.- While self-managing either type of property is possible, if you hire out property management you'll pay a higher percentage for a skilled MTR manager than for someone to manage your Section 8 property.- While MTRs can be any size property, the bedroom/bathroom count is really important, especially with larger properties.

I can bring great skills and business experience to the table, so we both can grow our business successfully.

Real Estate is just a tough bizz on almost any form or fashion takes work and does require some sales and marketing skills..

Determining the correct value of a property is one of the hardest skills to acquire.

As a side note for education expense, you may deduct education that maintains or improves your current job skills or that is required by law or your employer - as long as the education does not qualify you for a new business. 

Since then, I feel like my risk assessment skills have gotten better and I'm finally ready to try again. 

Also factor in your capital, time, energy, skills, and other resources.

It appears you have some great skills and experience to move you forward in this endeavor.

Real estate is a long game unless you are talking about getting a real estate job, which then requires skill and experience.

Look at yourself and what skills you have now.