Currently living in Denver and house hacking my third property haha

Third will soon.This will be a game changer.

Definitely a discount but I don't see a third or a half at all.

I understand I will need to pull a permit to add shower area in the third bathroom but would a permit be required for the three additional rooms, especially given I will not be adding any new sq ft to the property?

So don't leave anything in an MTR that is irreplaceable.In addition to security deposits, you can also use the AirCover program for Airbnb bookings and third party services like Waivo and Safely that provide mini insurance per booking.

He's had two successful flips so far and after this third one he's looking to pay off the HELOC and roll the profits into his future flips.

For the financial side they hire third year financial analysts (3 years removed from college) because they cost one quarter of what a qualified employee would cost.  

Be careful of those third party companies.

For example, the third Tuesday evening each month at a casual, static location which could be indoors or outdoors and flex based on attendance.

Turnkey companies usually handle buying and renovating the property, then partner with a local third-party management company to handle day-to-day operations.