My company does some short-term, but we specialize in mid-term rentals (1-3 months).

Consider reaching out to lenders that specialize in investment properties and can move quickly to capitalize on the current market conditions.

I am a full time real estate agent that specializes in luxury and residential - you never know how our two worlds could collide.

Timeline: Start the process early to avoid issues with your hard money loan coming due.You should reach out to lenders who specialize in investment property refinancing.

In fact, there're several "layers" of restrictions, including "at-risk" rules, basis rules for pass-through entities, hobby rules, new (as of 2021) "excess business loss" rules, special rules for Section 179 and business interest, self-rental rules, vacation homes rules, and more. 

If he meets all of the criteria what makes you inquire about his military status impacting him/her as a tenant?

The goal is to get the loan and agreeable terms, not have it called something special.

Also, for anyone who is serious about investing should buy someone's course on the topic they want to specialize in. 

Sure, you can make your unit extra special through design or amenities but when most of your competition is similar in size/shape, those extra items can only warrant so much of an increase in ADR. 

You cannot charge one dime more nor a "pet fee" because service animals are NOT pets.If the applicant wants special features such as a wheel chair ramp, etc they MUST install that at THEIR expense and you can require them to bring the property back to its original configuration at the end of the lease at THEIR expense.