Anna Gragert
Updated Nov 27, 2017 @ 12:10 pm
Leandra Medine
Credit: Ben Gabbe/Getty Images - Anna Buckley / HelloGiggles - Marilyn Angel Wynn / Getty Images

As legend has it, Leandra Medine was surveying Topshop apparel with friend/Women’s Wear Daily editor Rachel Strugatz when she encountered the kind of inspiration that changes your life. “We were laughing at how everything was so man-repelling: acid-washed harem pants and enormous shoulder pads, and I just said, ‘That’s it! That’s the blog,’” Leandra stated, detailing the birth of blog-turned-business Man Repeller. (Okay, so it’s a lot less of a legend and a lot more of a quote from The New York Times.)

As a woman who emphasizes that fashion is more than fabric, one can see why Leandra would be chosen as a holiday shopping specialist. Specifically, PayPal teamed up with the creative to create six custom, limited-edition greeting cards that make the gift of cash just a bit more personal (and a whole lot easier). With these themes in mind, we were gifted the opportunity to speak to Leandra about all that’s on our mind this holiday shopping season.

HelloGiggles (HG): Out of everything that’s currently in your closet, what is the one holiday piece that fills you with the most joy?

Leandra Medine (LM): The one holiday piece that fills me with the most joy? It’s definitely not one particular thing, but conceptually, probably glitter shoes, like a pair of heels. They’re so much fun to wear. It’s such a treat to look down.

HG: Are there any holiday fashion trends you think more people should be paying attention to? Is there anything that’s going under the radar?

LM: I’m not so big on holiday fashion trends. I don’t really feel like this is a particularly great time to go out and buy new dresses, because what ends up happening is these items get relegated to holiday outfit wardrobe staples, and you never want to wear them outside of the holiday season.

So what I do is buy clothes that I would buy anyway through the course of the entire year. Then around the holiday time, just think a little bit more thoughtfully about how I’m accessorizing. Try to buy cheaper things like velvet socks, maybe a couple new pairs of shoes, if I can. Fattened head bands, cool sweats.

HG: A lot of people find holiday shopping to be incredibly stressful, mainly because they have a pretty tight budget. How do you approach holiday shopping when you’re on a budget?

LM: What I’m doing this season, mostly to manage the stress, is instead of actually going out and buying proper gifts for everyone, because that could get a little bit overwhelming. You know, you’re trying to get into the minds of all your friends and family and loved ones, trying to make sure that they’re happy with whatever you buy them. Of course, you want to make sure that the money you’re spending is being put to good use.

This year, what I’m doing is instead giving the gift of cash to people. Because research, anyway, shows that it’s still the number one most-wanted gift, and that more than half of Americans wish they could ask for it. So I feel like I’m just going to try to serve that statistic right.

HG: Many people are also trying to find that perfect gift for a new partner, new friends, or new family members. How do you go about approaching those kinds of gifts for those people who are new in your life?

LM: Still cash, but maybe with gift cards…[Also], no one is ever upset by receiving a box of really nice chocolate or a bottle of wine.

HG: When holiday stress gets to you, what is your go-to act of self-care?

LM: I’m pretty big on massages and facials, but if I’m being completely honest, I don’t really get super stressed out during the holiday season. I really, really love this time of year. I’m excited and grateful to be part of it. Sometimes I find myself walking into department stores just to hear Christmas jingles.

HG: Is there any specific holiday tradition, maybe centered around fashion, that you love to partake in?

LM: I will definitely say that I tend to wear more headbands this time of year, for whatever reason.

For more information, you can visit