Buying too much stuff for four reasons:
1. Being afraid of wearing a "uniform".
2. Not taking into full account my lifestyle.
3. Not planning ahead to see what new purchases would match with the most existing outfits.
4. Not understanding what makes a garment high quality.
The fact is that almost every "look" is a uniform, so embrace the concept of wearing one without deviation until you understand what doesn't work for you. If you stray from the concept of wearing a uniform, you will buy too much stuff.
If you do not factor in your lifestyle, you will buy too much stuff.
If you buy on impulse and do not extensively plan out each purchase, you will buy too much stuff.
If you do not look at all available options for a garment, including ones that seem too expensive and understand what elements are the ones that define quality in a particular garment be it underwear or a suit, you will buy too much stuff.
Before buying anything, decide how many days a week do you really expect to wear a suit. If not more than four, then you need only two suits [one navy and one charcoal solid], two black dress shoes [you need to rotate your shoes], four dress shirts, one black belt, and two ties. If you will wear a suit more than four days a week, then add some striped shirts like university stripes that will dramatically change your look in the best possible way summer or winter. A black, burgundy, or blue cardigan under your jacket in winter would do the same.
How many days each week, including weekends do you really need sports outfits? If no more than two, you do not need a dedicated sportcoat since you can create two outfits by swapping your your navy and charcoal jackets to the opposite color trousers.If you are dying to buy a sportcoat than buy one that goes with navy and charcoal trousers.
What do you really wear on the weekends? If you are a sailor and own boat shoes, why would you need another pair of casual shoes?
Are you very active, changing clothes several times a day because of workouts, competitions, or paramours? Then maybe loafers and buttondown shirts would give you the best service. Maybe suspenders/braces would work better than belts. Barrel cuffs might then be preferable to double or French cuffs with links.
Are you a messy eater, constantly spilling food? Dark plaid suits or tweed sportcoats and trousers, and paisley ties are your friends.
Do you travel a lot in your clothing, going from meeting to meeting? If so, do not get tightly fitted patterns and tailoring, because you are living in your clothes Buy sack suits with standard fitted shirts and learn to fold your shirt tails into a box pleat behind you before tucking them in. You might again prefer suspenders/braces to belts for comfort, as well wear loafers you can slip off without much fuss.
What is the climate where you live? If you have four seasons and any regular chance of rainy weather, maybe you should purchase a beautiful, fully lined trench coat from Burberry or Aquascutum to protect your present wardrobe and keep warn and dry before thinking about having a third suit made.
Maybe a navy cashmere overcoat should be your next purchase before your next suit, if you attend many top level meetings in winter and you have season tickets to the Met.
I would plan your most expensive purchases around what you can fit into one carry-on case and wear at the same time. If beginning to build a wardrobe, you should be able to wear and carry all of your best stuff at one time, as if headed to a conference, getaway, weekend wedding, a series of out of town interviews, etc.
That would be two suits, one sport jacket [may I suggest natural camel hair?], no more than seven shirts, two trousers [make one grey flannel], two pair of black shoes, a trench coat with zipout liner, one really nice black sweater, one really nice solid polo and khakis, and the usual accessories and workout clothes.
After you get everything listed above, then do not purchase anything that cannot match what you already own, until you:
1. Really need it; e.g., black tie rig, camo gear for hunting, or loafers because it is such a drag tying your shoes four times a day on weekends at her place.
2. You have developed enough personal style or understand exactly what you are trying to achieve with your purchase; e.g., lilac university stripe shirt to attract the ladies or double cuff shirt with links, because you are now that guy.
I hope this helps. I need to move on to other projects, but feel free to pm me, if you seek more specific advice.