Either way, ensure you have reserves and run the numbers carefully to set yourself up for long-term success.Good luck!

I would be careful about doing something in an effort to "make positive cash flow".Section 8 has its pros but there are an equal number of drawbacks.

I look for properties where the owners don't much care and just want money and then I pay cash with quick settlement. 

This is why you need to do a ton of due diligence on them and make sure they have skin and the game and something to lose.

If you're not careful, the administrative requirements can trip you up—but when done right, the savings can be well worth the effort.For those of us scaling our portfolios or actively managing real estate deals, the conversation about structure isn’t just theoretical—it directly impacts how we protect our wealth and position ourselves for long-term growth.What I’ve found is that many investors don’t realize how critical their personal credit is in setting up these entities successfully and accessing the funding they need to operate and grow.

Dealing with the accountant first, who cares?

Be careful it does not go into default : mature as the fees pretty much typically double

So selling it to someone when you can't give them clean and insurable title can sometimes be an issue.At that price point, not so much. 8k properties tend to have a buyer pool that won't care as much that the title isn't insurable if they see the reason why is because it was bought at a tax sale. 

Do they care if it's financed or cash? 

These are very risk gambles that should only be attempted with money you don't really care about.