My best friend of 30 years lost his wife in mid 2019, so my wife and I took him in and I got him a job where I work as the Director. Once Covid started, he was laid off and has lived here unemployed since March, 2020. To make matters worse he is a bleeding heart liberal and I feel like I cannot even be myself in my own home. He has nobody......Please pray for me, my cup is full and I dont know how much longer God needs me to endure this.
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I will pray for you, friend. You are a very compassionate individual and I am sorry your mate lost his wife.
I reccomend breaking the stagnant air and being blatant; suggest he find a job and pay some of the rent. Tell him its a step you are taking to assist in his recovery, even if its only 200$ a month. It may be enough to encourage him to find his own place or maybe he will just go work. At least you will have a little more private time while he works!
It'd be better to give him a move out date far enough in the future to give him time to save the necessary funds. If you want him to move out more than you want him to pay rent, let him put that money into savings.