Considering moving LO from AL to condo with 24 live-in caregiver for 3-6 months because of COVID. How feasible is this?

You will also have utilities and insurance.

300.00 daily, is that through an agency? If not you have payroll taxes to consider as well.

Have you checked with other Al's in your area to see if any of them are allowing visits and doing any activities? You may find one that is doing well with managing day to day quality of life with covid. That would be my 1st step, finding out what other facilities are doing. Especially since you plan on moving him anyways.

My LO moved to AL in Oct 2019. She likes the AL; they provide meals, housekeeping, laundry, and manage her medications. I considered bringing her to my house when Covid started. I am relieved I didn't. Even though we have been limited in how we can visit, my LO's world would have become significantly smaller had she moved in with me. She has a community of people at the AL - their activities have been reduced, but there are groups that play cards each day/evening, and there are other social distanced activities. If she had moved in with me, her world would have been reduced to three people.
I have noticed a decline in my LO's cognitive status, but I don't know that I can blame that on the Covid isolation.

Just some thoughts...
Does your uncle require a two person transfer for toileting/bathing/getting into bed? That will impact how you staff.
What is the medical condition that has him in a wheelchair, and how will this affect the skills and background of the people you hire?
What will be your back up plan if any of the caregivers are sick?
If you give the caregivers a "budget" for food, etc - what kind of checks and balances will be in place that the meals are nutritious, balanced, appropriate, etc? If your uncle has limited ability to manage these kinds of things will they become your responsibility?
Will your uncle be happier in a setting where his primary interaction is only with paid staff - there will be no peers in an apartment setting.
Tough choices - and they are made even worse if you feel that someone you care for is very unhappy in their current living situation. But you are doing good research before making any decisions. Best of luck to you!

You have tried to work this out, and you have a working plan, but even before beginning you are seeing the problems. I will say, compared to what you SEE there are easily two times more than that.
These caregivers you think will be there so diligently preparing meals and etc? Reliable and there as at the facility, or replaced easily? Not so likely. And you will have caregivers who are exposed to their families and life on the outside coming and going without testing (which many facilities now are doing). Covid will not be denied if it comes through the door.
You say he is in prison. Yes. But it is in fact "protective custody" of a sort. I would not do this, personally, even if money was not a question. It is disruptive to Dad more than you can guess. And I think the problems will come by the basketful. And you will, by trundling Dad around, expose him to covid as surely as he can get it in his facility.
Good luck whatever decision you come to and I congratulate you on trying to come up with all the problems and trying to think it out as well as you are able.

Food can be delivered and you can offer meals included for preparing meals for uncle. Make it part of the job description.

Helpperson, addressing first your specific questions:

1.   Meals and shopping.

Would your uncle have support, and if so, at what level, while the careperson went shopping?  Is there an operating Meals on Wheels program in the area of the condo (once it's chosen)?  I think meal prep might be a negotiable issue.    I would investigate though to see if he can get Meals on Wheels, which provides not only food but interaction with caring delivery people.

2.   Emergencies.

He would need some emergency backup, such as a life alert pendant, & lock key box outside the front door for emergency personnel.   Is he comfortable using a senior citizen cell phone, which he'd probably need to have with him at all times?

Being in a wheelchair, the condo probably would have to have a ramp, and he would need to be able to exit himself in an emergency when the careperson is gone.   I believe portable emergency ramps are available, but the condo association By-laws and other governing documents would have to be addressed, to ensure compliance for the ramp installation.   This would result in additional costs.

3.   Condo rental.  

I'm not intimately familiar with condo leases or subleases, so you'd have to do some research to ensure that a unit can be rented for less than a year.  Or if you sublet, you'd need to be sure that it's allowed under the various governing restrictions.    I'm assuming also that you'd have to pay the condo maintenance fees, which aren't cheap.

4.   Caregiver responsibilities.  

I would think any careperson would have a car of his or her own, but would probably also want a private life.   It might be necessary to have a backup for when he/she needs some private time.  I don't think it's reasonable to anticipate or expect someone to spend all the time caring for someone without a break.

5.    Insurance.

You'd have to address liability coverage for a live-in person.   As I've indicated before in other threads, in Michigan this would require a commercial liability insurance policy ($750/annually, several years ago) as well as workers' comp insurance.   There would also be some bookkeeping and tax filing for compensation.   Would you handle this yourself or hire someone?

6.   Veteran's Benefits.

Is your uncle a Veteran?  If so, and assuming he's getting Vet benefits, I would find out who his team's social worker is and speak with her.  The VA may have something to offer.  

7.   Mental health during lockdowns.

I think you're wise to address his mental health.   The pandemic and lockdowns are already affecting health and emotional outlook of those who aren't in care facilities.      My chocolate budget would reflect that.

8.    Condo vs. independent living.

I'm inclined to think there would be more interaction and activities in a senior community, but again, the issues of restrictions, length of time, leasing vs. purchase, and all the other factors come into play.   I would check it out though, because there would likely be more senior level options than in a condo complex. 

9.    General issues.

I wouldn't disagree that living in other than where is now could be much better, and probably safer.  He wouldn't be interacting in an environment which is already known for high rates of viral and infection presence.  

I think the cost, feasibility, location sourcing would be the major issues, but if this were my father, I'd make the effort.

Helperson, I've just read the other posts made while I was typing mine.  I see some issues have already been addressed, so I apologize for the duplication.    But I'm too lazy right now to rewrite the post!

An addition though:  If the careperson is an immigrant, be sure that the agency has all the proper documentation for nonresidents.

I would also do as much background research as I can on the agencies.