Does he get Meals on Wheels?

I could build a small eat-in kitchen table area where we squeeze in elbow to elbow for meals or build a more formal dining room that’s suitable for 10-12 people so we always have have room holiday guests and family or friends at our table.

Many food concepts are going straight to a model that basically uses a shared commissary to produce meals for meal delivery

The expenses I'm referring to are mileage, meals, etc. 

When an elderly neighbor passed away they adopted the old lady & took her shopping & dropped off meals for her etc. 

Generally if you average 7 or fewer nights or 8-30 nights and provide "substantial" services such as tours, house cleaning during a stay, meals, etc you DO have to pay self employment tax.Kudos to this CPA site (tarlow. com/2018/01/02/tax-ramifications-short-term-rental/):"When property is rented for short periods, special (and sometimes complex) taxation rules come into play, which can make the rents excludable from taxation; other situations may force the rental income and expenses to be reported on Schedule C (as opposed to Schedule E).If you have been renting your home or second home for short periods of time, here is a synopsis of the rules governing short-term rentals so you can prepare yourself for the upcoming tax season.Rented for Fewer Than 15 Days During the Year: If you rent your property for fewer than 15 days during the tax year, the rental income is not reportable, and the expenses associated with that rental are not deductible.

., HOA Fees, Business Meals (50% deductible), that doesn't stop you from cash flowing growing equity and someday retiring wealthy.

Don’t worry I compensate him with free meals and other extras for his time.

Prove that you were X% responsible for said damages because of your negligence.Doing a hypothetical trial in my mind with your situation, actual damages might be somewhere in the range of $2000-$4000 (30 days of housing, some meals out, etc).

In my district they will be servicing children who normally get meals at school and you can make a donation directly on their FB page or website.