Customer Story · FounderWell

Same question, two founders, two right answers

“Should I charge existing customers for new features?” FounderWell's coach Drew already answered that in office hours. Twice, two different ways. FounderWell coaches startup founders, and its recorded sessions run on Bold, so a founder asking between calls gets the move that fits their company, with the minute Drew said it.

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The problem

What happens to a question between coaching calls?

Usually it waits. The next office hours are days away, and the advice that would settle it sits somewhere in a recording nobody has time to dig through. A general AI answers right away, but with the internet's average, not with what your coach would tell you about your company.

One call, two answers

Does every founder get the same answer?

No. In a FounderWell office-hours call titled “Pricing Your SaaS Product Suite Across Customer Segments,” Drew gave two different answers to it, depending on the founder.

Sam sells enterprise software and has one customer paying $3,000 a month. Sam's move: charge for it. Offer an introductory discount in exchange for feedback, and make the regular price clear upfront. That's Drew at 37:59.

Maya sells home-care software, and her customers already pay $600 or more a month, more than the new package costs. Maya's move: include it free, and ask for referrals later in a separate conversation. That's Drew at 49:25.

Each founder can jump to that minute and hear Drew say it. The answers are real and paraphrased; the founders' names are changed.

Your turn

Can I try it?

Yes. FounderWell's open library answers anyone, no signup. Pick a coach and ask a go-to-market question. The answer comes from FounderWell's own sessions, like “Demo Less, Close More” or “Creating Urgency Without Pressure or Being Salesy,” with the clip it came from.

Not sure your members would use it instead of waiting for the live call? Ask it something they ask you. You'll see the answer they'd get from your own calls, without waiting for the next one.

Two FounderWell members ask

Should I charge existing customers for new features?

Sam

Enterprise softwareOne $3,000/month customer

Charge for it.

Offer an introductory discount for feedback, and make the regular price clear upfront.

Drew’s office hours 37:59

Maya

Home-care softwareCustomers pay $600+/month

Include it free.

They already pay more than the new package. Ask for referrals later, separately.

Drew’s office hours 49:25

Sam · 37:59Maya · 49:25

Office Hours: Pricing Your SaaS Product Suite Across Customer Segments

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