If you're willing to put in your own work in finding the information you need and the process necessary to attain permits, then so be it, however it goes back to what is your time worth?

If you go the multifamily route, I would recommend doing a cost segregation study within the first 2 years to accelerate depreciation, save on taxes and increase cash flow so you can attain your next property quicker.If you are planning on keeping this home for a while… (7+ years) I would not be concerned with interest rates or prices.

If you do not mind me asking, what kind of numbers are you seeking, are your expectations attainable?

What are some options I have in attaining my above goals? 

What are areas of the country that others have had success with and positive cash flow deals are easily attained?

(Lofty goals, I know, but attainable.)After just eight years, they can retire, start living off of their investment, and still see it grow every year! 

I'm new to the community, and I was hoping to attain some advice.My sibling and I are going to acquire a small office building, which will be leased to tenants.My sibling solely provides the capital for acquisition, which will be an all cash deal with no financing (I know that an investor can diversify into more properties by being open to leverage, but it's my sibling's decision).

I'm looking towards the future and seeing what will be my best plan to attain more rentals.

I have been successful in attaining reduction in assessment. 

You should be able to attain a 10% return on an all cash purchase when shopping in working class neighborhoods.