Hi Dean_Gross,
Thx for explaining more. We will have the notion by end of year to "connect an existing team site to a new Office 365 group" (I'll call this "groupify" for typings sake :)) -- aka, with this feature, if the site(s) from on-prem are brought on as "classic" non-connected sites, this will give flexibility to take on MS Teams (and Office 365 Groups) when they are ready. And when ready, they can move through the steps to "groupify" the sites, which provisions everything except a new team site, it is the group's team site already that will get modernized alongside the provisioning and integration of the various apps associated to groups - incl. MS Teams.
More here in Tejas Mehta 's session, "No team site left behind: Bring the latest features to your existing SharePoint sites" (Tejas Mehta) #BRK2434: https://myignite.microsoft.com/videos/59122.
And for any new site going forward, it would get created via the common group-connected method...
Hope that helps,
Mark