We caught up with the brilliant and insightful Rachel Caesar a few weeks ago and have shared our conversation below.
Hi Rachel, thanks for joining us today. We’d love to hear the backstory behind a risk you’ve taken – whether big or small, walk us through what it was like and how it ultimately turned out.
I made the decision to leave my executive role because I could no longer ignore the toxic culture and the horrendous incidents I witnessed regarding employee wellness. It was truly heartbreaking to see how an organization, whose mission was to help others, could be so damaging to its own employees. I couldn’t wrap my brain around how something that was supposed to foster growth and well-being could be the very thing tearing people down. I watched as employees were mistreated, undervalued, and overworked. They were expected to give everything they had to the mission, yet they received nothing but stress, exhaustion, and burnout in return.
And it wasn’t just the people around me—I, too, was mistreated. There were expectations that I would simply “deal with it.” The unspoken rule was that if you were in leadership, you had to tough it out, keep pushing through, and stay silent. But the truth is, I wasn’t okay with staying silent. I wasn’t okay with accepting mistreatment and pretending everything was fine. I started to ask myself some hard questions: How could I continue to thrive in an environment that was suffocating the very people it was supposed to protect? How could I make a real difference if I was part of a system that perpetuated harm?
That’s when I knew it was time to walk away. Leaving behind a stable paycheck, a C-suite title, and the security that comes with executive status was one of the most difficult decisions of my life. But I knew in my heart that staying would mean sacrificing my integrity and my desire to help people in a meaningful way.
When I first left, I wasn’t entirely sure what the next step would be. But I knew I had a passion for helping organizations create healthier environments for their people. That’s how I began my journey with **Rachel Caesar Consulting**, which originally started as my HR consulting business. My focus was on employee wellness—helping businesses figure out who to hire, how to nurture their talent, and how to let people go with dignity when necessary. I took pride in guiding organizations toward healthier practices, ensuring their people were treated fairly and with respect.
During this time, I also supported both new and established businesses with everything from streamlining their business plans to handling their registrations and expansions. The work was fulfilling in its own way, and I was making amazing money, but there was still something missing. Even though I was technically running my own consulting business, I still felt like an employee. I wasn’t making the kind of impact I had hoped for, and that gnawing feeling of unfulfillment just wouldn’t go away.
Then, one day, it hit me. I realized that while I was helping businesses, I wasn’t addressing the deeper need that resonated most with my own experiences—the need to support and uplift women of color, specifically Black women, in their professional and entrepreneurial journeys. I had always been one of the few Black women in leadership roles, and I had faced countless barriers that others didn’t. I knew firsthand the challenges of navigating workplaces where our voices are often overlooked, our efforts undervalued, and our potential underestimated.
It was in this moment of reflection that I asked myself the most important question of all: **What is the true impact I want to make, and who do I want to serve?**
The answer was clear. I wanted to dedicate my work to empowering Black women—to helping them rise above the obstacles, shatter the glass ceilings, and claim the spaces that rightfully belong to them. I wanted to create environments where these women felt seen, heard, and celebrated for their brilliance, their strength, and their resilience.
That’s when I expanded my work by creating **Sisterhood In Success Inc.**, a nonprofit that grew out of my HR consulting business. Sisterhood In Success is dedicated to providing mentorship, professional development, and a support network for Black women. This expansion allowed me to dive deeper into my mission and help more women not just survive but thrive in leadership, business, and beyond.
Today, through both **Rachel Caesar Consulting** and **Sisterhood In Success**, I continue to consult on DEI strategies for businesses, ensuring that organizations prioritize diversity, equity, and inclusion in meaningful and sustainable ways. I remain committed to creating spaces where Black women can excel, lead, and be empowered.
Looking back, leaving the executive world was the greatest risk I ever took—but it was also the best decision I ever made. I stepped away from the comfort of a paycheck and into the uncertainty of entrepreneurship, but what I gained was far more valuable: a sense of purpose, alignment, and fulfillment that can only come from doing work that truly matters.
