Stylish Work Sneakers For Women (And Advice On What Should Women Wear While Canvassing)

stylish work sneakers -- and advice on what should women wear while canvassingWe recently got this question from a reader who’s running for judge (woot, you go!), and it raises an interesting issue of what is casual but professional footwear for women — for weekends and other outings outside the office. Can you be professional in sneakers? What are some other options besides work sneakers? In a bigger sense, what should women wear while canvassing or otherwise politicking for office? We tried to talk about the casual-but-professional-uniform a few years ago, but I still feel like it’s an issue. Reader K asks:

Kat, I am a 42-year-old lawyer, mother of two, and am running for judge [locale redacted, but suffice it to say somewhere hot]. I made it through the primary and am in a runoff on May 24. There are occasions (like when I’m working the polls) that I wear my campaign t-shirt and a pair of jeans. I have worn boots with my jeans (in February), but now that it’s getting warmer, I think I need a pair of sneakers. The problem is I have running shoes, boots, flip flops, or dress shoes. Do you have any suggestions for stylish, comfy sneakers?

Congratulations, and good luck!  As to the question about what women should wear while canvassing: very interesting.  Comfortable, stylish, but vaguely professional sneakers: I’m curious to see what readers say here. I’m a diehard Chucks girl myself — they’re classics! But aside from off-white Converse, I would worry that they show a bit too much personality — I associate black ones as being an outsider/artist/comedian kind of shoe, for some reason, and colorful ones being too young/wacky. (I currently wear gray ones on weekends, which perhaps is my way of saying “I used to feel like an outsider but now I’m a mom and have no feelings of my own.”) Instead, I might steer you toward a few other options for work sneakers and other casual-but-stylish shoes:

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Dressing Professionally But Comfortably: What to Wear for a Long Flight

Vince Camuto Ponte Knit Ankle PantsWhat should you wear on a long flight with colleagues if you want to be comfortable but still look professional? Reader N wonders…

Could you do a post on comfortable, but professional attire for international or long flights? I have an upcoming business trip where my boss and two colleagues will be on a long flight with me. I want to look presentable but still be comfortable for the long flight. Thanks!

I’m curious to hear what people say here; this reminds me a bit about our discussion about what to wear when you’re out of town and working late all the time. (Here’s a fun question, readers — do the answers change if you’re sitting with your boss/colleagues on the long flight? Every time I’ve traveled with colleagues we were sitting apart, and I was so thankful to freely relax/sleep/read brain candy on the flight.) Some thoughts, in no particular order:

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Should You Say No to Sports at Work?

sports-at-workYour office is planning an athletic event, and you want to stay far, far away. Even if you’re worried about feeling awkward, should you go anyway to take advantage of the networking opportunities? How can you say NO to work-related sporting events, like golf and tennis outings, and what are you missing out on if you do? Reader B wonders…

Your recent post about dressing for summer events led me to an older post about how to dress as a golf newbie… and boy, the comments struck a chord with me. Or maybe a nerve. I’d love to see a post, and more discussion, on how to deal with outings of all types — particularly when they’re for expensive and time-consuming sports that you don’t play and don’t want to pick up.

A lesson (or even a few lessons) are absolutely NOT enough to get me through a golf scramble. Can I swing and miss 18 times while joking gracefully? Can I pull off an outright refusal? Is it a bad idea to drive the beer cart (this always sounds like it should come with a costume), or just show up for drinks/dinner afterwards? And what do I do after 17 miserable holes, when my division manager is standing at the 18th with his arms folded to judge my golf game?

For reference, I’m in engineering, not law, with 15+ years of experience.

Interesting question, Reader B! In the past, Kat has recommended participating in athletic work events, even if you don’t think your skills are so hot, but we thought we’d get another opinion as well. We talked to Women on Course founder Donna Hoffman (who also advised us on our recent post on proper golf wear) to get her take on this situation. “Golf is so much more than getting the ball in the hole,” she says. “There are so many more benefits” — including the camaraderie, and the opportunity to build relationships.

Here’s what Hoffman recommends for Reader B:

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What to Wear to a Work-Related Golf Event

golf clothes work outingWhat should you wear to golf with colleagues — for example, in a golf scramble — and where should you shop for it? Reader L wonders…

Could you please do a post on clothes for work-related golf outings and where to buy them? I’m attending several golf scrambles with colleagues this summer, and as I’ve never golfed before, I have no idea what to wear or where to shop for it. I’d like to find things that are appropriate without being frumpy. Thanks!

Both Kat and I will freely admit to knowing next to nothing about golf, so we turned to an expert — Donna Hoffman, the president and founder of Women on Course, an organization that encourages women in business to take up golf by offering various events around the country, a membership program, and special discounts. About 15-20% of the women who attend Women on Course events work in the legal field.

Hoffman shared several useful tips for new women golfers planning to attend work-related events:

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Business Travel Tips and Tricks

business travel

Whether you travel every week for work or it’s rare that you find yourself at an airport for a business trip, travel can be a series of small hassles — but a little planning can be a huge help. It’s been a while since we’ve talked about business travel — although we’ve shared plenty of posts about all kinds of travel topics, such as:

We’ve rounded up a bunch of helpful business travel tips that readers shared in recent comments:

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Joining the Boys’ Club When You’re a Woman

Boys' club at work | CorporetteShould you join the office boys’ club if you’ll be the only woman? What if your male coworkers meet and talk shop outside of work while taking part in an activity — such as tennis or golf — that you don’t even like? Reader K, who works outside of the U.S., wonders:

I have a question regarding the ‘old boy’s club’ at work; my workplace is fairly conservative, with only 15% of the workforce women (although the number is increasing in the younger generation), but quite politically correct and thus nothing seriously sexist or misogynist. My male boss, in his mid-50s, has been fantastic to work with, and as a recruit (from a different company, relocating quite a distance), I’ve been happy with my position and also see potential in the company itself. BUT, after three years, I see that there is a ‘boy’s club’, where they get together and play tennis, have a beer, and get things done. My boss has even suggested that I join the tennis club (playing once a week or so) — but I’ll be the only female and really don’t like tennis. What would you do?

Tough question, K. We’ve talked about networking with older men, dealing with sexist coworkers, and whether or not to pick up the tab at lunch with a group of male partners, but not specifically about this topic. I’d ask myself a few questions first:

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