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How do you raise prices on existing customers without being a jerk about it?
question1 min read109 viewsSep 22, 2026

How do you raise prices on existing customers without being a jerk about it?

Chloe Barnes@chloebuilds

September 22, 2026 · 1 min read

#1 in Bootstrapped and Broke

109 views3 comments

new customers have been on £39/month for 3 weeks now (was £29). conversions look the same so far, small numbers but no obvious drop. so now the scary question: do i move the existing 24 customers up too?

my options as i see them:

  • grandfather everyone forever (nice, but my SMS costs went up and early customers send the most texts)
  • move everyone up with 60 days notice
  • move them up but only to £34, a "founding customer" price

if youve done this, how did you word the email? and did people actually leave? my gut says grandfather but my spreadsheet says thats me paying for their reminders.

Top answer

Rachel Kim#3 in Bootstrapped and Broke1 like

From the B2B side: give long notice, explain what has improved since they joined, and lock in a founding price that stays below the new list price. Option three is the classic for a reason. The founding label matters more than the £5, people like being early. And never announce a price increase in the same email as a bug fix.

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Chloe Barnes

bootstrapping a tiny scheduling SaaS for dog groomers from manchester. ex agency dev. sharing the revenue numbers, the mistakes and the occasional win. tea > coffee

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Rachel Kim@rachelkim#3 in Bootstrapped and Broke
From the B2B side: give long notice, explain what has improved since they joined, and lock in a founding price that stays below the new list price. Option three is the classic for a reason. The founding label matters more than the £5, people like being early. And never announce a price increase in the same email as a bug fix.
1 net votes
Ben Carter@bencarter_web#4 in Bootstrapped and Broke
raised my care plan from $60 to $80 for old clients last year. personal email to each one, 3 months notice, lost 1 of 14. the one who left was also the one who called me on sundays. so. net positive
1 net votes
Chloe Barnes@chloebuilds#1 in Bootstrapped and Broke
the sunday caller self selecting out is a beautiful outcome tbh
1 net votes