They can sell tax free.

It sounds like Aloha Capital is selling “shares” which are not secured by real estate and would be considered “unsecured loans.”

I have debated about moving a house onto the property and either selling or renting the property or subdividing the property with multiple homes or even several tiny homes.

There are a ton of complexities with properly repairing a fire damaged house....they sell really cheap for a reason.

There are auctions to sell cars, police auctions, tax impounded auctions, antique auctions, etc.

This could allow you to use the full amount for purchasing real estate without needing to sell your stocks outright and incurring significant tax implications.

No but keep track of those repairs as it will add to your cost basis when you go to sell it and have to pay capital gains.

You don't have to fit into a traditional "avatar" box to bring valuable insight, so don't sell yourself short. :)This is especially true if you rely on furnishedfinder.com as your primary lead source (which you shouldn't, but that's another post) as when you make that connection with a prospective resident, you are selling yourself as a landlord as much as you are the property as a place to live.

Let him take the stuff because it is not worth your time to store it and then sell it.

If you sell it, you get $250k single / $500k married exemptions from capital gains.Speak with a tax professional about how much you'll save in taxes by doing this.