B2B founder-led sales: common mistakes and simple fixes

B2B founder-led sales: common mistakes and simple fixes

Published on

May 2, 2025

Published by

Mo Kazemi

Most B2B founders start by selling their own product. You know it best. You know why you built it. You can speak to the problem with conviction. That’s a huge advantage. But it can also make things messy.

You’re wearing five hats. You’re answering support tickets one hour and pitching investors the next. When it comes to sales, you’re expected to be consistent, confident, and clear. That’s not easy.

Sales doesn’t just require product knowledge. It requires rhythm, structure, and clarity. And those are hard to build when you're also writing code, running ops, or hiring your first team member.

What makes founder-led sales tough

Here’s what I hear from founders all the time:

  • “I’m not sure what to say in cold outreach.”

  • “I think the call went well, but then they ghosted.”

  • “I don’t know if I should be qualifying harder or just trying to close.”

It’s not that they’re bad at selling. It’s that they’re improvising every time.

Founders get stuck in loops. Writing long emails. Over-explaining the product. Treating every lead like it’s life or death. That kind of pressure slows you down and clouds your thinking.

What helps

You don’t need a playbook. You need a simple, repeatable structure.

Here’s what I help founders put in place when they’re still leading sales themselves:

  1. Messaging that opens conversations
    You don’t need to convince anyone in the first sentence. You need to earn curiosity. That starts with speaking to the problem clearly, not pitching a solution too early.

  2. A discovery format that makes sense
    Great discovery calls are structured but never robotic. I usually recommend 4 key beats: context, friction, fit, and next steps. When you stop winging it, you learn faster.

  3. A weekly sales review
    Set aside 30 minutes each week. Look at your last 3 calls. What did you ask? What did they say? Where did you lose energy or momentum? That’s where the fix is.

  4. A short outbound rhythm
    You don’t need to send 200 emails. Start with 10. Make them sharp. Personalize 3. Build from there. If you’re not consistent, scale won’t help.

You don’t have to figure it out alone

Selling as a founder is brave. It’s vulnerable. You’re putting something you built in front of people and asking them to bet on it. That takes guts.

But it also takes support.

The right guidance doesn’t turn you into a sales rep. It makes you sharper as a founder. It gives you the tools to lead sales your way, with more structure and less second-guessing.

If you’re in the middle of it, and you're not sure what to adjust; that’s the moment to get help.

Curious where to start?
[Explore founder sales support →]

The end! Thanks for reading!