I can raise the money from potential LPs but I do not have the skin in the game that I would need at the moment.

A few interesting things but one in particular:3.7.1 To purchase a Subscription Listing, Host must make an order by means of the Site's online order form and pay Vrbo the fees for the relevant Listing, which may or may not be accepted by Vrbo ("Subscription Listing Fees").

I have recently noticed a few articles posted on mainstream sites such as marketwatch about back door Roth IRA.

Do not be one of the people who wait and hope that rates will continue to fall into next year.

Interesting, how often do you optimize your listings? 

Making the basement a legal unit is costly but can be done as an ADU depending on your exact location (ADU zone maps are on City of Chicago site).

Which can seem daunting but theirs plenty of ways to figure out how to do this.

Any feedback would be great.I haven't yet started using Bolt Deals, Daniel, but I will certainly let you know if and when I do!

Some of my comments are: 1) Do you know the current condition of the units?

This will vary property by property and area by area, but in area not only do you have all the city/county level planning: access, traffic counts, density requirements, unit counts for school districts, sewer capacity, etc, but you also have neighborhood councils which will have additional level of say in final design, scale, unit counts, uses, etc.