We are happy to assist you with whatever management team you feel is in your best interest.

Screening is definitely an area I studied up on beforehand, and having a large graduate student population to choose from definitely gives me more confidence.

If you are looking to work with a STR focused realtor that probably has the most STR sales in the area, is an STR investor himself, has a STR property management company and assists with staging if needed, and can give you a true pulse on the market, I recommend reaching out to @Josh Green.

Random things like this.I can only imagine if they did allow you to add all the bedrooms, they would make you also add fire sprinkler system and a commercial fire alarm system like residential assisted living. 

Perhaps find a deal someone else did and do a case study making reasonable assumptions.

Offer to be his/her assistant for free, do all the stuff he/she hates doing, and learn the business from them.

Here's an article with additional FAQs on cost segregation studies that you may find helpful.

In terms of the second scenario, the upside I see is the option to get a different kind of loan (say, FHA with a lower down payment and other assistance programs for K-12 educators like me) since I'd be getting a new primary residence instead of a second home.

If you build a good relationship with a local realtor, they can assist.

Hi Sushil,My firm does portfolio loans, and if you fit the criteria, we may be able to assist.