If you're sticking to all-cash, passive investments, you’re right that flippers and small developers often look for cash investors to fund deals without traditional financing.

From this CT information, it looks like it is an offset against your capital gains from other property, so you would have to find investors with significant capital gains and/or have them yourself. 

I believe you were right he would inherit your cost basis, so he would owe capital gains.

Selling an investment property can result in significant capital gains taxes.

I assumed neither he or his dad were experienced STR hosts and said they wanted passive income. 

I am building a monthly passive cash flow for my retirement.   

Quote from @Ryan Smith: Hi everyone,With what's happening in the stock and securities market, now is the best time for many passive investors. 

I'm eager to gain hands-on experience and mentorship in this field.

I would say these are not deals for a retail investor.Regarding investing in syndications, its really a personal choice of being passive and trusting people when real estate is not your specialty - similar to stocks - I do not manage my stock portfolio because I am clueless on it and my wife is 1000x smarter than I am and manages it.

I want to gain Capitol under my business name.