well if he wins a SB then he will have deserved it. right now he really doesn't--he hasn't put his team on his back to any impressive degree after week 18. That's what, to me, deserving a SB ring means. Jackson has 2 (1 deserved) MVP, which is like "winning" the regular season, I guess. he doesn't deserve to have won a SB yet.
Henry, on the other hand absolutely deserves one--especially in 2020 when he averaged 150 YPG over 3 playoff games (and over 100 YPG in 9 career playoff games). That's a guy who has carried his teams.