Executive Support & Workplace Experience Lead

RT Specialty, LLC; Chicago, Northern (IL, KY); Hybrid; USD 65,000 - 75,000; Full time

Job summary

Ryan Specialty, LLC in Chicago seeks an Office Manager to provide proactive executive support, plan leadership events, and oversee a cohesive workplace experience for ~130 employees across MGUs. The role blends administrative excellence with strategic workplace initiatives, requiring strong judgment and agility in a fast-paced environment.

The successful candidate will manage complex calendars, coordinate travel, draft communications, and partner with leaders to create engaging events while

Qualifications

• 3+ years of relevant experience in executive support, event planning, workplace experience, hospitality, business operations, or a related field preferred.
• Demonstrated experience supporting executives or senior leaders, including calendar, meeting, travel, and expense management.
• Experience planning and executing meetings, events, or employee experiences from concept through completion.
• Strong organization, attention to detail, communication, and follow‑through with the ability to independently manage multiple priorities and stakeholders.
• Strong problem‑solving skills with the confidence to anticipate needs, evaluate options, and recommend solutions.

Responsibilities

• Provide proactive Executive Assistant support to designated leaders, managing complex calendars and meetings, anticipating needs, resolving scheduling conflicts, and helping leaders effectively manage their time and priorities.
• Coordinate business travel, itineraries, accommodations, and related expense reporting.
• Draft, prepare, and organize correspondence, presentations, reports, meeting materials, and other business documents.
• Serve as a trusted point of contact for internal and external stakeholders and support special projects and evolving business priorities.
• Handle confidential and sensitive information with sound judgment and discretion.
• Plan and execute leadership gatherings, employee events, business meetings, celebrations, and other experiences from concept through completion.
• Partner with leaders and the Workplace Experience team to create experiences aligned with audience, purpose, and business need.
• Manage event logistics, vendors, communications, materials, technology, budgets, and onsite execution.

Skills

Executive support

Event planning

Workplace experience

Hospitality

Business operations

Education

Bachelor's degree preferred

Job description

Ryan Specialty, LLC in Chicago seeks an Office Manager to provide proactive executive support, plan leadership events, and oversee a cohesive workplace experience for ~130 employees across MGUs. The role blends administrative excellence with strategic workplace initiatives, requiring strong judgment and agility in a fast-paced environment.

The successful candidate will manage complex calendars, coordinate travel, draft communications, and partner with leaders to create engaging events while