My family has been using 1031 exchanges my whole life and built a multi-million dollar portfolio doing so.

Best decision of my life. 

If you would rather not have this be a stressful process and want to scale the easier and simpler way stick to turnkey deals.

Meeting other investors in real life helps spur the thoughts and research into reality.

Life changes have me looking to vacate the upper floor for my own living. 

It is still repairable but would cost 800-1000 to repair, and probably has 3 years of life on it according to the inspector and roofers.3.

You can usually get this for the project's life then switch back to renters/normal if needed.

Investing is optional and is supposed to make life better.

It may seem like my number seems high but the cap ex on the kitchen alone with 15 year life is approaching $100/month.

Some people don't have financial situation, nor have the bookkeeping to track or maintain it.Again, I personally find it very stressful just thinking about living that way for the life of the loan keeping the lowest daily balance possible.