@LandonL will have to answer about the cost.I just bought a service kit for my mk10 and love messing with regs. I would like to learn to service it on my own and actually plan to go ask my lds if I can train to learn to be a service tech.
Do you know how much deep 6 servicing is after the first free one? Do I need to save the parts kit they send me and send it in with it to have the free service?
So since you are a DIYer, I'd recommend doing a remote course with Landon/Deep 6.
Your LDS won't train you to service regs unless you are an employee. To get more SP service kits, you will need an angle to get them, as you won't get them directly from SP (or most manufacturers). Given your statements, getting your regs, service kits, and regulator servicing training all from the same company makes the most sense.