by Jason Lemkin | Oct 23, 2026 | Artificial Intelligence (AI), Blog Posts, Marketing, SaaStr.Ai
In 2021 Jeff Lawson wrote Ask Your Developer. His point was that developers had become the real buyers of a huge slice of B2B software. If you wanted to win Twilio-style infrastructure deals, you won the engineer, and the engineer brought the budget with them. Five...
by Jason Lemkin | Oct 6, 2026 | Blog Posts, Growth, Hiring, Human Resources, Marketing |
"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...
by Jason Lemkin | Sep 26, 2026 | Blog Posts, Hiring, Marketing, Sales |
"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...
by Jason Lemkin | Sep 24, 2026 | Blog Posts, Growth, Marketing, Sales |
Recently I was catching up with an exec from a B2B company well in excess of $100m ARR. One of the key platforms their app integrates with has started to … slow down their access. Slow down access to new features, to semi-documented APIs. Slow down access to...
by Jason Lemkin | Sep 21, 2026 | Blog Posts, Growth, Marketing, Marketing |
I’ve re-learned something about marketing every year working on the SaaStr AI Annual for 10+ years. And that thing I’ve learned is that you can take two brutally competitive products, that are very similar, give each a booth at SaaStr AI Annual, London or...
by Jason Lemkin | Sep 14, 2026 | Blog Posts, Marketing, Marketing |
"How do you kill your competition? You have to think about this if you really want to win. At Elevenlabs, we did a grants program, 10,000+. Then we upsold them — later. And it helped crush the competition." with @samdblond https://t.co/ktEXlxMQJV...
by Jason Lemkin | Sep 10, 2026 | Blog Posts, Growth, Marketing, Marketing, Q&A |
Dear SaaStr: Should You Ask a Prospect What Competitors They Are Looking At? Yes. And in 2026, more than ever. You’ll find 90% of the time you’ll want to not just tell a prospect who you are competing with, but do so aggressively. And box the competition...
by Jason Lemkin | Sep 9, 2026 | Blog Posts, Marketing, Marketing, Q&A |
Dear SaaStr: If I White-label my B2B product, will it hurt me on branding my own company? Just do it. If it’s easy to do. Lots of folks agonize over white-labelling. The brand benefits will go to my partner, not me. I’ll be valued less. Etc. etc. But bear in mind a...
by Jason Lemkin | Aug 28, 2026 | Blog Posts, Marketing |
Dear SaaStr: Should I Do a Dinner or a Booth at a Big Industry Event? Or Just Buy Tickets? So the next event cycle is coming up. Dreamforce. SaaStr will be there in force, both with a booth and a dinner. Inbound, AWS Reinvent, and more. You will hear a lot of advice...
by Jason Lemkin | Aug 27, 2026 | Blog Posts, Marketing, Marketing, Q&A, Scale |
Dear SaaStr: What Are Some Signs That Your B2B Marketing Programs Won’t Scale Well? The #1 flag your marketing efforts aren’t working is that you are spending too much — but importantly, in the aggregate. Don’t overindex on any individual campaign...
by Jason Lemkin | Aug 9, 2026 | Blog Posts, Early, Marketing, Metrics, Product, Q&A |
Dear SaaStr: What Is A Good Demo Conversion Rate for a SaaS Startup? 10%-20%. If fewer than 8%-10% or so of your demos convert to paid customers, you’ll start to burn out your sales team. Because they generally need to close 10-15 deals a month to eat (more for SMB,...
by Jason Lemkin | May 24, 2026 | Blog Posts, Early, Marketing, Marketing, Metrics, Q&A |
Dear SaaStr: As a Startup, What Are Some Effective Ways For an Underdog to Take Down Their Competition? It depends on the gap. In B2B historically, I’d argue if your competitor is larger than you, at $8M-$10M+ in ARR and growing quickly, with even reasonably...
by Jason Lemkin | May 23, 2026 | Blog Posts, Early, Marketing, Marketing, Q&A |
Dear SaaStr: A Big Tech Co Launched a Competitive Product. How Can I Tell How Serious They Are About It? In B2B at least, I’ll give you a few metrics that are fairly reliable. The classic one still works, but in 2026 you need to layer in some new signals too....
by Jason Lemkin | May 17, 2026 | Blog Posts, Early, Marketing, Marketing, Q&A |
Dear SaaStr: How do I Convince My CEO that Marketing is Important? A lot of CEOs these days do seem to be late to truly invest in B2B marketing, and most especially, to hiring a true VP of Marketing. In the Age of AI, so many CEOs hack it to $5m, $8m, $20m+ in ARR...
by Jason Lemkin | May 12, 2026 | Blog Posts, Growth, Marketing |
When a new head of marketing joins a start-up and the first thing they want to do is “refresh the marketing site”, I always quietly groan a bit. Look, a marketing site is important. But don’t leads matter more? Shouldn’t improving the funnel...