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Chief of Staff in Employee Benefits network
Chief of Staff in Employee Benefits networkUnited Benefit Advisors • Chicago, IL, USA
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Chief of Staff in Employee Benefits network

Chief of Staff in Employee Benefits network

United Benefit Advisors • Chicago, IL, USA
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Position Summary

United Benefits Advisors® (UBA), a collaborative community of independent employee benefits advisors, is seeking a strategic, people-focused Chief of Staff to serve as the organization's EOS Integrator and Director of Internal Operations. This individual will play a central role in aligning vision with execution, leading cross-functional operations, and fostering a high-trust, high-performance culture.

The Chief of Staff is a member of the senior leadership team and directly manages multiple operational functions including Marketing & Communications, Education, Events & Logistics, Data & Technology, and Administrative Operations (HR and vendor oversight). This individual will be instrumental in ensuring seamless communication, team alignment, and execution of UBA's strategic objectives-especially those set by the Board and President.

Key Responsibilities

Strategic Execution & Leadership

  • Serve as the EOS Integrator, translating high-level vision into operational plans and ensuring consistent traction across teams.
  • Lead the strategic execution of major cross-functional initiatives in alignment with Board priorities and President direction.
  • Manage and develop 5–8 direct reports across marketing, education, events, data, and admin functions.
  • Ensure timely, successful delivery of UBA's three cornerstone annual conferences and other key organizational initiatives.

Internal Operations & Administration

  • Oversee day-to-day internal operations with a focus on improving systems, accountability, and communication flow.
  • Manage vendor relationships related to HR, benefits, administration, and technology.
  • Support key internal communication and change management efforts, championing clarity, transparency, and alignment.
  • Implement and optimize processes that promote efficiency and effectiveness across departments.
  • Culture & People Leadership

  • Build trust and engagement with team members at all levels, ensuring they are empowered and supported.
  • Drive a culture of accountability, high emotional intelligence, and inclusive leadership.
  • Champion UBA's values of being Curiously Engaged , embracing Progress over Comfort , Leading with Light , Helping and Hearing , and maintaining Focus to Flourish .
  • Qualifications

  • 8+ years of professional experience in operations, organizational leadership, project management, or executive-level administration.
  • Prior experience as an EOS Integrator or deep familiarity with the EOS model is strongly preferred.
  • Proven leadership experience managing multi-disciplinary teams and aligning them to strategy.
  • High emotional intelligence with a demonstrated ability to build trust, resolve conflict, and create cohesion.
  • Exceptional communication and interpersonal skills-written, verbal, and across mediums.
  • Strong project management skills; able to keep multiple complex initiatives on track and under control.
  • Experience in event planning, logistics, or large-scale meeting execution is a strong plus.
  • Knowledge of or experience in employee benefits, insurance, or professional associations is highly desirable.
  • Tech-savvy with experience managing technology vendors, platforms, or infrastructure projects.
  • Travel Requirements

  • Occasional travel required (approximately 10-15%), including in-person attendance at three major annual conferences.
  • Why Join UBA?

    At United Benefits Advisors, we don't just talk about impact-we live it. You'll join a passionate team dedicated to helping independent advisors thrive while contributing to a collaborative, forward-thinking culture. This role is ideal for someone who wants to put down roots in a meaningful leadership role and grow with a mission-minded organization that values both people and performance.

    Benefits :

    As the largest community of Independent Employee Benefits Professionals in the country, United Benefit Advisors believes in providing excellent benefits to our UBA staff family, including :

  • Remote work privileges
  • Excellent salary package commensurate with experience
  • Generous paid time off
  • Health, dental, vision, life, and disability insurance
  • 401(k) with company match
  • Paid parental leave
  • Commuter reimbursement assistance (Chicago area candidates only)
  • Wellness reimbursement
  • About UBA :

    United Benefit Advisors® (UBA) is the nation's leading independent employee benefits advisory organization with more than 200 offices throughout the United States and Canada. UBA empowers 2,000+ advisors to maintain independence while capitalizing on each other's shared knowledge and market presence to provide best-in-class services and solutions.

    Local Service. National Presence.

    UBA Partner Firms are employee benefits advisors who understand the unique needs of their local community. While remaining independent, they join together to gain knowledge and resources from other UBA Partner Firms across the country. As a result, UBA Partner Firms offer sophisticated, cost-effective solutions equal to or better than those from large brokerages while continuing to provide the personal service that only an independent, local advisor can deliver.

  • $600 Million Employee benefits revenue
  • 25,000+ Employers served
  • 200+ Offices in the US, Canada, and Europe
  • 2,000+ Employee benefits advisors
  • Learn more : To Apply

    Please submit your resume and a brief statement of interest outlining why you believe you're a strong fit for this role.

    Job Posted by ApplicantPro

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