Car buying is the one area of my financial life that I can say for certain I have repeatedly made mistakes that have cost me tens of thousands of dollars. I’m not exaggerating either- I have actually purchased or leased 6 cars in the last 10 years. I really can’t put my finger on why I’ve been so financially irresponsible in this area given that with other major purchases like buying my home, leasing my office space, and making business technology investments I’ve always prided myself on doing my due diligence and finding the best deals. All I know is that I’ve always been so overwhelmed with the process, that I’ve just given up- feeling like the odds were against me in this area because of the lack of transparency in the industry and expecting to overpay no matter how much research I’ve done. Writing this now, I admit it’s pretty stupid, but it’s the truth. This past November, I got a letter in the mail from the dealership that sold me my last car letting me know that with 6 months to my lease expiration, it was time to start thinking about my next car. I determined when I got that letter that this time, I’d break my bad car buying habits and use the time I had wisely to build new, good, car buying habits that I could be confident would save me money- and I’m happy to say I did!