AI PR Is Killing Your Startup’s Chances With the Media
Yeah. I never blocked any domains or people pre-AI … but now … every day The rotation and throway does get around it partially though I am surprised the lame PR apps don’t use them — Jason ✨👾SaaStr.Ai✨ Lemkin (@jasonlk) May 27, 2026 For the past 12+ months, we...
Dear SaaStr: As a Startup, What Are Some Effective Ways For an Underdog to Take Down Their Competition?
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...
Dear SaaStr: A Big Tech Co Launched a Competitive Product. How Can I Tell How Serious They Are About It?
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....
Why It’s Year 3 When You Lose Your Larger Customers (And in The AI Age, It’s Becoming Year 2)
Recently I was catching up with a good friend who used to be CEO of an enterprise-y B2B social networking company. The usage and engagement numbers of his business were just awful. Customers bought because they thought their organizations needed this functionality,...
Dear SaaStr: How Do I Convince My CEO that Marketing is Important?
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...
Our AI VP of Marketing Updates Our Revenue Forecasts in Real Time, Without Bias. That Alone is Magical.
If you haven’t heard of 10K: it’s our AI VP of Marketing at SaaStr, built on Replit. We tried to buy something that did what we needed — an AI agent that could actually orchestrate marketing, not just write mediocre content — and couldn’t...
Marketing Is Not Complicated. Show Up Where Your Customers Are.
There are 4,000 marketers sharing their wisdown on LinkedIn. Entire courses dedicated to funnel optimization and attribution modeling and demand gen frameworks. Conferences full of people arguing about brand vs. performance marketing. But here’s what I’ve...
Dear SaaStr: Should We Over-Charge or Under-Charge our First Customers?
Dear SaaStr: Should We Over-Charge or Under-Charge our First Customers? My general rules: Overcharge if the customer is big, i.e., >$50k-$100k a year o nor so in ACV. Undercharge if the customer is smaller by revenue. There’s a method to the seeming madness...
Dear SaaStr: How Should I Present The Competition Slide of My Pitch Deck if I Have Too Many Competitors?
Dear SaaStr: How Should I Present The Competition Slide of My Pitch Deck if I Have Too Many Competitors? Simple Answer: Just pick the Top 5 competitors, that’s enough. Not just by revenue, but also, by significance. Longer Answer: The competitor slide is a chance to:...
Dear SaaStr: How Many Of Our Prospects and Customers Should I Meet Face-to-Face?
Dear SaaStr: Should an early- stage B2B startup meet every customer face-to-face to receive feedback? If you could — all of them. The more customers you meet in person, the more that buy from you, and the more “more stuff” they buy from you after,. The full data here...
Dear SaaStr: My Customer Missed the Deadline for AutoRenewal. How Do I Handle This Situation?
Dear SaaStr: My Customer Missed the Deadline for AutoRenewal. How Do I Handle This Situation? You can ask them to pay, for sure. But if they don’t want to, just turn the product off if they don’t pay. Then, Let it go and Move On. At a practical level, it is...
Dear SaaStr: Should We Drop Customers That Complain Too Much?
Dear SaaStr: Should We Drop Customers That Complain Too Much? Sometimes, yes. But just as often, the ones that complain are the ones that care. And oftentimes, their complaints help focus you on the gaps you really do need to fix. One thing most SaaS companies get...
How Our AI BDR Drove Inbound From 30% to 71% of Revenue from Inbound — By Letting AI Qualify 24/7
Since August, our AI inbound agent has handled 45,188 sessions, qualified 1,025 prospects, booked 91 meetings, and closed $1,010,000 in revenue. In October alone, 71% of our closed-won sponsorship deals in Q4 came from AI-qualified inbound leads. Our historic average?...
Dear SaaStr: What Types of Customers Should be Avoided and How Do I Recognize Them?
Dear SaaStr: What Types of Customers Should be Avoided and How Do I Recognize Them? You will get lots of advice on “bad customers”, “firing customers”, and the like. For the most part, in SaaS, I don’t agree. The “Bad Customer” Myth: Why Your Most...
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