And what you need is a trip through my Hoodie-Off Machine.
Suit: $200-$2000
Same price, now that it's "50% off".
Thing is, the "simple" black turtleneck was the result of commissioning a top Japanese designer to research and develop an optimal outfit (with intent that it actually become the company uniform). Jobs then bought a closetful of them. ...so a prime example of the subject bought something on par with a "hoodie", but paid way more than $20-40.
If I'm gonna look for a hoodie for work attire, it would be a properly embroidered "Jack Frost" one - which ain't going for $40.
Once you make any style standard business attire, prices for "respectable" quality will fast move into good-suit prices.
Before that, Steve Jobs wore suits.
http://obamapacman.com/wp-content/uploads/2012/01/Steve-Jobs... http://www.maclife.com/files/u220907/SteveJobsSuit.jpg
http://www.itworld.com/cloud-computing/292262/watch-steve-jo...
http://www.globalnerdy.com/2014/01/26/the-original-stevenote...