Does a 1 bedroom get as much traction as a two bedroom?  

I'm a very analytical person who won't start a new venture without first gaining a solid understanding, establishing the right framework and connections, and ensuring that I'm securing a great deal.

I think there is something to gain from this in explaining that, yes, they may use it, but there is inherit risk with using it. 

Finding which of those strategies works best for you, your goals and interests could help you speed up your investment journey while gaining experience, confidence and eventually expertise in your chosen area. 

Barron I would only consider selling if the gain would allow me to buy a better property with considerably more cash flow.

New to real estate but possess a deep understanding of the responsibilities to continue to gain knowledge and remain loyal with my clients and professionally with my colleagues.  

Your development deal will look much like a flip in the eyes of the IRS since it is 6-9 months as well you'll have the short-term side of taxes, not the capital gains taxing on it.  

I could, but the $$ fallout in lost reservations would probably be greater than any gains.  

Unfortunately it sounds like you've already missed your capital gains exclusion if you've been renting it out for more than 3 years, as it's 2 of the past 5 years. 

Someone who has nothing to gain if you buy the property or not.