I hate to burst your bubble, but Trump's not going to be picking up trash. He will either get house arrest, or community service. Community service will likely consist of recording public service announcements. This is how celebrities are typically treated.
His security is actually a valid concern for the court, which must be considered. It's impossible to guarantee his security while picking up trash on the side of the highway - since anyone could stop and shoot. Likewise, it is impossible to guarantee his security in prison without solitary confinement.
Of course, it is possible that one day he may get to run his own prison like Pablo Escobar, but I think house arrest is more likely. He'll love it. Sitting on his ass in Mar a Lago, doing virtual campaign events, watching the news and shitposting all day.