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Curious to hear feedback on how to handle pricing for existing customers as you evolve your pricing model. The KISSmetrics guide recommends grandfathering in existing customers which makes sense. Are there opportunities to allow them to help grow your customer-base by inviting new customers into their discounted pricing tier, and is that generally worth it, or should you avoid the complexity involved with managing such a broad range of price structures?

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We have some customers grandfathered in at our earliest pricing tier: $10 per month. When we signed them up at that price, we told them that at some point in the future that would change. I think the important thing early on is to set expectations. Don't pull the rug out from under people, but if your product is 10 days old, tell people that you want the flexibility to change the price in the future.

We're considering adding features not available on prices below X and also offering them a significant discount to switch to annual billing on one of the newer pricing plans.

"I think the important thing early on is to set expectations"

Agree 100%. Overall, people don't like things taken away from them, but if you set expectations up front, they tend to take change better.

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