The Role
Serve as a trusted operational partner to a high-net-worth Principal by managing staff, schedules, domestic and international travel, vendors, projects, and daily operations. Build systems, recruit and onboard team members, solve problems proactively, and enable the Principal to focus on leadership, family, and philanthropy.
Summary Generated by Built In
Job DescriptionVIP Lifestyle ManagerClearwater, FL | Full-Time | On-Site | Domestic & International TravelAbout the OpportunityCummins Worldwide is seeking an exceptional VIP Lifestyle Manager to become the trusted operational partner to the Principal.This is a unique opportunity for a highly educated, high-performing professional who enjoys leading people, managing complex operations, solving problems, and creating exceptional organization and efficiency.The VIP Lifestyle Manager serves as the Principal's trusted extension, ensuring that people, projects, travel, operations, logistics, communication, and strategic priorities move forward seamlessly.The successful candidate will directly manage staff, coordinate complex projects, build systems, improve operations, and create the structure necessary for the Principal to focus on leadership, family, philanthropy, and other high-value priorities.Your MissionTo create an exceptional and seamless lifestyle and operational environment for the Principal by proactively managing schedules, travel, projects, people, events, and daily operations.This role exists to anticipate needs before they arise, remove obstacles, coordinate resources, lead people, and ensure every aspect of the Principal's personal and professional world operates with excellence.Why This Role Is DifferentThe VIP Lifestyle Manager will:
- Manage and coordinate multiple employees and contractors.
- Recruit, interview, onboard, and help oversee staff supporting the Principal.
- Create procedures and systems that improve efficiency.
- Coordinate projects from planning through successful completion.
- Help resolve challenges, improve operations, and ensure accountability.
- Exercise sound judgment and make decisions independently while working closely with the Principal.
- This position requires someone who naturally takes ownership, leads with professionalism, and enjoys building order out of complexity.
- Manage the Principal's calendar, appointments, consultations, meetings, and priorities.
- Coordinate domestic and international travel, including itineraries, accommodations, transportation, and logistics.
- Serve as the primary liaison with executives, household staff, vendors, contractors, consultants, and service providers.
- Anticipate needs and solve problems before they affect the Principal.
- Travel domestically and internationally as required.
- Highly educated with a history of outstanding performance.
- An exceptional leader who enjoys coordinating people and projects.
- Highly organized with extraordinary attention to detail.
- Professional, polished, and confident.
- Resourceful and proactive.
- Calm under pressure.
- Looking for a long-term professional partnership.
- 2+ years of experience supporting executives, entrepreneurs, high-net-worth individuals, or family offices.
- Excellent leadership, communication, and organizational skills.
- Strong Microsoft Office and Outlook proficiency.
- Valid driver's license.
- Fluent English required.
- Additional languages are a plus.
- Competitive compensation based on experience.
- Weekly pay (every Friday).
- Long-term career opportunity.
- Professional, high-trust work environment.
- Significant responsibility and autonomy.
- Ongoing mentorship and professional development.
Skills Required
- Fluent English
- Willingness and ability to travel domestically and internationally, including extended periods
- Highly educated with a history of outstanding performance
- Experience managing and coordinating multiple employees and contractors
- Professional demeanor, polished presentation, and ability to remain calm under pressure
- Excellent leadership, communication, and organizational skills
- 2+ years supporting executives, entrepreneurs, high-net-worth individuals, or family offices
- Strong Microsoft Office and Outlook proficiency
- Valid driver's license
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The Company
What We Do
Cummins Worldwide is a professional services firm specializing in personal and enterprise finance, accounting, and management. Founded by Tom Cummins, the company leverages proven financial strategies and corporate solutions to help clients achieve financial mastery. By providing expert guidance in finance and HR solutions, they empower businesses and individuals to drive strategic growth, secure a competitive edge, and establish a stable, long-lasting legacy.
