For B-/C+, I would think function over form. 

Connected intercom: I use a connected intercom system that needs internet in order to function properly, so I provide that through my landlord internet connection.

You've hit on a critical point that gets missed in the lending world: the gap between intent and process.

Once you have a short list, get an account with each one and run them through the wringer to see how they really function.

I will also say, it provides a lot more functionality than just base prices (im sure other products do also). it can decrease prices as dates get closer to encourage bookings, minimum night bookings, increase prices when rentals in the area are booked.

The functions of tax strategist and tax return preparer are entirely different businesses with entirely different skill sets and mind sets.

I definitely want to know how to accurately estimate ARV and rehab costs and this will be critical to getting deals done and strengthening my case with sellers and buyers.

Buy a functional but very dated "estate" type property do a mostly cosmetic rehab and resell. 

I wouldn’t do it now with my family (at least not the way I did with all of us in a big house, maybe in a duplex or MF I would though) but house hacking 3 times when I was young enough to not mind having housemates was critical to being able to scale up to around 30 units/ a multiple 7 figure portfolio by the time is was in my mid 30’s and transition from my day job into being a full time real estate investor.

What ultimately worked was removing a door and opening up one of the bedrooms so it functioned more like a living space — that allowed the property to be viewed as a standard single-family rental.