Meet Jenny
Jenny Eversole is the Founder and CEO of Style Space, a company that helps individuals and organizations think more intentionally about professional presence, personal style, and how they show up in the world. A former public relations professional and fashion designer, she has built her work around a consistent idea: helping people look, feel, and present the best versions of themselves.
A Moment Before the Camera
Sometimes a new direction begins in the most unexpected way.
For Jenny Eversole, one of those moments arrived just a few hours before a television interview. She had recently become a mother to twins and was preparing to appear on TV to showcase her new fashion collection. There was plenty to be excited about. She had something she had created to share, an audience waiting to see it, and an opportunity to speak about her work.
Yet, as the interview approached, Jenny found herself overwhelmed by a question that seemed surprisingly difficult to answer.
What should she wear?
It was not simply a matter of choosing an outfit. In that moment, she was navigating several identities at once. She was a new mother, a fashion designer, a business owner, and someone preparing to step in front of a camera. Each part of her life was changing, and she wanted to feel like herself while carrying all of those identities into the same room.
She called her sister, a stylist, for help. During a 30 minute video call, her sister guided her through what to wear and how to approach her hair and makeup. The advice was practical, but the experience became something much more meaningful.
Jenny went on to give what she describes as her best television interview to date.
More importantly, she felt a shift in how she saw herself.
The experience gave her a way to bring together the different versions of herself that were emerging during that period of her life. She did not have to choose between being a mother, a designer, or a business owner. She could step into all of them.
That feeling stayed with her.
Jenny began to think about how many other people might be facing similar moments. Someone returning to work after pregnancy. Someone entering a new stage of life. Someone preparing for an important presentation, interview, meeting, or opportunity. Someone whose identity had changed but whose wardrobe and outward expression had not caught up yet.
What began with one phone call before a television appearance eventually became part of the foundation for Style Space.
At its heart, Jenny’s work is rooted in a simple but deeply personal question: How can people feel and present their best, in any context of life?
One Thread Running Through Many Careers
Although Style Space grew from a personal experience, Jenny’s path toward creating it had been taking shape for years.
Her career began in public relations, where she worked with organizations including Nintendo and the YMCA. In that world, she learned how stories are shaped and how organizations communicate who they are. Media, branding, and public perception were all part of the work.
She was helping organizations understand how they wanted to be seen and how to communicate that clearly to others.
Later, her path moved into fashion design.
On the surface, public relations and fashion may appear to belong to different worlds. For Jenny, however, there was a clear connection between them.
Both involved expression.
Both involved identity.
Both asked people to think about how they wanted to present themselves.
As a fashion designer, Jenny’s focus became more personal. She wanted to help people look and feel their best through what they wore and through the pieces she created.
Over time, she began to recognize the larger pattern connecting every chapter of her professional life.
Whether she was working with an organization on its media presence or designing clothing for an individual, the underlying purpose remained similar. She was helping people communicate something about themselves.
Style became one part of a broader conversation about confidence, identity, and presence.
Eventually, those experiences came together in Style Space.
The company initially began by working directly with individuals. Jenny and her team helped people navigate questions that often carry more emotional weight than they first appear to. What should I wear for this new chapter? How do I want to be perceived? Does the way I dress still reflect who I am? How can I feel more confident when I walk into a room?
Over time, the work expanded.
Style Space evolved into a visual branding service and platform that works with organizations and their teams. The company now helps people think about professional presence in the workplace and how personal presentation can connect with leadership, confidence, and organizational culture.
For Jenny, this evolution was not a departure from her earlier work. It was the continuation of a thread she could now see more clearly.
She had spent her career helping people and organizations present themselves in the best light. Style Space gave that idea a larger form.
The Challenge of Becoming Someone New
One of the reasons Jenny’s work resonates with so many people is that she understands how complicated change can be.
Life transitions often affect the way people see themselves.
A new job can change someone’s responsibilities. Parenthood can change daily life and personal priorities. A promotion can bring greater visibility. A major physical transformation can alter how someone relates to their body. A career change can require someone to enter rooms they have never entered before.
Yet the outward side of these transitions is often overlooked.
People may know they have changed internally while still struggling to understand how they want to express that change externally.
Jenny experienced a version of this herself after becoming a mother to twins. Preparing for that television interview made her aware of the distance that can sometimes exist between who a person is becoming and how she feels when she presents herself to the world.
