Magivision
It depends on many things like what characters you want to connect him to and build background with. If you do 5 years before Roger execution by the time O’hara happens you can have him help Robin and even help Fisher Tiger free the slaves and have him build some sort of friendship for the future with Boa there. Ofc you can still build the connections with them by starting 10 years earlier just in a different way. It also depends if your going to the do romance and with which character or if your doing a harem.