Welcome back to our Curvy Boss Spotlight series. Last time, we featured MsNickee Mack, the runway coach and holistic healer who’s changing the game in fashion. This week, we’re talking money, mindset, and the power of financial strategy with Charese Chambers. Because this Curvy Boss is helping entrepreneurs go from overwhelmed to empowered with a spreadsheet in one hand and purpose in the other.
The Curvy Boss Spotlight series is where we celebrate plus size professionals who are boldly building lanes of their own. We’re not just talking plus size influencers or indie plus size designers (although we love them too). This series is all about lifting up the plus size CEOs, strategists, consultants, creatives, and leaders who are doing big things behind the scenes.
Because let’s be real, you cannot be what you cannot see.
Representation in leadership matters. Visibility matters. And twice a month, we’re bringing you stories of dynamic women who are out here making power moves, challenging norms, and redefining what it means to be a boss in every sense of the word.
Let’s meet our next Curvy Boss.
Charese Chambers, the CFO Who Makes Finance Feel Empowering
When we talk about boss energy, Charese Chambers brings it with confidence and clarity. As the founder of Financial Fancy, she has spent nearly 20 years helping entrepreneurs get financially grounded and positioned for growth. Her specialty is helping business owners stop guessing and start scaling.
This is more than a numbers game for her. It’s personal.
“I started in the financial industry nearly two decades ago,” she says. “Watching my own family’s entrepreneurial journey and the challenges they faced from lack of resources and guidance inspired me to become the support system I never saw.”
Now, through Financial Fancy, Charese is the Fractional CFO and Implementation Coach behind businesses you’ve probably shopped, shared, or been inspired by. She helps founders secure funding, stay compliant, and build systems that support real success.
Her mission is simple: turn passion into profit and give entrepreneurs the tools to do it with confidence.
What a Curvy Boss’ Day Looks Like
Charese doesn’t just wake up and hustle. She starts her day with structure and intention.
She grounds herself through reading, writing, or setting priorities, then moves into client strategy sessions, financial reviews, content creation, and speaking engagements. And yes, she has built her week around a permanent three-day weekend. Because when you run the show, you get to write the schedule.
“I show up by being fully present and prepared,” she explains. “Whether I’m in a boardroom, on a virtual stage, or coaching one-on-one, I bring clarity, alignment, and accountability.”
As a Black woman in business and finance, she understands that how she enters a room matters. And she owns her space with grace, purpose, and a whole lot of knowledge.
Why Representation Hits Different
Charese remembers what it felt like to look around and not see herself reflected in financial leadership. That gap didn’t stop her. It motivated her.
“Representation means visibility, access, and possibility,” she says. “It’s about showing others that they belong in every room and at every table.”
For her, being seen is about more than presence. It’s about shifting narratives and making sure others know they are allowed to dream bigger and build boldly. She leads with integrity and excellence so others can see what’s possible and feel empowered to follow their path.
What Confidence Looks Like (and How She Builds It)
Confidence, for Charese Chambers, isn’t performative. It’s practiced.
“It’s not about perfection. It’s about consistency, preparation, and authenticity.”
She cultivates confidence by investing in her growth, keeping promises to herself, and staying grounded in her faith. She prioritizes self-care in how she dresses, how she works, and how she sets up her environment. That internal alignment shows up in her presence and performance.
“Every time I push through doubt or take a bold step, I strengthen that muscle.”
Her Advice for Aspiring Curvy Bosses
Waiting for the perfect plan? Charese says don’t.
“Start before you feel ready. Clarity comes through action.”
Her advice is to show up consistently and anchor yourself in your North Star. That inner compass will guide you through the challenges. She also emphasizes the power of community, mentorship, and support. No one builds greatness alone.
“Boldness isn’t about never feeling fear. It’s about moving forward in spite of it.”
How She Celebrates Her Wins
It’s simple and delicious.
“A nice meal. I’m a foodie.”
Whether it’s a big milestone or a quiet success, Charese knows the importance of pausing and celebrating every step of the journey.
Dinner With Her Dream Guests
If she could sit down to dinner with anyone, Charese Chambers would choose:
- Martin Luther King Jr., for his leadership and vision
- Maya Angelou, for her wisdom and words
- Clarence Jefferson Sr., her grandfather, whose legacy lives on in her purpose
Know a Curvy Boss Who Should Be Next?
We created this series to highlight the brilliant plus size professionals who are often doing the work without the spotlight. If you know a Curvy Boss or if you are one, we want to hear from you.
Nominate or apply to be featured here:
Let’s give flowers and amplify visibility. Because our brilliance deserves to be seen, celebrated, and shared.