I am now surrounded by a community of powerful, dynamic women who are changing the game in their fields. We are rewriting the narrative for what it means to be a Black woman in leadership and business. Through my consulting work and nonprofit initiatives, I am not just creating impact—I am igniting change.
Every day, I am inspired by the women I serve, and I am proud to stand beside them as they rise to meet their fullest potential. The risk I took wasn’t just about leaving a job; it was about reclaiming my own voice, my own path, and my own purpose. And through that, I have found the joy, fulfillment, and success I was always searching for.
As always, we appreciate you sharing your insights and we’ve got a few more questions for you, but before we get to all of that can you take a minute to introduce yourself and give our readers some of your back background and context?
Absolutely! Let me start by introducing myself. My name is Rachel Caesar, and I’m a business consultant and advocate for women of color. I specialize in empowering and advocating for Black women, focusing on leadership coaching, DEI (Diversity, Equity, and Inclusion) initiatives, and business consulting. Over the years, I’ve created safe spaces where women can thrive in the workplace and as entrepreneurs. My work is about driving change through civil rights advocacy, personal empowerment, and professional development.
How I Got Started?
I began my career in the nonprofit world, working for organizations whose missions centered around helping others and making an impact in communities. It was a natural fit for my desire to create meaningful change. However, over time, I started to witness how even organizations dedicated to helping others could fail when it came to the well-being of their own employees. I saw firsthand how toxic environments could flourish, even within organizations with the best intentions.
Eventually, I moved into leadership, climbing the ranks to an executive role. But once again, I found myself grappling with a culture that mistreated employees and overlooked wellness. I personally experienced mistreatment and was expected to simply “deal with it.” The unspoken rule was that as a leader, you had to push through and stay silent, but I wasn’t willing to accept that. This constant struggle between what the organization stood for externally and what it was doing internally led me to make a bold decision: I left the corporate world behind.
That’s when I started **Rachel Caesar Consulting**, focusing initially on HR consulting and employee wellness. I helped businesses understand how to hire the right people, nurture their talent, and manage employee terminations with respect. I also supported both new and established businesses with business planning, registrations, and expansions.
As I grew my business, I realized that my true passion was working with women of color. I had experienced firsthand the unique challenges faced by Black women in leadership, and I wanted to create a space where they didn’t have to fight to be seen or heard. That’s when I expanded my work by creating **Sisterhood In Success Inc.**, a nonprofit organization that provides mentorship, professional development, and a strong support network for Black women.
What I Do and the Problems I Solve?
Through **Rachel Caesar Consulting**, I offer leadership coaching, business consulting, and DEI strategies for businesses. I help companies and organizations develop comprehensive DEI strategies that not only create more inclusive environments but also lead to better business outcomes. My consulting work is rooted in helping businesses build equitable and empowering spaces, with a strong focus on the inclusion and advancement of women of color.
In addition to my consulting services, **Sisterhood In Success** provides a platform for mentorship, community support, and personal growth. Programs like **SisterMatch** and **Sister Network** connect women with mentors and peers who help guide them through personal and professional challenges. I also host workshops, virtual events, and quarterly in-person meetings, where we dive deep into issues like navigating toxic workplaces, career advancement, and personal well-being.
The problems I solve for my clients range from helping them improve workplace culture through better DEI strategies, to providing women of color with the tools, guidance, and support they need to excel in leadership roles, build successful businesses, or navigate challenging workplace dynamics.
What Sets Me Apart?
What sets me apart is my personal commitment to ensuring that the voices and experiences of Black women are centered in everything I do. As someone who has lived the challenges of being a Black woman in leadership, I bring a unique perspective to both my consulting and advocacy work. I understand firsthand the barriers women of color face, and I’m passionate about breaking those barriers down.
Moreover, I integrate civil rights advocacy into my work. Empowering Black women isn’t just about professional development; it’s about creating systemic change. I approach my work from a place of activism, ensuring that every woman I serve is not only supported in her career but also in her personal growth and in navigating a world that isn’t always built for her success.
