I am just starting out with a STR and found that VRBO is not very specific if they are collecting the tax and paying it to the State as a marketplace facilitator or am I responsible for this tax collection and payment ?

If you can come up with specifics such as how you do your lead gen, an overview of your current pipeline and the reason why your deals are falling through it would be much easier to help out. 

Congratulations on your first purchase.

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

Process is simple. 1. purchase contract2. send contract to title company3. bring cash to closing and you're done

This amounts to lost opportunity because if you had purchased RE, at the closing it can start producing return. 5) ADUs detract from the existing structure whether this is privacy, a garage, or just yard space. 6) this is related to number 1, but there are many more buyers looking to purchase homes for their family than there are RE investors looking to purchase small unit count properties.

I saw how that proposal is basically her giving me a 0% loan, but at the same time I believe that structure will avoid her taking a large loss (approximately 30k if she accepts a 300k offer).I do not know why she doesnt get a PM, I only share the facts of when she purchased it, the purchase price, and the reasoning she shared with my realtor as to why she is selling after such a short time period.

OTM = General, overhead/widescreen view of nationwide market tends.BPRE = Detailed ways specific people are making money in real estate.

I could purchase it for $60000 and it appraises at $110000 as is.

I have purchased many properties without a tenant in place.