Leadership Team

CHERYL BARRUSO – Managing Director – Information Technology & Risk Management Partner 

Pittsburgh, PA –  Send E-mail  

Cheryl Barruso serves on the leadership team at Winner Partners and heads our Information Technology and Risk Management functions. She also leads our Career by Design service offering which she played a strategic role in developing, and now serves as a lead delivery partner focusing on Executive Presence, Brand Refinement, and Behavioral Interviewing. 

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Holly McIlwain

Holly McIlwain  – Talent Development Partner

Pittsburgh, PA – Send E-mail

Holly McIlwain leads our Talent Development platform at Winner Partners. Holly is a subject-matter expert in the usage of behavior based assessment tools as part of executive coaching and development plans, in addition to leading executive search engagements. As a Gallup Certified Strengths Coach, she works with individuals and organizations to build a better world and sustainable business. What’s not exciting about that? This enthusiasm comes with Holly into each coaching session, team workshop, executive search assignment, and speaking engagement.

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Martita Mestey

Martita Mestéy – Diversity & Inclusion Partner

New York, NY – Send E-mail

Martita Mestéy leads our Diversity & Inclusion focus for Winner Partners. She is a subject-matter expert in the development of inclusive hiring practices designed to attract high-performing women and minorities. Prior to her role in search, she was the VP of Strategic Partnerships representing six membership and trade associations. She is a lifetime member of Prospanica, an MBA association that strives to empower business professionals to achieve their full educational, economic, and social potential.

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“On-Demand” Winner Partners

Winner Partners augments our core team with “On-Demand” Partners who are subject-matter experts in their industry or field. Our ability to activate specific expertise and networks as needed is a cost savings to our clients and allows our Partners to remain flexible and continue to strengthen their knowledge base with additional work in their field. By utilizing a consultant model, our experts play for your team and are on deck with ours when the need for their specialty arises.

Vera Anderson – Legacy Creation Partner

Tampa Bay, FL- Send E-mail

Vera Anderson is a dynamic Legacy Coach.  She specializes in working with domestic and global business leaders and family office principals,  helping them create customized solutions to reach their full potential in business and personal life, removing mindset blocks, and empowering them to create an intentional, multi-generational legacy.  

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Rachel bach – Community and Downtown Redevelopment Planning Partner

Toledo, OH – Send E-mail

Rachel Bach is Winner Partners’ Community and Downtown Redevelopment Planning Partner. She has extensive experience in urban planning and development services and had led transformative land development, transportation and beautification projects throughout South Florida. She has led governmental agency and departmental reorganizations to attract substantial urban redevelopment projects and has significant experience in historic preservation, development of workforces housing, special events and marketing to enhance the community user experience.

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WILSON BAUTISTA, JR – Cybersecurity Partner 

St. Petersburg, FL –  Send E-mail

Wilson Bautista, Jr. is Winner Partners’ Cybersecurity Partner. Wilson is a retired military officer and the founder of Jün Cyber, a professional IT services advisory and management consulting company specializing in cybersecurity. As our Cybersecurity Partner, Wilson will leverage his experience in InfoSec leadership policy, architecture, compliance, and risk to provide his expertise to keep Winner Partners’ clients information and data safe and secure.  Winner Partners has the honor to partner with Wilson and Jün Cyber to do our part to help grow the cybersecurity talent pool with the nations best…our veterans.

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Deon Bradley Winner Partners

DEON BRADLEY – Leadership Development Partner

Tampa Bay, FL – Send E-mail

Deon Bradley is Winner Partners’ Leadership Development Partner as well as a Certified Business and Executive Leadership Coach. He is one of only 10% of professional Coaches in North America to hold an International Coach Federation-approved Certification. Deon founded Bradley Coaching & Consulting in 2008. He has over 25 years of sales management, business development, and leadership development experience.

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Ronnie Bryant

Ronnie Bryant – Not-For-Profit and Economic Development Partner

Charlotte, NC – Send E-mail

Ronnie L. Bryant is the Founder of Ronnie L. Bryant, LLC, a consulting firm specializing in executive coaching, organizational management, and board development and training for top-level corporate and not-for-profit managers. His career includes 30+ years in Economic Development roles leading top-performing organizations across the US, most recently serving as the President & CEO of the Charlotte Regional Partnership in North Carolina. A Certified Economic Developer (CEcD) and past chairman of the International Economic Development Council, Ronnie provides valuable leadership perspectives for our clients in the economic development ecosystem, the broader not-for-profit space, as well as those in the corporate, private-sector.

