Restrictive policies are often written with a singular use case in mind, with the authoring manager's short-sighted and horse-blinded perspective generally resulting in the policy not being as cost-saving as intended in the first place and leaving ample opportunity for loopholes and malicious compliance.
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This Frequent Flyer used to travel a lot for work, accumulating insane amounts of miles flown. As often happens, the acquisition of the company by new owners came along with more restrictive policies, travel included. The new rule prevented employees from booking first-class tickets, limiting them to coach instead; the ticket price also couldn't exceed more than $100 above the cheapest available option. So, because of the policy, the Frequent Flyer would book the most expensive coach-class tickets they could that were in compliance with the policy before then contacting the airline and changing the seat to the (often) cheaper first-class equivalent option. While they were technically compliant with the policy, they were still able to travel in comfort.
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