I really like Loro Piana but I don't like the direction Cucinelli is going. I have a knitwear addiction. To save a lot of money but still get heirloom pieces, on eBay, search for brands such as Barrie, John Liang, Ballantyne, Peter Scott, Alan Paine, Hawico, Pringle, William Lockie, Johnstons of Elgin, Malo, Fedeli, Della Ciana, Cruciani, and Gran Sasso. I'd recommend forming a good relationship with a tailor. CEGO in Manhattan is very well priced, even for his shirts made in the city. For the ones made out house, he sends them to Individualized Shirts in NJ (you can find other tailor shops offering IS for less). For suits your best bet is a traveling british tailor or one of the Hong Kong tailors. My favorite british tailor is Leonard Logsdail (he's been in NYC for nearly 50 years now) but he's well beyond your price range, but I've had Steed make me the odd suit or two and he's well within your price range and almost as good. I can't recommend any of the HK tailors but I hear people like Gordon Yao. For ties you know the usual suspect but it's a real treat to visit SEIGO on madison ave. This nice Japanese gentleman has been designing ties as long as I've been alive and then he has them made in his Japanese factory. He will also do custom ties. After I couldn't find an Hermes tie that I loved in different colors (I stupidly got only 1), I brought it to him and he copied it in several colors for me. The price was more than reasonable. Lastly, if you want a treat try a shirt from anna matuozzo. You have to go to Naples for the full experience (and the pizza) but she has a long distance custom option as well, I think. I avoid trendy brands, other than patagonia, so i can't help you there. Answer from jeremiadOtiose on reddit.com