Client Profile: This Fintech Investor Got a Style Upgrade

Client Profile: This Fintech Investor Got a Style Upgrade

Bullish on style
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By Megan Collins | Last Updated: Mar 7 2023 | 3 min read

We wanted to give you a quick glimpse into Style Girlfriend’s online personal shopping service!

If you’re interested in working one-on-one with a member of team SG to overhaul your wardrobe, lock down a look for an upcoming event, or even make packing for a trip a little bit easier, give us a holler.

Ian Rosen, an east coast-based investor in the fintech space, buzzed Style Girlfriend before attending an industry event in California.

The former Dow Jones and Marketwatch exec knew his “New Jersey dad” vibe didn’t really mesh with his new “financial tech startup scene guy” vibe, so we helped him find a few key pieces; including a well-tailored sport coat, dark rinse slim-fit jeans, a few non-billowy dress shirts, and loafers you’d want to get on the ground for a closer look at.

And oh yeah, everything needed to work into the wardrobe he already had.

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Cut to: Rosen nailing his opening talk at the event, and subsequently throwing away half the contents of his closet after realizing they didn’t make him feel like a million bucks the same way his new clothes did.

We asked him about his experience.

Here’s what he had to say:

Why did you decide to turn to online personal styling?

When I moved from a large corporate environment to the smaller financial technology world, I felt my wardrobe wasn’t necessarily aligned with my peers or the image I wanted to project.  

Our world is very dynamic, and it’s important to be able to adjust yourself and your style.

Was the experience of working with a personal stylist what you expected?

It was better. I don’t like shopping, and I was already conscious that my clothes were outdated.

I had recently been accused of wearing “dad jeans,” which, while not too bad a comment (I am a dad, after all), made me feel like I didn’t have a handle on current trends.

I’ve never been one to care too much about style—I’d spent most of my career in conservative suits—so I was prepared for an experience that exacerbated that out-of-water feeling.

I was also worried that I would be pushed into a style that I wasn’t comfortable in, or which wasn’t appropriate for my particular industry, role, or personality.

In reality, it was easy and productive.

While not everything she recommended was my exact personal taste, everything was much closer than I expected, while significantly updated and better.

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What’s one tip, trick, or shortcut you learned?

I honestly didn’t know jeans could be tailored.

How do you feel in your new clothes?

After the initial shock of the change, much more comfortable. I recently tried on an old work outfit and didn’t feel right in that anymore. It felt stodgy.

on-demand personal shopping client

Who do you think is the right fit for an online personal styling service?

Any guy who isn’t quite sure that they’re up on trends, or isn’t sure they’re exactly projecting the image that they want to with their colleagues, friends, and family.

It’s well worth the small investment to set a new long-term path.


Think Style Girlfriend’s service could be a fit for you? Learn more here!

I started Style Girlfriend to help guys look, feel, and act their best.