Yes, Gennai does sound like Jedi. Yes, he does look like Obi-Wan. Yes, he looks like Ewan MacGregor in season 2. Yes, he is The Obi-Wan.
Digimon has lots of Paradise Lost shout outs. Deathmon is named after the demon Death, Lucemon and Barbamon has, respectively, an attack named Paradise Lost and Purgatory Lost. Beyond it, both Barbamon and Belial Vamdemon reference the city of Pandemonium in their attacks.