It sounds like you have a good plan! A few suggestions though:
I don't think its necessary to have the dog sitter come twice a day. Of course, that's completely up to you how often you want the sitter to come, but most 10 week old puppies (since you will be home with the pup for 2 weeks before the sitter comes) can hold it for at least 3-4 hours when crated. You coming home for lunch will probably be enough by the time you have to return to the office.
If you plan on coming home to let the pup out for potty breaks, the playpen attached to the crate isn't necessary. People typically do that when they can't get home to give the pup a break, and they don't want the pup peeing in their crate. Again, up to you, but it will help speed up potty training.
I would not bring my puppy to dog parks. Puppies are small and easily injured. Teenage puppies are rude and obnoxious and can cause fights. Dog parks simply aren't a good place for puppy socialization. Instead, go for playdates with known dogs. Much safer.
I don't think its necessary to have the dog sitter come twice a day. Of course, that's completely up to you how often you want the sitter to come, but most 10 week old puppies (since you will be home with the pup for 2 weeks before the sitter comes) can hold it for at least 3-4 hours when crated. You coming home for lunch will probably be enough by the time you have to return to the office.
If you plan on coming home to let the pup out for potty breaks, the playpen attached to the crate isn't necessary. People typically do that when they can't get home to give the pup a break, and they don't want the pup peeing in their crate. Again, up to you, but it will help speed up potty training.
I would not bring my puppy to dog parks. Puppies are small and easily injured. Teenage puppies are rude and obnoxious and can cause fights. Dog parks simply aren't a good place for puppy socialization. Instead, go for playdates with known dogs. Much safer.