I'd rather be safe about it and ensure cash flow from day one.

Any advice or direction on how to go about this in Wisconsin would be greatly appreciated.Before you do that, ensure the home will make a good RAL property.

A lot of tenants might not know how to use it properly. 

I'm a very analytical person who won't start a new venture without first gaining a solid understanding, establishing the right framework and connections, and ensuring that I'm securing a great deal.

While the numbers they provide might make sense under specific conditions, it’s always a good idea to apply a more conservative approach to ensure you’re prepared for the unexpected.For vacancy, the tenancy averages they’ve shared (3.8 years for C class and 6+ years for B- class) aren’t out of the realm of possibility, but I’d treat them with caution.

I spent my entire summer doing maintenance and ensuring comfortability.

However, with this in mind, contact the closing firm and ask for an escrow fee sheet to ensure that it somewhat aligns with the standard title/escrow fees that other closing attorneys offer.

Ensure your agreement with that person has teeth so if they sign off on something that isn't right they can be held liable for it. 

Ensure you work with a team that is familiar with them (accountants / lawyers).A 1031 exchange is a way for real estate investors to defer paying taxes on the sale of investment property.

Sounds like its time to sell since the HOA fee just doubled which usually means the HOA has not been managed properly and failed to build a strong reserve account.