In this situation, the management is at a disadvantage because if they oblige Lillard to play and he does play, they will have to pay him his salary. However, the question remains: will Lillard still perform at the same level as he did before he demanded to be traded?
In the first place, who's the one to blame at the start? It's not new that Lillard always hoped that the team would try to improve every next season and he's vocal about that every time especially when the Blazers are being eliminated in the playoffs. The Blazers failed to surround Lillard a good role player and in fact, they aren't even making some effort to land a big fish either on trade or in the free agency.
If not, then the Trail Blazers will risk losing fans, viewership, and revenue. That's the bigger picture I see if they continue to force Lillard to play.
Generally, the home crowd is not just watching the home team literally why they paid for their tickets. If the home team is up against a top team with popular NBA players on board, expect that these people will pay for a ticket. However, expect that most games of the home team will have noticeably less audience if their record is at worst.