High property tax isn't an automatic 'no', but is one negative factor in my analysis.

Securing financing is often one of the biggest challenges new real estate investors face.

The high end is the 20 or so co ops on 5th Avenue or Park Ave (one is on East End Avenue) that require liquid assets of $100 million + to gain board approval.  

That's a great way to get introduced to a lot of agents and the new ones all in one place.

We keep telling ourselves "this is the last one" then decide to do it again.

I didn't see a need for a holding company but if someone wants one, you can just use another LLC as the holding company.

Denver is a buyer's market - houses sit for a bit (one month plus).

That doesn't seem right about having to chase your money - but would need a lot more info to provide a better opinion. also are you investing in one property and is your name secured or you giving an unsecured loan? 

I'll bet you a cup of coffee no one has working keys.

It’s a newly renovated 3-bedroom, 2-bathroom home, just one block from the ski slopes and four blocks from downtown.The current owner has been renting it out for $30,000 per month during the peak winter and summer seasons.