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Used Subaru's might be something in this range if he is looking for something more interesting but likely at the sacrifice of insurance costs for his age.
As others have said a newer car that started as a more practical/less expensive car new is probably the best route. Also agree with what others have said that a more budget economy car can be made more interesting with a manual as well. Newer car may have some warranty and loan will be cheaper/easier as well.
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