Style Space CEO and Founder Jenny Eversole on Owning Your Professional Style - Part 2

Recently I had the opportunity to speak with Jenny Eversole , CEO and Founder of Style Space Inc . In the first part of our interview, Eversole gave us an inside look into the inspiration for Style Space. Eversole shared that after she became a mother of twins, she struggled to find an outfit for an important TV interview. That is until she called her sister who is a professional stylist. In 30 minutes, her sister helped her find the perfect interview outfit and a whole new mindset. After her experience, she knew that other people must find themselves struggling in similar situations and was inspired to find a solution. Eversole went on to create Style Space as a way to help others feel comfortable and empowered in what they wear to the office, interviews, events, or wherever they’re working.

You can read more about the inspiration for Style Space and what professional style can mean for career growth in part one of the interview here. In our continued conversation, Eversole expands on why it’s important to dress to impress for virtual work calls, how to keep your profession in mind when styling yourself, and how professional style can impact success as a founder.

Liz Elting: In a previous interview with Conversations in the Future of Work - A Human Podcast, you discussed the importance of dressing professionally and keeping the camera on for virtual work meetings. Why would someone want to still dress their best during a virtual work call? How does having our cameras on during work meetings impact the meeting itself?

Jenny Eversole: The first person you need to dress to impress is yourself. Dressing in a way that makes you feel confident, productive, and ready to work has a significant impact on your mood and how you engage with others. This holds true even if people on the call can only see you from the waist up. When you start your day off by dressing intentionally—even while working from home—it’s an instant mood uplift that sets a tone for productivity that carries through to your meetings and interactions.

When preparing for a virtual meeting, you should approach your appearance with a similar effort as you would for an in-person interaction. However, the focal points differ. In a virtual setting, your face becomes the primary focus. This makes it important to highlight your features with thoughtful choices, such as wearing colors that bring vibrancy to your complexion on camera, adding accessories like necklaces, collars, or ties, and ensuring your grooming reflects a polished appearance and draws attention to your face, the focal point. Small touches like earrings, watches, or hair accessories can add subtle yet impactful details to your overall look (and don’t forget the lighting! A simple ring light will do the trick).

Dressing your best also makes you more confident about turning your camera on, which is critical in virtual meetings. Having the camera on transforms the experience, making it more engaging and personal. It allows for nonverbal communication, such as facial expressions and gestures, which are essential for building rapport. This personal touch can make the difference in creating stronger connections, securing a sale, earning a promotion, or building your personal brand.

Elting: Style Space has covered how to dress with style for everyone from military personnel to lawyers. Why is it important to keep our professions in mind when dressing for success? Would you be able to give an example of a specific profession and how you’d recommend an employee in that profession might dress for work? 

Eversole: Dressing professionally is important because it helps level the professional playing field. While no one should ever be discounted for a job opportunity based on their clothing, the reality is that people often make judgments—consciously or unconsciously—based on appearance. Unfortunately, this means that even highly capable individuals can be overlooked if their style doesn’t align with professional expectations.

The good news is that we have full control over our style narrative. Developing a professional wardrobe is a skill like any other—it can be learned, practiced, and refined over time. By presenting ourselves intentionally, we can ensure that our appearance reflects our competence and aligns with the expectations of our field.

For example, let’s consider a lawyer. A lawyer’s wardrobe should convey authority, confidence, and professionalism. For courtroom appearances or client meetings, I’d recommend a tailored suit in a neutral or classic color, like navy, gray, or black. Attention to details like polished shoes, minimal yet elegant accessories (such as a watch or cufflinks), and a crisp shirt ensures they present as trustworthy and detail-oriented. For a more casual office setting, a lawyer could opt for business casual attire, such as a blazer paired with tailored trousers or a professional dress, while still maintaining an overall polished look. I would also infuse personal details into the look of a more casual office setting such as a pattern, color, and thoughtful accessories. 

Profession-specific dressing is about understanding the expectations of your industry and company culture and using your wardrobe to project the qualities valued in that role—whether it’s leadership, creativity, precision, or approachability.

Elting: As a founder and CEO, workplace fashion and dressing professionally with my personal style in mind has always been important to me. As I’m sure some readers can relate to, nothing makes me feel more like myself than wearing an outfit to a professional event in my favorite colors, pink and purple! Why is it important for not just employees, but for emerging entrepreneurs and seasoned founders to keep their personal professional styles in mind? How does our professional style connect to our success as founders and leaders? 

Eversole: Absolutely. I remember from your book how, even early in your finance career, you used style as a powerful tool to communicate professionalism and open doors to the opportunities you wanted. It’s inspiring to see how well that approach has served you! You also emphasized in your book the importance of never underestimating the power of style—it can convey how seriously you take your role, your readiness to tackle challenges, and your ability to connect with others through professional thoughtfulness.

And I have to say, pink and purple are such powerful colors on you—you truly rock them!

Our personal style is a way to tell our professional story. It’s not just about showing up polished and ready to take on new assignments, represent yourself in front of clients, or embody your company’s brand. It goes deeper than that—it’s about how your style makes you feel and the impression you leave on others. Style is often the first message people receive about you, even before you’ve introduced yourself, and it speaks volumes about your individuality and professionalism.

This is especially important in today’s age of brand development. As founders and leaders, the entire package must align with your message. If you’re saying, “I’m a person who can lead this team, engage shareholders, manage investments, and represent my clients effectively,” your leadership presence should reflect that assertion.

In my own journey, both as an entrepreneur and during my corporate career, I’ve seen firsthand how showing up looking my best has opened doors. Thoughtfully curating your appearance not only attracts opportunities but also inspires confidence in others. Just as importantly, it boosts your confidence, empowering you to make a memorable impact in every room you enter.

Elting: What does the future hold for Style Space? Are there new plans or initiatives we should look out for?

Eversole: We’re excited to continue establishing ourselves as a trusted leader in workshops, training, and employee benefits focused on elevating personal presence and style in the workplace.

This year, we’re launching on-demand courses designed specifically for working professionals. These courses can be incorporated as part of employee benefits programs or accessed individually, offering flexibility to suit different needs. We’ll also continue to provide 1-on-1 virtual styling sessions with our expert team, ensuring personalized guidance for every client.

Elting: Is there anything else you’d like to share with readers?

Eversole: I’m excited to announce that I’ll be writing a book this year on how to make style work for you in any context, whether in your personal life or at work. This book will delve into creating a versatile wardrobe that seamlessly transitions from casual settings to high-stakes meetings, making style relatable, fun, and inspiring again.

The conversation has been edited and condensed for clarity.