[scrumper]

Being a meekly frustrated warrior like many modern men, I sometimes imagine the process of putting a suit on in the morning as akin to donning chain mail and plate armor before a battle. Certainly it helps me get in the right frame of mind for the day, and when I get home the kids know I'll need to swap it for 'play clothes' before I'll roll around on the floor with them. I've worn a suit everywhere I've worked, even in casual companies on client-free days. It helps to enforce a separation between work and home which is, for me, a critical part of work/life balance.

Edited to add: you've already noticed the positive attention it's got you from senior management. This will only continue. And, until you can afford the real thing, I can wholeheartedly recommend having custom suits made by one of the visiting Hong Kong tailors which stop through every major city. They're inexpensive and the fit will be significantly better than off-the-peg. They won't last years but you'll get to pick every detail, and you can have a lot of fun with lining fabrics if you're not in consulting or law.

[Kalium]

With the advent of Indochino, Proper Suit, Black Lapel, Dragon Inside, and more it's possible to get the Hong Kong tailor experience without having to find one of those scheduled to stop near you. Indochino and Proper Suit have storefronts in SF.

[scrumper]

Ah true but part of the fun for OP will be having a smiling gentleman fondle his inside leg in an anonymous hotel suite. No app can reproduce that.

[Kalium]

For that, there's always Craigslist!

Slightly more seriously, the Indochino storefront has you covered on that front.