Eve intends to plead guilty to a criminal charge. Eve has a child Bob. Alice has guardianship of Bob and also management of Eve's income which includes Supplemental Security Income (SSI).
SSI will not be paid if Eve is convicted. If all or part of the sentence is "time already served," will the Social Security Administration (SSA) demand repayment for those months?
UPDATE: An unofficial opinion from a lawyer Alice contacted said it depends on (list of factors I didn't follow) and that in the cases where it shouldn't be paid, sometimes SSA doesn't catch it. I retorted that if they catch it later, not only will there be more to pay back, but they might accuse Eve (or maybe even Alice, as custodian) of fraud for continuing to accept it.
SECOND UPDATE: Alice manages Bob's funds, but ALSO manages Eve's funds, since Eve is not allowed to do so while incarcerated. Sorry for not making that clear. Above edited accordingly.