When to Invest vs. Experiment

A Personal Approach to Buying Well

A curated wardrobe doesn’t mean every piece has to be expensive — but it does mean every piece should earn its place.

One of the most common questions I get is: How do you know when to invest in something versus just try it out? There’s no one-size-fits-all answer, but over time I’ve developed a filter that helps me decide what’s worth buying new, what I look for secondhand, and what’s better left as inspiration.

Here’s how I think about it.