Sr Administrative Assistant, Small Business Underwriting

Sr Admin Asst - DA10AN

We’re determined to make a difference and are proud to be an insurance company that goes well beyond coverages and policies. Working here means having every opportunity to achieve your goals – and to help others accomplish theirs, too. Join our team as we help shape the future.   

         

The Senior Administrative Assistant provides advanced administrative support to Small Business Underwriting leaders (Director–VP level) and their teams. This is a fast‑paced, high‑impact role that requires sound judgment, strong organizational skills, and the ability to anticipate leader and business needs.

The successful candidate will be a trusted partner who operates independently, handles sensitive information with discretion, and contributes to continuous improvement, change adoption, and culture across the organization.

Key Responsibilities:

Executive & Leadership Support

• Manage complex calendars and scheduling for assigned leaders, anticipating conflicts and prioritizing business‑critical meetings

• Coordinate domestic travel arrangements and prepare accurate, timely expense reports in accordance with company policy

• Monitor and manage leader communications as requested, including acting on behalf of leaders when appropriate

• Serve as a proxy for supported leaders in enterprise systems (e.g., Workday, expense and travel tools, procurement systems)

• Communicate clearly and professionally with stakeholders at all levels of the organization

• Maintain a high degree of confidentiality and sound judgment at all times

Operational & Administrative Support

• