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Any of the three but its easier to do it on the first one.
Just make sure your hospital is clean. And all rooms prestige 5.
Toxic bins help too.
No clue, just played the game normally and somehow I managed it.
In my last comment I was slightly wrong, you just need high prestige and a relatively clean hospital. He also like rummaging in bins...I had loads of bins so that might be what gave me the reward.
Take care on his way between room too (try to control level of the plants, delete full trash cans, and check the attraction area (on attraction preview - just keep it green). You don't need to care about the rest of the rooms - in my case it worked.