My experience in Denver has been that I have a home with an unpermitted floor above the garage and when we went into the city to find out about the work and if it was permitted they have been pretty generous with me since it's clear based on the ownership timeline that it was not me who did the work but we also have really lax laws in CO in regards to being able to fix your own primary residence yourself without a contractor if you're living in it at the time.

DSCR Loans are for investment properties only but have quicker closing times and far less docs required to close than conventional.

Or he might just retire and spend a lot more time with his young kids. 

You can easily do this on a spreadsheet, and it will take less time to track than finding and learning new software.

Info pulled off MLS directly.We are now in that time of year where school has begun and, cyclically, real estate cools down for a little while.

The first one would then turn into full investment and the new purchase would be your new primary.  

I think there may be some condo rules/by-laws that prohibit this (that when a unit is purchased it needs to be owner occupied first and a for a certain amount of time before renting).

If I don't setup the LLC and don't setup the bank account, then it will be a lot slower because every time when I sign for the offer or for some expense, I have to ask them to sign.

There are several niches that we will explore and focus in order to be successful, but we have found that we typically see returns of 2-5 times of our original investment.The challenge with entitlement is there's definitely quite a bit more risk involved as well as a very complicated process (hence the higher return). 

You will have to spend considerable time and energy getting familiar with a new market whereas if you stick with the original one you appear to have enough capital to get started right away on a new building.