When should a person upgrade their vehicle

Certain amount of miles, engine hours, when it starts nickel and diming, set amount of time no matter what, before all equity is lost, or when the wheels fall off ????

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Mongoheadmonster · 46-50, M

Just did front end work...which was $1700 in parts...60 miles later, now an exhaust valve failed...gonna be another 800 in parts plus a days labor...260,000km (163,000 miles) on the odometer. It's a 2012 Chev Silverado