In addition to being married multiple times, Amos Andrews has also had some financial difficulties, particularly in his second marriage to Shannon Marie Martin. When the pair were still married, they wound up filing for Chapter 7 bankruptcy in Phoenix, Arizona, in 2000. The type of bankruptcy they filed for is known as "liquidation bankruptcy," meaning they needed to sell their assets to pay back the money they owed. Martin was "discharged" on September 8, 2000, while Andrews' case was closed on September 26.

However, while he didn't file for any bankruptcy protections after that, documents obtained by The Sun from his fourth divorce with Jennifer Andrews showed he was in debt over $20,000 at the time of their marriage dissolution.

In 2021, Amos Andrews had $17,372 in solo credit card debt, which included $3,657 on a Caesars Rewards credit card. Joint debt with his ex-wife saw him also judged responsible for an additional $3,470.50. Overall, his total was $20,482.50. The documents also revealed he was due to come into some money from a personal injury settlement, and he was ordered to pay 50% of it to Jennifer Andrews. That amount was not disclosed.