I am also deeply proud of the **Sisterhood In Success** community that I’ve built. Seeing Black women come together, share their stories, support each other, and grow together has been one of the most rewarding experiences of my career. Our community is a place of empowerment, resilience, and solidarity—exactly the kind of space I wished existed when I was navigating my own career challenges.
What I’m Most Proud Of?
I’m most proud of the impact that I’m making in the lives of women of color. Through both my consulting work and **Sisterhood In Success**, I’ve been able to create spaces where women feel seen, valued, and supported. The stories of transformation I’ve witnessed are incredible—whether it’s helping a woman break through in her career or guiding an organization toward real, meaningful DEI change.
I’m also incredibly proud of how my business has grown and evolved. Starting with HR consulting, I built **Rachel Caesar Consulting** from the ground up, and it has now expanded to include nonprofit work that focuses on community building and empowerment. Both aspects of my business are deeply fulfilling, and I’m excited to continue growing and making an impact.
What I Want You to Know?
If there’s one thing I want people to know about me and my work, it’s that I’m deeply committed to creating change. Whether I’m working with a business to improve their DEI strategy or mentoring a woman through the next stage of her career, my goal is always to uplift, empower, and drive transformation. I’m not interested in surface-level solutions or short-term fixes. I want to create lasting impact that transforms lives and organizations for the better.
For women of color, especially Black women, I want you to know that there is a space for you to thrive, lead, and be your authentic self—and I am here to support you every step of the way. Through **Sisterhood In Success**, we offer mentorship, community, and resources that will help you navigate the challenges you face, build your confidence, and take up space in leadership and business.
For organizations and businesses, if you’re looking to create real, meaningful change in how you approach diversity, equity, and inclusion, I offer strategies that will transform your workplace culture and lead to greater innovation and success.
I believe in creating spaces where everyone can succeed, but especially those who have been overlooked or underestimated for far too long. That’s what my work is all about, and that’s what drives me every day.
How about pivoting – can you share the story of a time you’ve had to pivot?
One of the most significant pivots I’ve had to make in my business was when I learned the hard way about the importance of ironclad contracts, even when dealing with friends or acquaintances. It all began when I took on a project for a friend of a friend. The initial scope of work was clearly defined, and we had a contract in place. I successfully completed my portion of the project, but the overall project wasn’t completed because other consultants or the project owner didn’t fulfill their parts.
At this point, the project owner started requesting that I review or assist with smaller tasks outside the scope of my original contract. After about a week of these requests, I informed her that I wasn’t contracted to handle this additional work, which was also beyond my expertise and required extra time to get up to speed. I made it clear that if she wanted me to handle this additional work, we needed a new contract that reflected the updated scope. I could tell she wasn’t eager to create a new contract, but since she had a looming deadline with her client, she begrudgingly sent me one, which I signed, and I got to work.
From there, things took a downward spiral. The project owner barely communicated with me, only responding to my updates with quick replies like “Sounds good” or “Looks fine.” This continued for about a month, and as we approached the deadline for the client’s deliverable, suddenly she had issues with my initial scope of work—despite the fact that the only reason she brought me on for the additional tasks was due to the successful completion of that initial work.
With just a week before the client’s deadline, she insisted that I redo a large portion of my initial work, claiming she had received an extension from the client, so it was fine if I went over the deadline. But by this point, I knew something was off. I stood my ground and told her I would complete everything as previously agreed, and before the deadline. And I did—I completed both the initial and additional scope of work on time.
Then, things took a turn for the worse. Just days before the deadline, she became extremely unprofessional, questioning my work and making excuses about payment. She had provided me with an email account under her company, and suddenly I found myself locked out of it. Despite this, she continued to ask me to work, knowing full well I no longer had access to key communications.
Things hit its threshold when I realized that the contract for the second scope of work had been sent to me through her business email account, which I could no longer access. She knew exactly what she was doing—by locking me out of that account, she had removed my access to the second contract. I was devastated. She even had the audacity to claim that there was never a second contract, and since I couldn’t retrieve the emails or documentation, she refused to pay me for that work.
