I hope Roger is both allowed and chooses to play in Olympics. This will be his last chance.
He should enter in singles and in mixed doubles with #10 Bencic. There is no need to play in Men's doubles in which he already has gold.
It is unlikely that he will be able to win Gold in Olympics (and any other medal does not mean anything for him). But, you never know. If you are not in it, you are not going to win it. Lot of players are skipping including some big name players. Novak is vulnerable in three set matches as he does not have enough time to wake up from his walkabouts. So, there is the possibility of Novak getting upset before the finals (which will be a five set match).
At any rate, the trip will not be wasted. With both Roger and Belinda being top 10 players, their pairing should be one of the top contenders for a medal.
I am very curious as to why you would push the Olympics for Roger this year. I didn't think you were in the camp of those that considers singles Gold more than a bauble, but I could be wrong. In any case, Roger has been pretty clear that his ambition for the Olympics was to take his kids and give them the experience. Because of Vica in Brazil, and Covid in Tokyo this year, that was/is not an option. Which is sad, because I know he really wanted that, and they are at a good age now.
Do you think the chance of singles Gold is worth the trip? It will likely cut into the No. Am. HC swing. Also, while I would have said that Djokovic would go, given that he has cited it as a goal, he's likely to give up on it, IMO, esp. if he wins Wimbledon. He's already got enough argument without the bonus Golden Career Slam, don't you think?
So you really think Roger should go to Tokyo?