge AI-native sales platform. Maybe a Salesforce killer they built themselves. Maybe Claude baked into the protocol layer of every workflow. They aren’t. At least not...
A Deep Dive With the Replit Team on Our Agents: 10K, QBee, the AGI-ish Bloomberg Beta Email, and Programming in English (For Real)
The Replit team came out in force to SaaStr AI 2026 (from the CEO to the CRO and the President!). They also in an unguarded moment interviewed me on stage and off stage about how we’re actually running SaaStr AI with our agents. The real, unglamorous,...
One Unexpected Benefit of Our AI VP Customer Success: Customers Yell a Lot Less. Everything Is Just … More Calm.
Agents Really > Humans in Many Cases. If the AI Agent is Really Well Trained and Designed. There’s a part of running AI agents in production that nobody writes about. It’s not the cost. It’s not the hallucinations. It’s not the setup....
The #1 Mistake I See Founders Make When They Hire Their First VP of Sales
I'd say about 66% of founders step back from sales when they hire a VP of Sales 95% of the time, it backfires You don't get that time back. You just use it in different parts of the sales process. — Jason ✨👾SaaStr.Ai✨ Lemkin (@jasonlk) May 27, 2026 So...
AI App of the Week: Delightloop, the AI Agent That Closes Deals With Physical Gifts
For years, B2B gifting was a manual, expensive afterthought. A field marketer would spend 200 hours a quarter sourcing tchotchkes, guessing addresses, hoping the package landed before the rep gave up on the account. The conversion math rarely worked. Most programs...
The One Secret Tip To Hiring a Great Sales Rep (In The Early Days)
We’ve written this point before, embedded in other posts. We’ve talked about it in many presentations.  But it’s time to call out One Simple Hack to getting sales going in your B2B start-up, in the early-ish days.  One of the best there is in B2B....
How One AI Teammate Beat a Stack of 20 AI Sales Agents With Vivun’s CMO
Most go-to-market teams spent the last 18 months buying an agent for every job. Gartner told them to. The advice was to evaluate agents for discrete parts of the sales cycle: a task, an agent; a process, an agent; a thing a rep does, an agent. So that is exactly what...
The SaaSpocalypse Is Officially Over. Public Software Is Back to Green at the Index Level. But The Gains Aren’t Remotely Even.
The public software basket is back green for 2026. After the roughest start to the year for software stocks… ever. At the index level, the aggregate losses from the sell-off have been pared, and a chunk of the group is now putting up a monster year. One thing...
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