I couldn't find any helpful resources when googling this topic, so any insights would be appreciated. Thank you
the free tier is your marketing costs.
the $40-$200 pays for the free tier. so if 5%-10% move up to paid tier then figure out what $2-$10 your cost is use that as your free tier.
the enterprise is where the money is and that's all negotiation. and in the beginning the answer is yes as long as it's bringing in money.