This means expect tax increases, expect HOI increases, expect tenant issues, PM issues, capex issues, everything in between.

What would be the best way to do this for tax purposes, liability, and breaks?

A lot of forum members are very knowledgeable in their respective fields related to real estate investing, whether that is real estate sales, wholesaling, flipping, rentals, lending, self-directed IRA and Solo 401k investing, or tax and legal guidance.The site has quite a few tools that can be helpful for new members.

Pay the small amount to have a licensed CPA under a retainer agreement and contract in writing with you pay all bills and taxes and issue all deposit refunds etc.

I had my handyman do it for 15K and now rented at a higher rate....Another property in Florida, the tenant left such a mess in the house (gum in the carpet, drawing on the walls, etc), and the property management Company (I think their name is Watson) wanted to fully refund the tenant their security deposit! 

And the property assessment would need to be changed, and of course, taxes increased, as well as separate utilities.

(WI taxes on my corporate income, concerns from my employers perspective, etc.)Scenario 1: Request my employer mark my work location as 'Remote'. 

We are in the 2/5 years so we could sell and profit 200K+ tax free or we could rent with cash flow (not including mx) 1K/Month.

Don't forget to add an adviser to your team to work with your CPA/tax professional to maximize the tax benefits available on each and every project.

Those that respond “$0” or something ridiculous, you can request income documentation from them to justify.Don’t be afraid to share with them how much your property taxes & Insurance increased and that YOU cannot afford to absorb them.ALWAYS get an increase or something of value annually or tenants will start thinking they should never have an increase, making future increases that much more difficult to negotiate.