joe_miami

Yes, but the "anyone" here is the primary accountholder himself, who's also adding a TSU (as you mentioned). If the primary on the reservation no-shows, it's not at all a sure thing that the Singapore front desk is going to rebook the award in the guest's name, minus the TSU, or let the person stay in the upgraded room for free, assuming the guest checks in first and then the primary's no-show is discovered later.

iflyjetz

One huge problem that hasn't been mentioned yet is that many hotels I've checked in overseas require a copy of your passport. That will be enough to verify that you are staying in the room because they will want to see you in person present your passport. I don't know if Singapore requires a copy of your passport but I would be very surprised if they didn't require it.
And I've had my wife check in before me at various hotels where she has been given explicit instructions that I personally need to stop by the front desk prior to checkout. We sometimes have to travel separately due to work schedules.

iexaltu, we all understand what you're trying to accomplish. Give a friend a suite upgrade and still get night credit for the stay. I push the limits quite a bit but this is definitely a bridge too far for me. Just give him/her Guest of Honor and they will get full Glob benefits.