Jewel-colored crisply ironed shirt plus contrasting tie, crisply-pressed slacks, shined shoes look good, and don't cost that much. 

If you were in my shoes, how would you fund it?

Alternatively you could just take your $200k and buy a property solely as an investment and then use the investment returns to pay for your vacation in Florida.

The bankruptcy court may dismiss the case—unless the heirs wish to step into the shoes of the deceased, keep the bankruptcy case alive, and make the plan's payments.If a married couple filed for Chapter 13 jointly, and death means lost income, the surviving spouse could ask the court to reduce the payments.Should the Heirs Keep a Chapter 13 Bankruptcy Case Alive?

As a starting point, I would assume that a buyer would be stepping into the shoes of the current owner and would buying the property subject to the preexisting lease/land contract and the tenant's rights related to the preexisting arrangement. 

I am the sole trustee and also one of the beneficiaries.

Since I still have a W2 job I let my investments live a life independent of my own personal life, which I fund solely with W2 income.

If your sole purpose is to make money, degrees are not necessary, but can be valuable.

Hello everyone, I’m looking to hear some ideas as to what you guys and girls would do in my shoes.

In 2014, wife was the sole party actively involved in the day-to-day management of their rental properties.