Skip to Main Content
The Founder-Led 
Sales Guide

Run your first call

What you’ll learn

How to structure and run sales calls that move prospects forward.

Why it’s important

Unstructured calls lead to repeated mistakes you can't diagnose. A consistent approach lets you learn from each conversation and improve, rather than guessing why deals stall.

Keep reading if...

  • The thought of selling on a call makes you sweat.
  • You’re unsure of how to bridge from discovery to sale.
  • Your instinct is to show the product and pitch features as fast as possible.

Remember how we told you that your discovery calls were about listening? Yeah, you’re still doing that. But now you have to move the prospect to the next step in the process. You need to turn them into a lead.

Nervous? That’s normal.

Founders have told us they were “visibly shaking” on early calls. Or that they “​​did the same stupid thing over and over” without realizing what was holding them back.

The sales call is showtime. It’s one of your first and most important external functions as a founder. And if you have co-founders, it is your responsibility to take this seriously.

While approaches vary depending on your chosen methodology, generally, “a sales call” can refer to several calls:

  • Discovery/Qualifying
    Learning about the prospect and whether or not they are even a good fit for your product (and vice versa).
  • Demos
    Showing the prospect the actual product.
  • Onboarding/Trial/Pilots
    Setting the prospect up on your solution before a deeper commitment.
  • Stakeholder alignment
    Getting supporting teams, buyers, or technical owners on the call to ensure that the deal can go through and there are no technical or administrative blockers.

The most common mistake new founders make is trying to jam all of this into a single call.

“I would jump straight into a product demo and say, ‘Look at these features, look at all these cool things you could do!’” says , co-founder of Equals. “Every instinct I had was to try to tell them the answer….I didn’t know how to sell.”

In that first call, we'll do some discovery and we also do a demo. Once we've learned a bit about, why did they even have interest in Tofu in the first place, we set up a much more holistic demo for the wider team that's actually walking through what they told us.

Elaine Zelby

Co-founder, Tofu

Before the call

Take a breath, and take your time. Here’s where to start before your first sales call, building on our founder-led sales mindsets:

You’re in charge

If someone agrees to spend an hour with you, you’re already in the driver's seat. Don’t waste the call by winging it. Show up ready to run through a process. (It's also a subtle but important signal that you’re trustworthy.)

You’re there to listen

Especially if it's the first call. Don’t jump to demoing, selling, or convincing. Hear them out and use your discovery questions. Aim for 80% listening, 20% talking.

Show them respect: Do your research

“Extend the individual respect by putting a lot of effort into what you're saying to them so that it's clearly not copy-paste or AI slop,” says , co-founder of Intercom. “Making it clear, ‘Hey, I do know who you are. I know your job title, and I know your company. I've thought about how my product could benefit you. You specifically.’"

During the call

Come with a question toolbox

Here’s one we’ve used:

Setting the table

  • Can you describe your role?
  • What does success look like for you in your role?
  • What are your goals for this year?

Product insights

  • What’s the hardest part about [doing X / achieving success]?
  • Tell me a story about the last time you tried to [do X].
    • What happened?
  • When was the last time this happened?
    • Why was it a problem for you?
    • How big a problem is it?
  • What was the hardest part about doing that?
  • How do you solve this problem now?
  • What’s not ideal about your current solution?

Marketing insights

  • Where do you hang out online?
  • Can you introduce us to a few other people like you?
  • What do people not talk about enough when it comes to [your problem]?
  • Where do you get industry news and advice?
  • What newsletters/YouTube channels do you subscribe to and enjoy?
  • Do you belong to any communities (Slack, Discord, Reddit, etc.)?

Steal this list, make it your own.

You can always veer off course to chase a particularly interesting insight, but your question toolbox gives you a place to return to.

Disqualify them ASAP

Especially early, you will be more focused on ruling them out than trying to do additional discovery. Be ruthless with their time and yours.

“If you ask if they have this problem and they say ‘no’ and they actually mean it, then that's great,” says , co-founder of Pylon. “The worst thing that could happen is you schedule more time with them, and they're just being nice.”

Do not pitch them

No one buys something they’ve never heard of from a new company on the first call. But they do have their curiosity spiked enough to try it out. “The first 20 to 50 calls are not going to be about closing. You don't even know what that is... they are about finding who has the problem, how do they describe it, what have they tried, what triggers action, what would be the impact to them if they had something that would solve this problem for them," says Esha Joshi, co-founder of Yoodli.

Related: If your Ideal Customer Profile (ICP) is other CEO and founders, beware of the double pitch.

“I've had many sales calls where I was selling them, but the person was trying to sell me something, and you have this very weird moment. It's just a really weird situation, and you don't want to be in the room,” says , co-founder of June. “This happened to me many, many times in the first year.”

Record your calls

You want to focus on the conversation, not note-taking. Also, watching old calls is the best way to improve. Learn more about the right tools and tech in Step 3.

Ask open-ended questions

Then follow up with several “whys.” This is how you reach the second and third levels of insight. The good stuff. Do not lead them with "Wouldn't it be better if…” or “Have you considered…”

Practice reflection

Invite additional thoughts with a simple follow-up question, “So, what I heard was [restate answer], is that right?” That makes it feel less like an interrogation and more like a conversation.

Don't confuse compliments for evidence

To quote Alec Baldwin, money talks and bullshit walks. Everyone can be nice until it’s time to pay.

Remember, you’re performing

“I realized how dead my expression looked on calls, and [my sales coach] was like, ‘You need to smile,’” says , co-founder of Recall.ai. “Also, I would verbally indicate that I was listening. But the sales coach helped me realize I don't want to be accidentally interrupting them. These are like two really small things, but they made a really big difference in how comfortable people felt and how much they shared.”

I was always spending the time, even when it was more manual, setting up these demos for them, making the effort to make it as personal an experience as I could.

Elaine Zelby

Co-founder, Tofu

After/at the end of the call

1. Assign next steps

“Usually, we’ll assign people homework after a qualifying call, which is to share with us some documentation of a really difficult process they’re not sure that AI can solve. We build a custom demo based on that,” says , co-founder of Lorikeet. Pylon will add its prospects to shared Slack channels. Recall.ai time-boxes a trial.

2. Follow up. Be charmingly annoying.

“I'm relentless. I will follow up with you until you tell me to F off or you give me an answer and close the loop. I will send 12 emails if people ghost me until they actually close the loop,” says , co-founder of Tofu.

3. Capture the call

File the recording, enter it into your CRM, and/or use an AI agent to structure the information and place it in the right spots. You’ll want future sellers and yourself to have access to what you’ve learned on each call.

4. Ask for the next call

"There's a necessary bit of bravery involved at the end in sales to say, ‘Let's set up a second call’ or ‘Can you introduce me to your CTO?’ In my experience, that's where founders chicken out or are too high empathy,” says . “That's where they fail to sell. They don't close."

After you’ve successfully had a few first calls, you’ll be ready to move to closing.

Reflect

Are you trying to close on the first call? If a prospect won't take the next step, focus on learning why—not forcing it.

When a prospect goes quiet after a good conversation, do you follow up once and give up? We’ve talked to founders who would send 12 emails before they got a response. What’s your threshold?

Sales is a performance. When was the last time you were “on”—a presentation, a pitch, even a toast at a wedding? Tap into that energy.

Run your first call | Clarify