My typical session ranges from $100-$400 - higher end when using workflows with lots of subagents. $100/session is expected when using the API without the subsidized subscription pricing. Most larger orgs have to use API pricing AFAIK.
There are Business and Enterprise plans, both have discounting.
I'd blow through $20/month plan in hours.
Likewise, I don't understand how anyone survives on the basic plans. It's funny seeing these two camps not understanding what the other is doing :)