About
Director of Client Impact
Gabby Winsky
Gabby is a collaborative leader and project management professional who helps organizations turn goals into action through clear structure, strong relationships, and people-first strategies. She brings energy and intention to every project, connecting teams, ideas, and purpose to drive meaningful impact.
Gabby is a relationship builder and strategic thinker. As Director of Client Impact, she partners with clients to translate complex initiatives into actionable plans, effective programs, and measurable outcomes. With a passion for collaboration and continuous learning, she thrives in environments where communication and shared purpose fuel success. Gabby is equally energized by developing the strategy as she is by bringing it to life alongside the people who make it happen.
With over six years of experience in the federal government contracting space, Gabby has supported major initiatives for the Veterans Health Administration (VHA) and the Department of Defense, including work with Naval Facilities Engineering Command (NAVFAC). Her background spans real estate, public works and utilities, and real property, where she led cross-functional efforts focused on process improvement, training, and organizational development. She is known for her ability to engage stakeholders, build strong teams, and create solutions that strengthen both operations and culture.
A Maryland native, Gabby was born and raised just outside of Annapolis and has deep roots across the state—from the Eastern Shore, where she attended Washington College and Salisbury University, to Baltimore City, and now Columbia, with her work based in Frederick. Her connection to Maryland communities shapes her approach to building relationships and understanding what makes each client unique.
Gabby is currently expanding her leadership toolkit as a member of Loyola University Maryland’s Leadership Essentials 2026 Cohort and remains passionate about helping organizations grow their people, strengthen their culture, and increase their impact.
Favorite Part of her job: Building relationships and seeing collaboration turn ideas into real impact
Professional superpower: Creating structure and clarity that helps teams move forward with confidence
Personal superpower: Bringing energy, warmth, and connection into every room
Her favorite things: Staying active, playing and watching sports, cooking, traveling, and spending time at the beach with family and friends
Meet the Team Behind PPR Strategies
Sandy Dubay
CEO and Founder
Sandy Dubay, CEcD (formerly Sandy Sponaugle) is the CEO and Founder of PPR Strategies (previously Platinum PR). As PPR Strategies’ fearless leader, she brings over 20 years of marketing savvy …
Meg McQuade Boyle
Creative Director
Meg develops the creative pathway that inspires engagement and action. Drawing on 25+ years of experience in philanthropy and economic development writing and marketing, Meg glides seamlessly between strategy and execution.
Gabby Winsky
Director of Client Impact
Gabby serves as PPR’s Director of Client Impact, helping clients turn ideas into action through strategic collaboration, clear communication, and people-first project management.
Sophie Slawson
Senior content strategist
Sophie loves helping small-town economies reach their fullest potential. As the Senior Content Strategist for PPR Strategies, she translates complex initiatives into clear messaging and content that boosts visibility and opportunity for communities.
Shelby Maly
Senior Client and Content Strategist
Shelby is a strategic communicator and relationship builder who helps organizations turn big ideas into clear, impactful messaging. She brings strategy and execution together to connect purpose with audience.
Mia Vaccaro
Client Coordinator
Since she was a child, Mia has been in love with creative writing and storytelling. As an adult, Mia has transformed her creative outlet into a way to uniquely tell the stories of her clients …
Caleigh Bernota
Communications Specialist
After interning for a semester, then part-time for a year and a half, Caleigh now serves as PPR’s full-time Communications Specialist, crafting impactful messaging and digital content that helps clients share their stories through thoughtful, engaging content.
