Orlena Cowan-Bailey

Empowering leaders and organizations to cultivate people-centered cultures that drive performance and profitability.

Orlena Cowan-Bailey

Director of Human Resources
Hartford, Connecticut

Orlena Cowan-Bailey is an award-winning HR leader, keynote speaker, and culture consultant known for her bold, transformative approach to workplace excellence. With over two decades of progressive leadership experience spanning nonprofit, public sector, and Fortune 100 organizations, she combines strategic expertise with genuine passion for making work more human.

As InspireCorps' Human Resources Officer, Orlena serves as your favorite "Workplace Superhero", bringing clarity to the chaos of work while embedding representation, belonging, and accountability across every touchpoint of the employee experience. Her leadership has helped organizations break down silos, elevate trust, and create environments where people don't just work, they thrive.

Orlena's approach goes beyond typical "check-the-box" HR outcomes. She reimagines systems from the inside out, guiding executive teams through organizational change with heart, humor, and innovation. From revamping inclusion programs to transforming employee experience initiatives, she meets people where they are and strategically guides them where they need to go. Her work reflects a commitment to future-ready leadership that drives people-powered performance and profitability.

An adjunct instructor and sought-after speaker, Orlena's perspectives are refreshingly honest and deeply practical, empowering leaders to connect with purpose, lead with confidence, and build cultures where everyone belongs.

Education

BA in communications, Fairfield University

Expertise

Transformational leadership, inclusive leadership, talent management, employee experience, workplace culture consulting, organizational change, employee relations, leadership and career coaching.

Certifications

Certified Senior Professional in Human Resources (SPHR), SHRM Senior Certified Professional (SHRM-SCP), Mental Health First Aid Certified (MHFA), Leading Workplace Investigations Certification (SHRM), Human Resource Management Certification (University of Saint Joseph), DEI in the Workplace Certification (University of South Florida), Diversity & Inclusion Essentials Certificate (CCSU).

Speaking Feature Links

InspireCorps – About - Bio Page – Career Details Section – Logo Mark