I’m in the process of purchasing a second home in Aspen, CO, which will also serve as my first STR property.

80% on primary and 75% on investment property I believe.

Remember, in this model, you are planning on holding on to these properties as rentals so pay now in quality, or pay later in headaches and repair costs.

Hey Cameron, for experienced investors I can lend up to 100% of the purchase and rehab costs on 1-4 unit properties.

However, if the property is sold while financed (there is a loan on it), a portion of the gains will be subject to UBIT. 

Happy to give you a quick background about the market.The median home price in the MSA is about $350,000, but you can find plenty of rent-ready properties in suburbs north of the Tennessee River for under $250,000 or under.

Always had to jump through hoops but always had it based on the property / asset

Quote from @Brandon Bell: I've owned a property for four years with a standard fixed-rate mortgage, and now I'm looking to convert it into a rental.

Essentially, your new replacement property will consist of (1) a thirty plus year ground lease on the real property you already own; and (2) new capital improvements made on the real property you already own pursuant to the new thirty plus year ground lease.

Inside track to properties before they go to market/general public.2.