I will return to this situation in the end of this post, but first let me show you why the age of a person can be tricky when it comes to the IRS.

Personally that would be a pain to maintain and do lol

I have personally stayed in one of these places where the main house is separated, and only the basement space which has a walkout entrance, its own kitchen, and two bathrooms would be rented out an Airbnb.

This will allow you separate business income and expenses from personal income and expenses.Since you plan to house hack your bookkeeping and tax return preparation will be more complicated because a percentage of your home expenses will be personal deductions and some will be business deductions.

Depends on the person, but as a professional real estate investor it would be a no brainer for me.

This is a good reference for myself and personal private lenders.

What I take some issue with is the techniques that guru's use to up sell and so on .. and they do nothing to qualify if the person paying them if the program does not work they are now into debt to the eyeballs and so on but then again who are we to say at some point.. think of  Hewlet and Packard they went into 15k worth of debt to start HP in late 40s or early 50s and that was a ton of money then :)

I personally think it's worth it.

Luckily, due to the number of items this person had at the home, we added charges for each day beyond the set closing date for them to vacate the property.

You can begin to shore up your personal case to defend AP/PE before they ever file.