I hired a contractor who was recommended to me from the agency who sold me the home. 

When your property is relatively inexpensive, say $200k, and you want cost segregation applied to it - is it worth it to hire a cost segregation firm and pay their fee? 

This is more common for commercial (5+ units, often lenders in this category want the owner/operator to have experience self managing or hire professional management), and not very common 4 units and under, IME.  

I’m not looking to be the GC (obv) on this and will be hiring a GC.  

so even though I enjoy coaching, I can only justify doing it if the income from the coaching justifies hiring someone else to do another one of my responsibilities.

They will be able to guide you in the right direction and tell you if your project is feasible or not.From there, we hire outside consultants to take the plan through the approval process.

Reciprocity is key to building lasting relationships.As you look to expand into short-term rentals (STRs), research the market thoroughly, understand local regulations, and consider whether you want to handle property management yourself or hire a professional.Remember, growing a real estate portfolio takes time and persistence.

I am 36, own a very successful Air BNB at a local ski hill, and am in the process of looking into the best way to get involved in my father's 54 unit rental property business. 

I wouldn’t do the work myself, but hire a contractor.

@Alesha Walker, a tradesman who wants to be hired for an expensive job has a vested interest in up-selling you on something that may not be your best option.