You will have to study the market to figure that out.

It's the classic tale of "you don't know, what you don't know".You will hate yourself if you self manage with zero training or experience. 

As far as the cost segregation study goes - yes, you can absolutely do a cost segregation study on a new build.

As this becomes more and more prevalent in the coming months/year, I think there will be a lot of sponsors that have footnotes on their track record, stating "representative sample" or they will change track record to case studies, and only list their good deals, while sliding some "average" deals that still netted an okay positive return.From the LPs side, of course you should be asking questions about losses, is your track record reflective of EVERY deal you have syndicated or raised money for.  

Study the market.

I am a student at Boston University studying Mathematical Finance.

I am a student at Boston University studying Mathematical Finance.

You can still do a cost segregation study (assuming timing isn't an issue), but the cost of the study may prove to be more costly in the long run for you than just taking regular depreciation on the property.

You are able to do a cost segregation study to utilize accelerated depreciation on any of these investment properties regardless of if they're LTR, MTR or STR.

The unit is a classic "attic apartment" and has sloped ceilings.