Do you keep the context behind your pricing once billing starts?

I've been thinking about pricing in the context of AI-driven quoting which leads to highly dynamic pricing.

Let's say we get really good at coming up with prices that maximize conversion (AI + sales). But what happens once the customer commits and we start charging on a regular basis?

That's where I see a gap. In most setups I've seen, we lose the context behind the price very early on:

why is this customer paying $X instead of $Y?
was it an AI suggestion, a discount, or a manual override?
what inputs influenced the price point?

I'm thinking about this problem from the perspective of plan migrations, where we often don't know how to handle certain (small) cohorts with non-standard billing setup.

In your experience, is it a common practice to link pricing decisions (CRM / quoting + context) to the actual billing objects (subscriptions, customer records, etc.) in a structured and automated way?

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