Her Story
About Rebecca
Rebecca Berry is a Vice President of Sales at Engage PEO, where she helps small businesses, franchises, and restaurants develop smarter HR and employee benefits strategies. With more than 15 years of experience consulting with business leaders nationwide, she specializes in healthcare benefits, compliance, payroll solutions, HR efficiencies, and workforce strategies designed to support business growth, employee retention, and operational efficiency. Her professional background in hospitality and workforce development gives her a people-focused perspective on building strong and sustainable organizations.
In addition to her sales leadership, Rebecca is an active contributor to the business and hospitality communities. She serves as a Board Member-Director of the Colorado Restaurant Association and has been involved with The Modern Eater as a guest and compliance educator. Her work reflects a strong commitment to leadership development, employee wellness, small business growth, and helping organizations navigate complex HR and compliance challenges. She also supports professional development through training, career coaching, strategic planning, and leadership initiatives.
Rebecca’s contributions have earned industry recognition, including the 2024 Community and Impact Award from Canada’s Restaurant Guy Awards and the 2024 Activity Award from the National Restaurant Association. The latter recognized her extensive customer-facing activity, team training in social selling and LinkedIn, achievement of sales goals, and leadership within her territory. She is also passionate about advancing women in leadership and has highlighted the importance of mentorship, sponsorship, professional networks, and creating opportunities for future leaders.
Her Interview
Ten minutes with Rebecca
01What do you attribute your success to?
I attribute my success to a combination of grit, perseverance, and the willingness to keep learning. I haven't followed a traditional career path, so throughout my journey I've had to embrace change, take risks, and work through challenges that often pushed me outside my comfort zone.
Equally important have been the mentors who invested in me along the way. They challenged me to think bigger, see opportunities I couldn't yet see for myself, and helped me develop both professionally and personally. I've also learned a tremendous amount by simply paying attention to people who were further ahead in their careers, observing how they led, made decisions, built relationships, and navigated adversity.
Most of all, I've never stopped being a student. Every role, every setback, and every new opportunity has been a chance to learn and grow. I believe success isn't about having the perfect path; it's about showing up consistently, staying curious, learning from others, and being willing to do the hard work when no one is watching.
02What’s the best career advice you’ve ever received?
The best career advice I ever received was to recognize that I deserve a seat at the table. Early on, mentors taught me not to let my background or self-doubt limit my potential. They encouraged me to speak up, stay curious, and keep learning from those who were further ahead in their careers. Watching great leaders navigate challenges showed me that success isn't about having all the answers. It's about perseverance, continuous growth, and having the confidence to contribute. Everyone brings a unique perspective, and everyone deserves a seat at the table.
03What advice would you give to young women entering your industry?
I encourage young women entering my industry to know that they belong at the table. Use your creativity, find a strong mentor, and never hesitate to speak up for yourself and your clients. Your voice matters, so advocate for yourself and make sure you are heard.
04What are the biggest challenges or opportunities in your field right now?
One of the biggest opportunities right now is helping small businesses create workplaces where employees want to stay and grow. Benefits, culture, and employee experience matter more than ever.
The biggest challenge is keeping up with constant change. Business owners are navigating rising costs, workforce expectations, and evolving regulations, often with limited resources. My role is helping them simplify that complexity so they can focus on growing their business and supporting their people.
05What values are most important to you in your work and personal life?
Integrity, resilience, and continuous growth are the values that guide both my professional and personal life. I believe in doing what I say I'm going to do, even when it's difficult, and approaching challenges with grit and perseverance rather than looking for the easy path. I'm also a strong believer in the power of mentorship and learning from others. Much of my growth has come from mentors who invested in me and from observing leaders who were further along in their careers. That has shaped my commitment to giving back and helping others grow.
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