The entire experience made me physically ill. I couldn’t believe how unethical and unprofessional she had been, especially as someone I had trusted as a friend of a friend. I fought tooth and nail to get paid for the initial contract, but I couldn’t prove the second one without access to that email account.
This experience taught me some incredibly hard lessons:
1. Always have an ironclad contract that I present to the client, regardless of our personal relationship.
2. Never do additional work without a formal agreement.
3. Always copy my business email on every single correspondence.
4. Download key documents to my personal storage as soon as they’re received.
5. Trust my instincts—the first sign of something going awry is often a warning that I shouldn’t ignore.
6. Even in my own business, I will meet and have to navigate very toxic people.
Ultimately, I learned that in business, even with friends or acquaintances, business comes first. I am now more vigilant, more prepared, and absolutely firm in setting boundaries. These lessons have shaped how I operate today and ensure that I protect myself and my work, no matter the client.
Do you have any insights you can share related to maintaining high team morale?
1. “See Your Employees as People, Not Just Bodies” One of the most valuable lessons I’ve learned is to see employees as whole individuals, not just workers. When you look out for your team, they’ll look out for you. Take the time to remember the small things—birthdays, anniversaries, personal milestones—and show genuine interest in their well-being. A generous PTO package, flexibility to work from home, and respecting their personal time by not contacting them when they’re off can go a long way in boosting morale.
2. **Lead by Example and Don’t Be Afraid to Get Involved**
Don’t be afraid to roll up your sleeves and get your hands dirty. Doing work outside of your position, pitching in when needed, and being present in the day-to-day will show your team that you’re not just a leader from afar, but someone who’s right there in the trenches with them. Employees respect leaders who are willing to step out of their comfort zone and contribute, no matter the task.
3. **Evaluate Leadership Through Employees’ Eyes**
Regular leadership evaluations done by employees can provide invaluable insights. Leaders aren’t always aware of how they’re perceived, and this feedback can help shape their growth. It also ensures that leadership development is based on actual qualities that the team values, rather than just seniority or experience.
4. **Promote Leadership, Not Just Seniority**
Leadership potential doesn’t always align with experience or tenure. Promoting employees based on their leadership abilities rather than just their years of service can boost morale and demonstrate that your organization values talent and initiative over time served.
5. **Foster Openness Around Mental Health**
Be transparent, but not too transparent—find a balance. Talking openly about mental health issues like anxiety and depression helps break the stigma and fosters a culture of care. When leaders model this kind of vulnerability, it makes it safe for others to express their struggles, which leads to a more supportive and empathetic team environment.
6. **Invest in Thorough Training and Onboarding**
When bringing in new hires, take the time to properly train and onboard them. A well-prepared employee is far more likely to succeed and feel confident in their role. Effective onboarding helps them understand the company’s mission, culture, and expectations from day one, setting them up for long-term success.
7. **Mentorship is Key**
Pairing new or developing employees with a mentor helps foster growth, guidance, and support. Mentorship provides them with a resource for navigating challenges, learning the ropes, and building confidence. It’s a great way to nurture talent and ensure your team feels supported in their personal and professional development.
8. **Delegate, Delegate, Delegate**
Trusting your team is critical for maintaining morale and ensuring efficiency. Delegation shows that you have confidence in your team’s abilities, and it frees you up to focus on higher-level tasks. Delegating also helps employees grow, as they take on responsibilities that allow them to develop new skills and showcase their strengths. It’s a win-win for everyone involved.
These key strategies create a foundation for building a motivated, confident, and loyal team, with high morale and a culture of trust and support.
Contact Info:
- Website: rachelcaesarconsulting.com/sisterhoodinsuccess.org
- Instagram: womenofcolorinsuccess
- Facebook: rachelcaesarconsultingllc
- Linkedin: https://www.linkedin.com/in/rachelcaesarconsulting/