by Jason Lemkin | May 3, 2026 | Blog Posts, Q&A, SaaS Product Pricing, Sales |
Dear SaaStr: When and how should SaaS startups offer reduced pricing vs the competition? For most B2B apps, you want to at least start with “just right”, Goldilocks pricing: #1. Too high a price, and you start to add friction to the sales process. Deals take longer,...
by Jason Lemkin | Apr 29, 2026 | Blog Posts, Growth, Sales |
Per @lightspeedvp survey of 154 venture-backed sales teams, the #1 reason deals don’t close is “no action”. And the #3 is “went silent”. These aren’t reasons. These are non-reasons. If you really want to know why, you have to push the team harder....
by Jason Lemkin | Apr 26, 2026 | Blog Posts, Compensation, Hiring, Q&A, Sales, Scale |
Dear SaaStr: What Sales Comp Plan Should I Use For Our Very First Sales Rep? At the end of the day you have to solve for two things: A plan that gives the reps a living, fair wage; and A plan that you know and feel is accretive to the company. Sales reps have to be...
by Jason Lemkin | Apr 23, 2026 | Blog Posts, Early, Sales, Sales |
We’ve talked a lot on SaaStr over the years about all different types of VPs of Sales. From Stretch VPs to stage-appropriate VPs. A great checklist here to make sure you’re making the right hire. It’s worth also focusing on a related, high-level...
by Jason Lemkin | Apr 20, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai, Sales
I’m sometimes slow to see the obvious. We’ve been running AI agents in production at SaaStr AI for about 10 months now. 20+ agents across Artisan, Qualified, AgentForce, Monaco, Momentum, custom Replit builds, Slackbots, and more. We went from 20+...
by Jason Lemkin | Apr 18, 2026 | Blog Posts, Podcasts, Q&A, Sales |
Dear SaaStr: How can I boost my sales if I am in B2B sales? My top tips for AEs: Grab your CEO and bring her into bigger deals. Ask your CEO to join you on a few sales calls a month. Deals will close at a higher rate if the CEO joins. Customers love to talk to...
by Jason Lemkin | Apr 17, 2026 | Blog Posts, Career Growth & Advice, Growth, Q&A, Sales, Sales |
The biggest mistake you can make as a founder when you hire your first VP of Sales is stepping out of sales I see this again, and again It only works with the very best VPs of Sales Every other first VP of Sales needs you doing at least half of what you were doing...
by Jason Lemkin | Apr 15, 2026 | Artificial Intelligence (AI), Blog Posts, SaaStr.Ai, Sales
Here’s the headline number: we replaced most of our human sales team with 20 AI agents, kept 1.25 humans, and closed 140% of what the full human team closed the year before. That’s a real number. I’m not going to hedge it or qualify it away. We Hit...
by Jason Lemkin | Apr 13, 2026 | Blog Posts, Career Growth & Advice, Early, Hiring, Q&A, Sales, Sales |
Dear SaaStr: What’s the #1 Most Important Thing To Look For In Your First Sales Rep? The #1 most important criterion for your first 2 reps is: would you buy from her? For real? Would you truly, 100%, buy your own product from them? 98% of the reps you interview …...
by Jason Lemkin | Apr 10, 2026 | Blog Posts, Career Growth & Advice, Growth, Q&A, Sales, Sales |
Dear SaaStr: What’s the #1 Mistake New Sales Leaders Make? Let me just summarize my #1 observation here: the top mistake first-time sales managers make is recruiting. In that — they can’t do it. They can’t recruit great reps. They can recruit some mediocre...
by Jason Lemkin | Feb 18, 2026 | Blog Posts, Early, Q&A, Sales |
Dear SaaStr: What qualities do the great salespeople have? When I'm ready to buy, A great sales rep makes it easier. And better. And gets all my questions answered. A mediocre rep just makes it harder. — Jason ✨👾SaaStr.Ai✨ Lemkin (@jasonlk) April 2, 2022 A...
by Jason Lemkin | Jan 28, 2026 | Blog Posts, Customer Success, Growth, Marketing, Q&A, Sales, Sales |
Dear SaaStr: What are some best practices for selling a new product/service to your existing SaaS clients? First, make sure your NPS is high. And drive it even higher. Here’s the bottom line: if your NPS is say > 40 or so, a significant portion of your customers...
by Jason Lemkin | Jan 27, 2026 | Blog Posts, Sales
I got a LinkedIn DM the other day from the CRO of a well-known B2B company. Nice guy. Some mutual friends. He’d seen me posting about vibe-coding some internal tools and wanted to show me what they’re building. Fair enough. I said thanks, but honestly,...
by Jason Lemkin | Jan 21, 2026 | Blog Posts, Early, Q&A, Sales, Sales |
Dear SaaStr: Should sales reps be compensated differently based on how much prospecting they do? For example, if all of their leads come inbound (without effort on their part) should they receive a lesser % per deal vs a rep that prospects for their own leads? It...
by Jason Lemkin | Jan 19, 2026 | Blog Posts, Sales |
Dear SaaStr: How Should I Pay Sales Reps When Our Customers Pay Monthly? There are basically two options — really three, by blending the two: The first is to pay monthly commissions. I generally don’t recommend this. I.e., if you pay the reps a 10%...