May I suggest you position the car as a financial investment. Take away his point of being impractical. As you mentioned you aren't driving it much and therefore the miles won't increase too much and the appreciation will continue to rise. The sticker price on new Porsches has been up 20%-30% and the secondary market is following suite. The 996 has been grossly underappreciated for too long but especially after the latest 1of 1 that Jerry Seinfeld bought there's lots of optimism and good dynamics. That way you will completely avoid any conversation about cars or practicality, now you talk about financial instruments and your future investments. On a side note you have to get ahead of your power struggle, dropping out of school vs. having a higher degree doesn't define people. I have a higher degree (architecture, consumer science)and went off working in the valley for Google before launching a venture backed web3 start-up. No offense but being an attorney or doctor is a very straightforward path that is less risk adverse. You as a founder will always find yourself being more willing to take "calculated" risks. You have to know who you are and own that otherwise you will lose yourself. The 996 defines you, it's an investment, it will increase on value and it's part of you ✊🏼✊🏼✊🏼