Random tips or ideas:
To get by with 2 suits (3 tops) for a 5 day work week, it's more about your care habits for clothing, not whether people 'notice' (they won't). Suit only gets worn min # of hours needed at work. Protect jacket during commute. If you can be in office with jacket hung up, do that too. When you get home, immediately - hang up, air out. Avoid need for dry cleaning. If you struggle keeping it pressed and neat enough, a cheap steamer for your home costs a lot less than paying for more drycleaning or needing another suit. With men's clothes, the key is not variety. The key for professional is looking 'pressed' rather than rumpled and not smelling. Seriously. That's it.
Shirts - if you are a regular size, kirkland/costco dress shirts tend to hold up pretty well. Good/cheap undershirts allow for multiple shirt wears before washing (see above re: hanging up/airing out after wearing).
It says you are in new england - if you can layer with vests or sweaters on top of a dress shirt, it also can reduce costs and laundry bill for looking executive. Not sure if it's a look you can pull off at the toniest firm or company though.
Factor in cost of tailoring in purchasing, if you're at all a tricky size. It is better to wear the same 2 tailored items over and over than anything not tailored. So you need to know what can't be tailored at all or only with great expense (like shoulder width/fit in a jacket).
Things like ties and pocket squares can make you look good and let you wear the same things every day without anyone noticing. Dirt cheap at thrift stores, there is always a supply, and you don't really have to worry about size.