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How Much of Your Customer Support Can AI Really Resolve? The Best Get About 70%. The Median Is 48%. Here’s the Real Data From 13 Vendors
Oct 6, 2026
Exactly how many support and related issues can AI Agents really, truly resolve today? It's a good test of just exactly where the latest models and agents are. Now $100M ARR AI CX for ecommerce leader Gorgias (where SaaStr Fund led the seed) has now published a...
The Problem With Junior Marketing Hires (And What a True VP Costs)
Oct 6, 2026
https://twitter.com/jasonlk/status/2100170076783808840?s=2 There's a painful mistake I've seen so, so many first time founders make, especially those with little (or no) funding: The mistake is underhiring for your first marketing hire, your first "head of marketing /...
Dear SaaStr: I’ve Gotten to $1m ARR Selling Myself. What Should I Look For in My First Ever Head of Sales?
Oct 6, 2026
Dear SaaStr: I've Gotten to $1m ARR Selling Myself. What Should I Look For in My First Ever Head of Sales? You’re in a good spot—above $1M ARR and still founder-led sales. That’s a strong foundation. Now, as you’re automating and refining your sales process, you’re...
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Artificial Intelligence (AI), Blog Posts, SaaStr.Ai
How Much of Your Customer Support Can AI Really Resolve? The Best Get About 70%. The Median Is 48%. Here’s the Real Data From 13 Vendors
By Jason Lemkin | October 6, 2026
Exactly how many support and related issues can AI Agents really, truly resolve today? It’s a good test of just exactly where the latest models and agents are. Now $100M ARR AI CX for ecommerce leader Gorgias (where SaaStr Fund led the seed) has now published a public benchmark that tests 13 vendors on 212…
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Blog Posts, Growth, Hiring, Human Resources, Marketing
The Problem With Junior Marketing Hires (And What a True VP Costs)
By Jason Lemkin | October 6, 2026
"Once you have any customers at all, hire a head of marketing. You really can't hire a VP of Marketing too early. If they just get you another 20%-50% leads, they'll more than pay for yourself. But that doesn't mean hire someone junior that can't own it." pic.twitter.com/PFayptO0Nq — Jason ✨👾SaaStr.Ai✨ Lemkin (@jasonlk) September 16,…
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Blog Posts, Q&A
Dear SaaStr: I’ve Gotten to $1m ARR Selling Myself. What Should I Look For in My First Ever Head of Sales?
By Jason Lemkin | October 6, 2026
Dear SaaStr: I’ve Gotten to $1m ARR Selling Myself. What Should I Look For in My First Ever Head of Sales? You’re in a good spot—above $1M ARR and still founder-led sales. That’s a strong foundation. Now, as you’re automating and refining your sales process, you’re getting close to the right time to bring in…
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"SaaStr is the largest community of people who like enterprise software on the planet. It’s a great community of people trying to build companies and learn from one another. It’s pretty amazing to see."
Aaron Levie, CEO and Co-Founder of Box

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Eric Yuan, CEO & Co-Founder of Zoom

"SaaStr is the undisputed thought leader in how to build SaaS businesses. Jason is legendary."
Lew Cirne, CEO of NewRelic

"SaaStr is the undisputed thought leader in how to build SaaS businesses. Jason is legendary."
Lew Cirne, CEO of NewRelic

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Scott Dorsey, CEO of ExactTarget

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Popular Q&A
Schmoozing Is Dead, Agents Are Hitting 120% of Humans, and Growth Is the Only Thing That Matters: 10 Things From the Closing Q&A at SaaStr AI Annual 2026
May 17, 2026
We just wrapped SaaStr AI Annual 2026, and the closing Q&A on Day 3 ended up being one of the most engaged of the whole gathering. No script, no prepared deck, just an hour-and-a-half of questions from the audience on the topics most on their mind....
Dear SaaStr: What Was the Toughest Rejection You Ever Had in Sales?
Oct 26, 2025
Dear SaaStr: What Was the Toughest Rejection You Ever Had in Sales? The hardest rejection I’ve had in sales was around renewals. Especially ones I thought we really had earned. But still lost. In particular, in the early days of EchoSign / Adobe Sign, we had a...
Dear SaaStr: What Is the Playbook for a Successful Customer Success Team?
May 10, 2025
Dear SaaStr: What Is the Playbook for a Successful Customer Success Team? A good playbook for customer success is all about driving retention, expansion, and customer happiness while making it scalable: Hire Truly Product-Savvy Customer Success Managers at First Focus...
AI at Scale: 8 Learnings from monday.com Co-Founder and Co-Ceo Eran Zinman
Feb 28, 2025
monday.com Co-CEO and Co-Founder Eran Zinman recently sat down with SaaStr CEO and Founder Jason Lemkin to share his insights on their journey, including how they’ve leveraged AI, maintained growth, and expanded into multiple product lines.
The 2025 SaaS Vibe Check: What Founders Need to Know Right Now with SaaStr CEO and Founder Jason Lemkin
Feb 19, 2025
SaaStr CEO and Founder Jason Lemkin did a vibe check into the state of SaaS, AI, venture funding, and the rollercoaster of building a business in 2025.
Dear SaaStr: Can an Entrepreneur Back Out of a Signed Term Sheet Without Damaging Their Reputation?
Dec 9, 2024
Dear SaaStr: Can an entrepreneur back out of a signed term sheet without damaging their reputation? In my experience — Yes, probably. As a founder, you can back out of a term sheet if something is off, or even if you just get another offer you prefer. There is a lot...