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Loretta monroe Calvin – Organizational Strategy Partner

St. Petersburg, FL – Send E-mail

Loretta Monroe Calvin is Winner Partners’ Organizational Strategy Partner. As a respected business and community leader, Loretta’s personal passion for helping others coupled with her creativity allowed her to launch Monroe Strategic Business Solutions. She helps individuals and organizations deliver on declared strategies by aligning values and mission. 

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Lisa donnelly  – Human Capital Partner

Cincinnati, OH – Send E-mail

Lisa Donnelly cultivated an innovative and strategic approach for Human Resources, Talent/Recruiting, and Training during her three decades with a Consumer Product Goods corporation. Her ability to build relationships with clients, suppliers, and internal teams made her a natural choice to lead corporate initiatives related to HR. Lisa now applies her well-honed Fortune 100 best practices to phase two of her career in the meetings and event industry.

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ROSS FOCA – Professional EOS Implementer®

Baltimore, MD – Send E-mail

Ross Foca is the founder of Power 6 Group. He is growth focused and passionate about building leadership teams. Through Power 6 Group, Ross focuses his efforts on helping entrepreneurs and leadership teams get what they want out of their business and live a better life. He has helped numerous business owners implement EOS®, the Entrepreneurial Operating System. EOS® is a complete set of simple concepts and practical tools that has helped thousands of entrepreneurs get what they want from their businesses.

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santos hernandez, jr. – Human Resources Partner 

Pittsburgh, PA –  Send E-mail  

Santos Hernandez, Jr.serves as Human Resources Partner for Winner Partners. He is a highly accomplished executive with more than 25 years of human resources experience, including strategic business planning and leadership development with federal government contractors engaged in the nuclear engineering industry.  His expertise in all aspects of human resources includes health & welfare benefits programs, talent acquisition & retention initiatives, labor & employee relations, compensation, HRIS management, and EEO/diversity compliance programsSantos has extensive experience with HR strategic planning of organizational restructuring initiatives, including establishing and overseeing task teams to execute key initiatives. He has held fiduciary responsibility for asset management of defined contributions and benefit plans. 

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Gail marino-klee – Human Resources Business Partner 

Tampa, FL –  Send E-mail

Gail Marino-Klee focuses on Human Resources for Winner Partners. She is a subject-matter expert in the development of human resource policies and practices that puts human resources at the center of business. With more than a decade of experience in labor union negotiations, staff training, and acting as a strategic business partner, Gail’s work has crossed industries and geographies, proving her ability to solve complex human resources challenges. Gail has mastered the complete spectrum of HR and recruitment processes: sourcing, hiring, creating the right job descriptions to get work activated. She has introduced performance planning and evaluation as well as managed compliance, benefits, compensation, and the fun stuff like team building and organizational design. Gail is a proven partner in all the best ways.  

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jennifer samuel-chance  – Communications Strategy Partner 

Tampa, FL – Send Email  

Jennifer Samuel-Chance, MBAis known as one of the most innovative and sought after “speech-fixer”, speakers, and communication strategist out there. As Winner Partners’ Communications Strategy Partner, she works with individuals at all levels to enhance their ability to tell the right story, at the right time. Her 20 years of experience as an international speaker, executive speech coach, and performing storyteller have enabled her to deliver over 1997 presentations on leadership communication issues around the world.  

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Dennis Tracy

DENNIS TRACY –  Destination Marketing Organization Partner

Cincinnati, OH – Send E-mail

Dennis Tracy is a life-long hospitality industry veteran representing destinations, world-class hotel properties, and unique attractions. His experiences with vibrant organizations have welcomed hundreds of attendees and stimulated local economies via visitor spending. Armed with the Certified Destination Management Executive (CDME) distinction, the tourism industry’s highest individual educational achievement, Dennis is uniquely equipped to assist clients with his industry knowledge and network.

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