“I have trying to find a way to please everyone.”
A futile attempt that is unlikely to succeed. Do what is best given the wishes of the deceased. There may be an angry recipient or two (or more) but, you can sleep peacefully knowing you followed their wishes intended as best you could given the circumstances.
With regards to the unemployed ailing person, I would get together with the other intended recipients and discuss that persons situation and see if an agreement can be reached regarding that persons situation.
This should be done amongst everyone but her in a family meeting. If no consensus is reached and you are the sole decider then you will have to make that decision and inform everyone of what you decided and why.
You might wonder why am I taking the time to provide so much input? Because I’ve been there done that. I was designated the Trustee and given Absolute Power of Attorney for the Trusts of my parents, my grandparents and my aunt’s (my mom’s sister) estates.
Thank you! You are the best and why I posted this here.