I’m aware that money is likely going to be spent but, assuming it doesn’t, then can you still make tax free cash flow simply off of the recurring deductions like interest, management, hoa, utilities, taxes, insurance and depreciation? 

It can be HOA liens, tax liens, utility liens, etc.The thing that most people don't know about courthouse steps buys is that the same buyers are always there and they all know each other.

Thanks so much for your help in advance Short answer is yes there are no income products and or stated income products you could utilize till you eventually start filing an acceptable form of income to qualify back for full documentation loans again (eventually).

Common concerns in pre-1940s buildings include outdated plumbing, old electrical systems, and structural issues that could be costly to bring up to modern standards.

Additionally, by incorporating flexibility into its use—potentially housing commercial tenants during repairs at another property—I enhanced the strategic utility of the investment within my broader portfolio.

I look forward to learning as I go, but I'd also love to hear your advice and common mistakes to avoid.

The costs sound a little low to me if you are talking turn key including permits, site work, utilities, plans, surveys etc.

This comes with time and experience but a book that helped me tremendously (not really a sales book, though) was "Boundaries" by Henry Cloud.The most common challenges for RE Agents early relate to generating leads and focusing on income producing activity.I would consider spending 50-75% of your side-hustle time on income generating activities. 

At settlement what is sold is the beneficial interest in the trust rather than the property itself.On paper the lender just sees a common estate planning tactic rather than a sale of the property.

Hello, newbie landlord question here: Is it common to require first month's rent, last month's rent, and a security deposit for new tenants?