This is not exactly a job offer, I am looking for some feedback

Hi,
I recently watched a video of a young man living in a tiny house. The guy was trying to live "sustainably", and seemed to be doing a good job of it. I will post video below.
The man mentioned living in someone's backyard, taking care of 6 gardens in his area in Florida. Either he had a job, or earned through his gardening efforts. Last year he earned $8,000, and the previous year $5,000. I did some math, and $8,000/52 weeks is $153/week. I'm pretty sure my family makes $153/week in POOR eating choices. Wasted money.
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I don't live in Florida, but western West Virginia is considered a southern state, indeed our Winters are half and half warm and cold. But not northwest Iowa cold.
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I have a three, maybe 4 bedroom house, a wife and teenage son. I am gone most of the time as I drive truck over the road.
I have a nice backyard that would support a great garden.
My wife had a mini stroke a few years ago and no longer is comfortable with cooking meals, and her doctor doesn't want her to drive.
Our son is currently being homeschooled, but he, and more importantly we, suck at it. The county's alternative school sucks too. The kid is bright, just needs hands-on direction.
We have a car, if you're licenseable.
More opportunity; our house needs some remodeling, but we have at least one working bathroom. The roof is getting either shingles, or metal roofing in the near future. The kitchen needs updated as the cabinets and countertops came over on the Mayflower, maybe. We have a nice glass top stove, and two year old side-by-side fridge, we're not total neanderthals.
Yes there's handyman, preferably handywoman things to do. These would all be attempted as funds permit.
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My questions to you all would be:
If room and board is provided, how much might a stipend need to be?
I saw something talking about insurance, heck if I could afford that I would hire a contractor. West Virginia has a pretty good program for the weak of purse.
What am I not considering?
I'm not looking for a couple, that brings it's own problems.
Here's the link to that video

Not exactly an answer to your question, but hey, it's Permies!

I was single at about 35. I found an elderly lady, through church, that needed someone present at night. All I did was deliver the first dose of morning meds, nighttime dishes from after when the homecare person left, and an hour of light housework each week.

Free housing, no pay, no food. As I had just finished Financial Peace University I saw it as a fantastic opportunity. I did have a full time job, and attended night school. I stayed there for 2 years

So perhaps when you find a fair salary, you could market the opportunity at churches who offer these classes.

Mike,

When our grandmother fell and broke her hip we lived 200 miles away.  We found a lady who would spend the night and fix her evening meal though a local church.  It was a long time ago so I don't remember how much we paid.

I would suggest calling some of your local churches during business hours.  Usually, at some of the churches, the church secretary is there M-F.

I would suggest asking if they know a lady who needs work and then explain.  They might even know what a fair price to pay would be.