Caroline Wiles: A Detailed Look into Her Career and Background
In the political landscape of Washington, D.C., specific names stand out due to their extensive experience and connections within high-level government offices. One such figure is Caroline Wiles, a professional who has built her career in political scheduling, campaign operations, and executive coordination. While her résumé reflects years of service in demanding positions, her profile also ties into notable family and political connections. This article provides a comprehensive overview of her professional background, education, and personal life — with insights that may interest those researching prominent figures in U.S. politics, including connections to Marissa Viverito and other influential personalities.
Professional Experience
Executive Office of the President
Caroline Wiles began serving in the Executive Office of the President in January 2017 as the Director of Scheduling. In this role, she was responsible for overseeing the President’s daily agenda, long-term scheduling, and high-level coordination with staff, departments, and outside entities. This position required precision, confidentiality, and strong organizational skills to manage the complex demands of a sitting U.S. President.
Her tenure in this position placed her at the center of critical decision-making processes, including the arrangement of meetings with national and international leaders, travel planning, and the orchestration of White House events.
Donald J. Trump for President Campaign
From July 2016 to the present, Wiles has been involved in scheduling and staffing for Donald J. Trump’s political operations. Her responsibilities extended beyond traditional scheduling to include managing travel logistics, coordinating with campaign staff nationwide, and ensuring event readiness. This long-term involvement highlights her deep integration into Republican political structures and her ability to thrive in high-pressure environments.
Healthy Schools, LLC
Between July 2014 and July 2016, Caroline Wiles worked at Healthy Schools, LLC in Florida and Texas. The company focused on offering flu vaccines to students from pre-kindergarten to 12th grade at no cost to families, schools, or local governments. Her role involved logistical coordination with local health departments and school districts, ensuring smooth delivery of healthcare services to communities.
Jacksonville Regional Chamber of Commerce
From July 2013 to July 2014, Wiles served as the Executive Assistant to the CEO of the Jacksonville Regional Chamber of Commerce. She managed the CEO’s daily and long-term calendar, organized “Listening Tours,” coordinated travel, oversaw the office budget, and liaised with business and community leaders throughout Northeast Florida.
Right Coast Strategies
Her time as a Consultant at Right Coast Strategies from November 2012 to June 2013 involved media monitoring, drafting press releases, client management, and supporting creative development for marketing materials. This role sharpened her skills in communication strategy and public relations.
2012 Republican National Convention
As the Deputy Director of External Affairs for the 2012 Republican National Convention (February to September 2012), Wiles coordinated with Republican Members of Congress and Governors, handled VIP credentials for over 250 attendees, and oversaw lodging and event assignments for key political figures.
Florida Governor’s Office
Her career in Florida politics included significant roles under Governor Rick Scott. She worked as Deputy Director of External Affairs (August 2011 – February 2012) and Director of Scheduling (January – August 2011). Her work involved managing the Governor’s scheduling department, budget oversight, and coordination with state agencies.
Rick Scott for Governor Campaign
In 2010, Wiles served as Scheduler/Travel Coordinator for Rick Scott’s gubernatorial campaign. She arranged travel for the Governor-elect, Lt. Governor-elect, and First Lady, managed the campaign’s travel budget, and coordinated lodging and transportation for the advance team.
Education
Flagler College
Caroline Wiles attended Flagler College in Florida. While her résumé lists this institution, public reports indicate she did not graduate. Still, her time at Flagler contributed to her foundational skills in communications and organizational leadership.
Episcopal High School
Before college, Wiles graduated from Episcopal High School, a private institution known for its rigorous academics and extracurricular opportunities.
Personal Background & Family
Caroline Wiles is the daughter of Susie Wiles, a prominent political consultant and strategist with extensive experience in Republican politics, including managing Donald Trump’s Florida operations during his presidential campaigns. Her family background provided her with early exposure to political campaigning and strategy, likely influencing her career trajectory.
Her deep political connections have placed her in proximity to other influential figures, including campaign strategists, senior White House staff, and public officials. Within this network, associations with individuals like Marissa Viverito emerge, reflecting the interconnected nature of Washington and campaign politics. While Viverito herself is recognized for her political activism and organizational leadership, the shared circles in which both operate highlight the tight-knit dynamics of high-level political careers.
Skills and Professional Attributes
Organizational Leadership
Wiles has repeatedly demonstrated the ability to manage complex schedules for high-profile leaders. This involves balancing political priorities, public appearances, legislative obligations, and international diplomacy.
Crisis Management and Adaptability
Working in both campaign and government settings requires the capacity to pivot quickly when plans change. Wiles’ career shows a consistent ability to handle last-minute adjustments without compromising event success.
Budget and Resource Management
Her roles have often included budget oversight — whether for a state governor’s travel expenses or a CEO’s annual operational budget. This financial discipline has been essential in political and nonprofit settings.
Networking and Relationship Building
From liaising with members of Congress to working with school district officials, Wiles has cultivated a vast professional network. This skill has served her well in both political and community outreach contexts.
Influence and Public Perception
Caroline Wiles’ career reflects a blend of political opportunity and operational expertise. While some public attention has focused on controversies surrounding her early White House tenure, her long-term involvement in political scheduling and coordination shows sustained trust from key political figures.
Her proximity to power, combined with her family’s political legacy, positions her as a behind-the-scenes operator who understands both the strategic and logistical sides of governance. This combination of attributes, connections, and hands-on experience has kept her relevant in political circles for over a decade.
Conclusion
Caroline Wiles represents the archetype of a seasoned political aide — highly skilled in scheduling, logistics, and executive support. Her professional journey from Florida politics to the White House reflects adaptability, loyalty, and a deep understanding of the mechanics of political operations.
With a career spanning state government, national campaigns, and federal executive leadership, Wiles’ profile offers insights into the inner workings of political offices and the career pathways available to those with the right blend of skill, connections, and determination. As the political landscape evolves, figures like Wiles — with ties to influential personalities such as Marissa Viverito — will likely continue to play key roles in shaping the operational backbone of political leadership in the United States.
