The administration will help some investors and hurt others depending on the circumstances. 

For short-term and mid-term strategies working there, the simple answer is that it depends. 

I can keep going, but that will all depend on each answer.Let us jump to your comment about your spreadsheet calculator, as I mentioned market could be completely different depending on where you live in, fo this you have to look at what you want to focus on "appreciation" or "cash-flow", there is a balance between them when one increase the other drecrease, and that will always depend on the market, neighborhood and cities where you are planning to invest.Finishing with your comment about wholesaling, please don't look at it until you fully move-in, wholesaling is another beast that is managed different and requires a lot of partnership, relationship and local knowledge.Let me know if I can be helpful in anything else. 

If that's not an option then it depends on what kind of investor you want to be.

We have a reasonably high income from our W-2’s and rents with annual income in the $250k+/year depending on bonuses & OT worked and is usually closer to $300k.

All of this stuff will be dependent on the initial loan terms such as LTV. 

This could reduce your taxable income in those years.Your decision depends on your long-term strategy.

I think it would, depending on the celebrity of course. 

However, it depends on what you are trying to achieve.

A lot depends on an individuals motivation, dedication, learning capacity, decision making capacity, analytical ability, time available, support system, mental state, and yes, luck.