LeAnn Daley
LeAnn Daley is an accomplished Program Analyst at CALIBRE Systems, Inc., where she applies her extensive background in military operations, accounting, and healthcare advocacy to deliver high-impact initiatives for the Department of Defense and U.S. Army. Holding a Top-Secret Clearance, LeAnn excels in navigating the complexities of government operations, managing intricate budgets, and overseeing Army property and equipment with precision. She plays a vital role in training and coaching personnel and stakeholders on the OSMIS Web platform, ensuring the effective processing of data and property management.
Her expertise also includes supporting clients and internal teams with the Department of Defense’s Cost Element Structure (CES) data—accurately mapping information to protect financial reporting integrity and optimize project outcomes. Additionally, LeAnn develops OSMIS Web data load measurements, demonstrating her strong command of IT systems and data management practices.
With certifications in CompTIA and AWS, LeAnn brings advanced technical proficiency in information technology. Her career demonstrates a consistent commitment to problem solving, quality assurance, and continuous improvement—principles she has carried from her military service through to consulting and program management.
Known for her adaptability and relentless drive, LeAnn attributes her professional success to her willingness to learn from every experience and approach challenges with diligence, precision, and resilience. She actively encourages emerging professionals to embrace opportunities, expand their skills, and pursue growth in every role.
Beyond her career, LeAnn values balance and personal fulfillment. She invests in creative pursuits, mentors colleagues, and dedicates time to family and community—bringing the same passion and dedication to her personal life that she does to her professional work
• CompTIA Security+
• AWS Certified Cloud Practioner
• Certified Medical Admin Assistant
• Purdue University Global - BS
• Baltimore City Community College - AA
• Leeward Community College - CNA
• ACI Learning
• The Order of the Daughters of The King
What do you attribute your success to?
I attribute my success to persistence, adaptability, and a focus on continuous growth. During my time as a Warrant Office in the Army I learned that true leadership is about service—helping others succeed. There was no greater reward than having a junior Soldier return later to say, ‘Thank you, Chief, you really helped me.’ Those moments reinforced my belief that success is measured not only by personal achievements but also by the positive impact we make on others.
What’s the best career advice you’ve ever received?
The best career advice I ever received was to never be afraid to step outside my comfort zone. Taking risks and embracing new challenges has consistently pushed me to grow—both as a professional and as a person—and has opened doors I never would have imagined.
What advice would you give to young women entering your industry?
My advice is to invest in yourself and never stop improving. There will be challenges and moments of doubt, but remember—the race is not for the swift, but for those who endure to the end. Success comes from persistence, resilience, and the courage to keep moving forward, even when the path isn’t easy. Believe in your ability to grow, embrace every opportunity, and don’t let anyone place limits on what you can achieve.
What are the biggest challenges or opportunities in your field right now?
He greatest challenge is collaboration across teams that may not always speak the same language—military, civilian, and technical. Yet, this challenge is also the biggest opportunity: by bridging those gaps, we create stronger partnerships and better outcomes for the mission.
What values are most important to you in your work and personal life?
Integrity, persistence, and respect guide everything I do. When I was in a position of authority as a Warrant Officer, I made it a priority to help others succeed. There was no greater reward than having a junior Soldier return and say, ‘Thank you, Chief, you really helped me.’ That experience reinforced my belief that leadership is about service. In both my career and personal life, I hold fast to hard work, family, and continuous growth—values that keep me focused, grounded, and fulfilled.