MultiSite with domain mapping and SSL. What kind of hosting do I need?

Chris
Sophomore
Just Getting Started

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Hi,
I'm hoping to set up a multisite and some of the sub sites will have their own domain names and some will need SSL (I think!). I will be selling stuff. I will be selling blogs, and classified ads, and amazon stuff.
I'm at a total loss on how to setup SSL, how to select one that will work properly. I'm hearing wildcard ssl due to the multiple subdomains, but, if they are mapped to a specific domain name then that wildcard, will it work?
So, I don't expect thousands of visitors per day, maybe hundreds might be optimistic for the first while.
Should I grab a reseller account?

I know my plans can't be unique! So, what type of hosting plan would you buy?