Filson | Cover Cloth Umbrella | $100
Buying a big, expensive walker umbrella is a highly credited play. Why’s that? Because, if you’re anything like me, you’re about a tenth as likely to lose it as you are a compact, collapsible umbrella.
The last time I purchased an umbrella was an incredible two years ago. It was this number from Brooks Brothers ($70), and it’s served me well. Prior to that, I would buy a cheap umbrella at CVS, use it once, and leave it sitting on the floor of a cab or hanging on the back of a barstool. If I did that every time it rained in Philadelphia, I would have spent two or three times as much by now.
BOTTOM LINE: Look fresh, get compliments, save money. Buy a well-made stick umbrella. Oh, and don’t go any larger than 50 inches in diameter. If you walk around the city with a 60 inch golf umbrella, you are an asshole.
London Undercover | Commuter Umbrella | ~$101
Caulfield Preparatory | Umbrella | $145
It’s a bit Fonzworth Bentley in both pattern and price, but you know what… That dude actually was/is pretty fresh. Plus, it was a miserably rainy day today in Philadelphia, and I am in the market for an attractive and BIG umbrella. Probably not a $145 one, though.
