Th it's is such a great question. It is either my Redwing iron ranger in Amber Harness, or my Gustin Olive Twill Duffle. No wait my Hardwick suit I bought on a new year's Eve sale that fits better off the rack than my made to measure suits at half the price.
It's been a big year of shopping.
At $159 at the rack they are worth it but I stick to generally buying MiUS if I can. I also support some European countries of manufacture but will not support Chinese made goods. It does erk me when a brand touts themselves as an American heritage brand but then goes else where when convenient for the company.
My best purchases were a pair of black horse bit loafers from Ferragamo and a black Sanyo dressy rain coat.
2018 was the year of a long challenging job search for me. I bought both of these at the amazing new Nordstrom Mens shop in NYC about halfway through the search. Both of these pieces are super versatile, and express a little bit about my personal taste. They’re more versatile than I was thinking and I get so many wears out of them. They boosted my confidence on the search.
Both on the expensive side but well worth it for me.
Nordstrom price matched from a sale I found at Saks on Google shopping:
https://m.shop.nordstrom.com/s/sanyo...incoat/4972630
I'd say my best was picking up a Gustin waxed trucker jacket. I got it in summer when I found a nice deal and couldn't really wear it until October. But then I wore it for the rest of the calendar year and was very happy.
Pretty sure 2016 my New Years goal was not to buy clothing. I sold about 2000$ worth on the forums and eBay, sold my house and moved and traveled down the worm hole of buying a new house.
Ever since I bought and started working on the house I really stopped buying clothing besides very specific items which were planned out and all rationalized though. Replacement sweatshirt to replace a destroyed hoodie, AE Surrey to replace my destroyed Clark’s. Two polos for work from Polo outlet.
2019 I also see as not being a big clothing year again. Hopefully sell some stuff again with a big eBay purge. Maybe sell a couple watches since the market is prime to sell.