Consider starting small, like with a duplex, to get experience.

@Chanel Snerling if you're going to rezone in those Neighborhoods, you'd be better off going with max number of units possible.What construction project development & management experience do you have?

You can't really predict for a creative business mind and how they might craft a guest experience that stands out in their market. 

If so, I’d love to hear about your experience!

I’m debating whether to furnish the shared areas or just stage them for photos and viewings.

In my experience apt. conversions from single family are more prone to noise transmission. 

My primary focus is on maximizing cash flow.Does anyone has experience with STRs in Aspen, I’d love to hear your advice or insights!

None I could say with confidence without knowing more details on the borrowers experience, property type, city, and project numbers (PP, Rehab, ARV).

If you need help with the process, you can contact Consolidated Civil Enforcement - they have a ton of experience helping landlords through the legal process.

As far as the noise goes, I can tell you from experience that being an entrepreneur in any form can be a very lonely place.