I'm sure you can, if their legit addresses and you write a big enough check.
I sure hope you're not on my server though.
I have a suspicion you'll need to speak to them about it.
Yes, you can send to as many contacts you would like. We will have to make sure that the list you are sending to is reliable and meets the requirements of our permission policy.
Here is a helpful FAQ that will walk you through our permission policy:
I hope this was helpful to you!