I want to raise prices. What happens to the customers who are already paying me, and should I grandfather them?
The short answer
Start with new customers only. It costs you nothing, it tests the new price in the market for a quarter or two, and it means your first price rise is not also your first churn event. For existing customers, size the move: under about 15 percent with real new value attached, most people absorb it. Double the price and you should expect to grandfather, because the churn will cost you more than the increase earns. When you do move them, give a long runway (six to twelve months), honour every contract you already signed, tie the increase to something you actually shipped, and let support hold the old rate for a handful of loyal accounts rather than losing them over pride. Be honest that grandfathering is debt: every legacy plan you keep alive lives forever in your billing system, your contracts and your support queue.
Go deeper, your way
5 hand-picked resources, 2 India-specific, 5 link-checked. Pick how you want to dig in.
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Why we picked it
A company with millions of users describing how it moved existing customers onto a new pricing model, including the test that went wrong. The most useful part is how they handled the people already paying rather than the new plan itself.
Why we picked it
Includes the decision every founder faces before a price rise: Whatfix took a Fortune 10 logo at 25 dollars a month because the brand was worth more than the revenue. Useful for thinking about which early customers you deliberately keep cheap and which you move.
Why we picked it
The most sympathetic answer to this question: raise on new customers, leave the early believers alone while you are growing fast, and if you must move them, give six months or more on the old price as a thank you for taking a risk on you.
Why we picked it
Worked examples rather than theory, across hundreds of tracked price changes: who repackaged well (Ahrefs, Loom, Pipedrive), who took the backlash (Docker at 67 to 80 percent), and what separated them. Read it to calibrate how big a move you can make.
Why we picked it
A primary source rather than commentary: how India's largest software company actually told customers about a 15 percent rise. Note the mechanics worth copying, a hard cap on the increase, no change until renewal, and a window to lock in the old price for another year.