That realization shaped her understanding of styling.
For her, the process was never simply about clothing.
It was about helping people close that gap between their internal identity and their outward presence.
One story from Style Space has remained especially meaningful to her. The team worked with a woman who had lost 60 pounds in a short period of time. Her old clothing no longer fit, but the challenge extended beyond sizing.
She had changed.
During her weight loss journey, her relationship with her personal style had also shifted. The person she was becoming did not necessarily feel represented by the wardrobe she had built for an earlier version of herself.
Style Space helped her create a new wardrobe that reflected where she was in her life.
The impact reached beyond clothing.
Jenny saw how feeling comfortable in her appearance influenced the woman’s work, confidence, relationships, and willingness to enter new spaces. She began choosing different places to go and different people to meet because she felt more confident in how she represented herself.
For Jenny, stories like this reveal something important about the connection between identity and confidence.
She explains,
“I think about the individuals we serve and how they can go from feeling embarrassed and invisible to feeling like the heroes of their own lives and the narrators of every story they write.”
That idea sits at the center of her work.
The goal is not to create a costume for someone. It is to help her understand herself more clearly and make choices that feel aligned with the person she wants to be.
Bringing Presence Into the Workplace
As Style Space grew, Jenny began to see that individuals were not the only ones struggling with questions of presentation.
Organizations were facing them too.
Companies spend considerable time thinking about their brands. They consider their messaging, websites, customer experiences, leadership communications, and public image. Yet one important part of that experience can receive far less attention.
The people.
How employees show up can influence how clients, colleagues, and stakeholders experience an organization. The way people carry themselves, communicate, and present themselves becomes part of the larger culture.
Jenny and her team work with organizations by first understanding their culture, values, and the way they want to be perceived. Rather than applying a single formula, Style Space considers the context in which people are working.
A financial services team may have different expectations from a creative agency. A leader speaking to clients may need to consider different factors than an employee attending an internal meeting. The modern workplace is also more flexible than it once was, with hybrid work, changing dress expectations, and increasingly varied professional environments.
This has created uncertainty for many people.
Traditional dress codes do not always provide useful guidance anymore. Employees may understand what is technically acceptable while still feeling unsure about how to dress in a way that reflects their role, ambitions, and workplace context.
This uncertainty can be particularly significant for early career professionals and rising leaders.
As people become more visible, they may begin to ask different questions about how they want to be perceived. They may be technically strong at their jobs but unsure how to navigate the expectations that come with leadership presence.
Jenny sees this as a gap that deserves more thoughtful attention.
Style Space works with organizations to help teams build greater knowledge and confidence around professional presentation. The company uses educational programs and training while measuring growth through pre and post training surveys focused on areas such as knowledge, confidence, and leadership presence.
The work is also designed to be engaging.
Jenny does not believe that conversations about professional style need to be rigid or intimidating. When people are given useful information in an approachable way, they can begin making more intentional decisions without feeling as though they are being told to become someone else.
The purpose is clarity.
When people understand who they are and how they want to show up, that understanding can influence the way they lead, communicate, and connect with others.
For Jenny, presentation is not separate from professional development. It can be part of how someone prepares to participate more fully in her career.
The Roller Coaster Behind the Vision
Building a company has also shaped Jenny in ways she could not have anticipated.
She describes entrepreneurship as one of the greatest personal development experiences a person can undertake.
It has required her to face rejection, examine her own strengths and weaknesses, build relationships, develop networks, nurture talent, and earn the trust of clients.
There is no single moment when the work becomes permanently easy.
Some days bring progress and excitement. Other days bring uncertainty and difficult questions.
Jenny is honest about that reality.
“Entrepreneurship is a roller coaster,” Some days, you’re at your highest high. Other days, you wonder how you’ll get past the challenge in front of you. What builds resilience is holding on to the long-term vision: why you started, who you want to serve, and the impact you want to make in the world.”
That long term perspective has become an important part of how she moves through challenges.
Instead of defining the business by one difficult day or one successful moment, she returns to the larger reason behind the work.
Why did she start?
Who does she want to serve?
What kind of impact does she hope to create?
Those questions provide direction when the immediate path feels uncertain.
They also connect her present work with every chapter that came before it.
