I think my story wins.
I'm an attorney and have been working at the same firm for over 5 years now. About a year ago, my hired a fresh out of law school lawyer, who had no experience whatsoever (I was this new lawyer's direct superior). Most of his day consisted of driving to court in the morning, driving back to the office and working in the office until 6pm (the firm reimbursed him all expenses). This guy was anti-mustachian as they get. He would party all night at the clubs, had fancy clothes, and confessed to me that he had about $110,000 in student loans. He would always complain about not having enough money and how he hates having so much debt.
One day we start talking about finances, and he confesses to me that his very sporty 2012 Nissan 370z has about $10,000 of equity. He then told me that he was sick of making monthly car payments and was going to trade in the car for something more economical. I advised him to sell the car, and use the equity to buy himself a lightly used car for no more than $8,000. He agreed with what I say and he tells me that he is going to sell his car and buy a new one over the weekend.
Monday comes around, and he drives up on a brand new Dodge Camaro. He quickly says "I got a great deal on the car. I sold my Nissan to the dealership, leased this one, and I wont have to make any payments on the lease for 1 year!" All I could do was bite my tongue and say that I felt happy for him. I asked him "what happened with buying a lightly used car" and he says "there is no way I could drive a used car, have you seen how awesome my Camaro is?" Of course, everyone in the office is praising him for his great purchase and everyone keeps telling him how jealous they are of him.
Later that same day, he comes into my office and tells me that he can no longer drive to court every day because his lease has a 12,000 mile yearly limit. I, of course, told him that he knew very well before he got his new lease that he would have to drive on a daily basis to court, and that it was made very clear to him when he took the job that there would be a lot of driving. He said he understood and walked out of my office.
For the next couple of weeks, instead of driving his new lease, he would borrow a car from a friend, parent, or sibling to go to court so that he didn't put miles on his new lease. He once asked me if he could borrow my car to go to court since I owned my car outright and didn't have to worry about the miles on it (lol I laughed to this face). Eventually, he started complaining to the other attorneys about all the driving he was doing and how much he would have to probably pay in fees to the car dealer for going over his yearly mileage limit.
On a Monday, about a month after leasing his car, he tells me that he would no longer be able to drive to court, and that I didn't understand his financial situation and how all the driving is making him broke. I said "I understand", so I let him stay in the office for the remainder of the week. I quickly told the head partner about my conversation with my co-worker and the partner almost had a heart attack. On Friday of that same week, the parter walks into my co-worker's office and fires him on the spot.
Not only did his decision to lease a brand new car cost him a lot of $$, but it cost him his job. My ex co-worker is now working at another firm, which pays about half what my firm was paying him, and has a terrible overall reputation.