Starting off with house hacking seems to be a good route if it fits your lifestyle...anyway, I bet you've come across the White Coat Investor blog/website...in case you haven't seen that yet, it's really good for MDs.  

As said above, your best bet would be private money.

If you're interested in flipping, your best bet would be to pair up with an investor who is actively rehabbing properties in the local Denver area and put in your share of sweat equity while you learn the ropes.

Although I like the potential of being a sales associateI've got goals of doing flips and rentals of about 10 deals this year and increase them as time progresses.  

Even if you aren't getting title insurance, I bet it would be very hard to find a title company to close this transaction. 

So basically that's not realistic to bet on in this situation.

You bet, happy to help.  

@Aaron DesimoneI bet the 2 houses share the same septic tank. 

This condition has probably existed for many years and I bet neither the fence or shed are permitted installations.

I'm trying to do my own taxes and want to know if I provide anything on this year's return about my flip-in-progress's cost in 2016 (even though it's not sold yet but I purchased it and had many expenses in 2016) or I wait and report everything at once (basis cost and profit made) on the return for year it's sold.