Sale Savvy

Barbara Davis

12/23/2025

How to shop sales without falling into the "great deal" trap.

This time of year is an incredible opportunity to find great bargains. Whether you’re finishing up Christmas shopping, treating yourself, or spending a gift card you received, sales can work in your favor if you approach them with intention.

Before adding anything to your cart, take a quick mental inventory of your closet. Most of us wear only about 20% of what we own. The rest often comes from impulse sale purchases, gifts that didn’t quite work for us, pieces that don’t suit our lifestyle, size-related purchases, or items kept for sentimental reasons that are never actually worn.

To make sure a great price turns into a great purchase, pause and think about where you would realistically wear the item and what you already own that would work with it. A helpful rule is to match it with at least three pieces already in your closet. If that feels like a stretch, it’s probably not a long-term win, even at a deep discount. And most importantly, if you don’t truly love it, leave it. When the fit isn’t quite right, the color feels off, or you’re talking yourself into the purchase because the price is too good to pass up, chances are it will sit unworn while you continue reaching for your tried-and-true favorites.

Sales are best used to invest in timeless, hard-working pieces like a great coat, a tailored blazer, the perfect pair of jeans, or quality leather shoes or boots. It’s also an ideal time to shop ahead for next season’s holiday and winter wear. Classics like velvet pants or blazers in green, burgundy, black, or brown; a simple neutral-colored dress from your color palette; leather or faux-leather pants; Fair Isle sweaters; and wool or cashmere knits in both classic and festive colors. You’ll often find the widest selection right after Christmas, while the deepest discounts typically appear in January as retailers make room for spring merchandise.

When deciding whether something is worth the price, consider cost per wear. Spending $100 on a jacket or pair of jeans can feel like a splurge, but if you wear it regularly, the cost drops with every use. Care requirements are important too. Items that require frequent dry cleaning can increase the long-term cost. Look for easy-care fabrics that you can realistically maintain.

If your weight naturally fluctuates, as it does for most of us, sales are also a smart time to purchase a few pieces in an alternate size. When clothing doesn’t fit, the instinct is often to cover up, which can affect confidence more than we realize. Having a small selection of well-fitting pieces you can turn to ensures you always feel pulled together, even when your body isn’t exactly where you want it to be.

The goal of shopping sales isn’t to buy more, it’s to buy better. When purchases align with your lifestyle, your proportions, and the way you actually get dressed day to day, sales become an opportunity to strengthen your wardrobe rather than clutter it.

If your current wardrobe isn’t serving you, explore my Fresh Start and Clean Slate packages.