Expense approval generates circular approval hierarchy

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Expense approval rules have generated an approval hierarchy that goes back and forth between the same two users 24 times. We only have 5 possible levels of approval and its should only have gone to the first two. It is selecting the right people foe the first two rules but can not understand the extra 46 approvals its trying to get. It should do the following;

1. Employees Manager

2. Person X if the report is over $500

What we get is in the screenshot.

 

Anyone seen something like this before or have any ideas?