[jtchang]

There is some really good advice here. I've been on both sides of this: pricing new enterprise service as well as negotiating them.

$49 per seat. Is that per month or per year?

Concretely look at the market and the value you are providing. Split up the user count to occasional users and permanent ones.

From the other side of the table I am expecting some type of volume discount because I am not spending 250k a year if the tech is not core to my business. I'd expect discounts for multi-year deals. You need to come in at a price point that makes sense to them depending on the market.