The easiest wardrobes to manage aren't the biggest — they're the most versatile. A navy blazer works over a t-shirt on Saturday and over a dress shirt on Monday. A pair of tailored chinos does the same job at a dinner as it does at your desk.
Start by identifying the three occasions you actually face most often — work, weekend, and one dressier event a month — and build pieces that can flex between at least two of them. Skip anything that only earns its place for a single event. That's the fastest way to a wardrobe that works harder with fewer pieces.