Public relations taught her about storytelling and perception. Fashion design taught her about personal expression. Her experience as a mother navigating a changing identity brought the issue closer to home. Entrepreneurship gave her an opportunity to bring those ideas together and build something around them.
Looking back, Jenny sees a connection between all of it.
The details of her career have changed, but the purpose has remained remarkably consistent.
She wants to help people look, feel, and become their best through the way they show up.
A Larger Conversation About What We Wear
Jenny’s vision for the future reaches beyond the workplace.
She thinks about the millions of people she hopes to reach through educational materials, programs, and content. She wants to make conversations about confidence, personal presentation, and intentionality more accessible to people who may never work with a stylist or participate in a corporate training program.
She is also interested in changing the way people think about shopping.
The modern relationship with clothing can often be driven by impulse. People buy garments that remain unworn because they are uncertain about what suits their lives, needs, or sense of identity.
The result can be unnecessary waste.
Jenny believes that becoming more intentional can benefit both individuals and the wider world. Buying less blindly and choosing more thoughtfully can help people build wardrobes they actually use.
There is also a practical element.
Time is lost when people repeatedly stand in front of a closet without knowing what to wear. Money is spent on clothing that never becomes part of daily life. Materials and labor are invested in garments that remain untouched.
For Jenny, clarity can change this relationship.
When people better understand who they are, what they value, and how they want to represent themselves, they can make decisions with greater purpose.
That process extends beyond clothing.
It becomes part of self discovery.
A personal brand, in Jenny’s view, is not simply something designed for social media or professional advancement. It can be connected to the more fundamental question of how a person chooses to move through life.
How do I want to be seen?
What feels true to me?
What do I want my choices to communicate?
How can I live more intentionally?
These questions do not always have immediate answers. They can evolve as people grow. But Jenny believes there is value in asking them.
Freedom, Integrity, and the Long Game
Jenny’s own definition of success reflects the values that guide her work.
For her, success is not limited to professional growth or the size of a company. It is having the freedom to live in a way that feels meaningful, being present for the people she loves, and doing work that positively affects others.
She also wants to give back to her community and leave behind a legacy that encourages others to use their influence for good.
Honesty, integrity, and work ethic remain central values in the way she approaches her life and business.
These principles matter because the work of helping people present themselves can easily become focused on appearances alone.
Jenny’s perspective is different.
The appearance is not the whole story.
It is one part of a larger relationship between identity, confidence, values, and action.
A person can change an outfit, but lasting confidence cannot come from clothing alone. It requires some understanding of who that person is and what she wants to express.
That is why Jenny continues to think about the long game.
She returns to the reason Style Space exists and to the people the company is intended to serve. The immediate challenges of entrepreneurship are real, but they become easier to place in context when viewed alongside a larger purpose.
Her advice to others carries the same spirit of action and possibility.
She encourages people to take chances on the ideas that continue to occupy their minds.
There may never be a perfect time.
A person may feel too early in her journey or too late to begin. There may be uncertainty, fear, and reasons to wait.
Jenny’s own story suggests that meaningful work can sometimes begin in moments of uncertainty.
A phone call before a television interview.
A new identity taking shape.
A question about what to wear.
The next step is not always visible from the beginning.
Becoming the Narrator of Your Own Story
Today, Jenny Eversole leads a company that has grown from one to one styling into a broader platform serving individuals and organizations. Her work has reached thousands of clients and brought her into conversations with major companies, but the human purpose behind it remains personal.
She is still interested in the moment when someone begins to see herself differently.
That person may be preparing for a promotion. She may be returning to work after a major life change. She may be entering a room she once felt unprepared to enter. She may simply be trying to understand how her outward expression fits with the person she has become.
For Jenny, those moments matter because they can influence what happens next.
Confidence does not mean never feeling uncertain. It can mean moving forward with a clearer sense of who you are, even while life continues to change.
Perhaps that is the deeper story behind Style Space.
It is not only about what people wear. It is about becoming more conscious of how they want to participate in their own lives.
Jenny’s journey has moved through public relations, fashion, motherhood, entrepreneurship, and leadership, yet each chapter has brought her back to the same essential idea.
People deserve to feel seen in a way that feels true to them.
And sometimes, when someone understands how she wants to show up, she becomes more willing to step forward, take up space, and write the next part of her story in her own voice.
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