I don't quite understand why so many people are freaking about about the laws when it comes to wholesaling.

We're a self management crowd here, but I totally understand not wanting to do it. 

Many OOS investors set themselves up for failure because they don't invest the time to ACTUALLY understand:1) The Class of the NEIGHBORHOOD they are buying in - which is relative to the overall area.2) The Class of the PROPERTY they are buying - which is relative to the overall area.3) The Class of the TENANT POOL the Neighborhood & Property will attract - which is relative to the overall area.4) The Class of the CONTRACTORS that will work on their Property, given the Neighborhood location - which is relative to the overall area.5) The Class of the PROPERTY MANAGEMENT COMPANIES (PMC) that will manage their Property, given the Neighborhood location and the Tenants it will attract - which is relative to the overall area.6) That a Class X NEIGHBORHOOD will have mostly Class X PROPERTIES, which will only attract Class X TENANTS, CONTRACTORS AND PMCs and deliver Class X RESULTS.7) That OOS property Class rankings are often different than the Class ranking of the local market they live.Class A is relatively easy to manage, can even be DIY remote managed from another state.

Understand all of your financing options before getting into it!

It's important to remember that short-term rentals are subject to fluctuations in demand, so it's essential to have a solid understanding of the local market conditions and the property's performance history.Google awning airbnb estimator and take a look at the seasonality and performance of nearby Airbnb's to really get an understanding of how it might do

Just to get an understanding of the value of the location from others perspective.

I understand that a property can be on zillow and not listed by an agent.

Real estate investment involves risks, and understanding the nuances of each strategy will help you make informed decisions.

I understand you're looking for a good area with good growth at a good price in the Tri-State Area but if the numbers aren't making sense, it could be worth check out the market in the Midwest specifically in Ohio. 

Quote from @Jordan Naeem: This is a tough situation.You may understand the value of leverage, but your wife doesn't.