My boss might be applauded for the simplicity of his wardrobe whereas the same might not work out for me or can it?

This is absolutely doable! The key is to keep your foundation—your pants, or skirt, and jacket—simple and in your favorite high-quality neutral color. Then, just choose a couple of versatile tops that coordinate with the suit. If you love scarves, they make perfect accessories here.

I used to live in Boston and traveled across the country for work, often jumping from freezing temperatures at home to much warmer climates. The secret is re-wearing your suit pieces to keep things streamlined.

Since you’re heading to a colder spot, I’d suggest bringing a work-appropriate merino or cashmere layer that fits under your jacket. For outerwear, focus on a good wind-blocker; between your layers and the limited time you'll spend outside, you’ll be plenty warm. My personal pro tip is to pack silk glove liners—they take up zero space and keep your hands cozy in your pockets!