With regards to food I've worked in fast food, specifically Pizza shops and Cafe's most of my life. Pizza shops and less so Cafes generally get all there stock from dedicated food distributors. In Perth our shop used two; Variety Foods and European Foods. There were about two or perhaps three others I could have used. These three or four distributors serviced most Pizza shops in Perth and as example there were 15 other shops in the 5 or 6 kilometer delivery radius we had (competition was huge).
The restaurant trade is going to be similar. And historically has been a target for extortion-standover tactics by the Mob.
"Nice place you got here. It'd be a real shame if it caught fire. Now for a small weekly fee my boys and I could make sure that'd never happen, capishe?"
Consider that the Casino will have atleast one restaurant and possibly a seperate kitchen for room service and there is your conection to food distribution post TDM. Your protagonist just needs to also have one or more of these Food Distributon companies in addition to his Casino and he'll have links to all the food outlet points throughout the city, or atleast a significant portion of them as there is allways competion. His distribution truck drivers may even be the bag men for kickbacks etc and he also has a network of trucks available to him too.
I beleive the supermarkets opperate in a similar fashion although often with their own distribution networks.
That'll get him established in controll of local food distribution untill the imports and factories and all the actual infrastructure breaks down and also put him in a position to see how quickly local supplies will run out and thus he'll be ahead of the game looking for alternative sources of food.
This is where he reachs into another arm or his empire, those motorcycle gangs others have talked about. Their high mobility could be used to access surviving farm communities and by force, negotiation, or hostage taking he secures local farms, protects them and has the trucks and escorts to get the now more raw produce to the markets. The products change and his role alters slightly but it's still essentially the same.
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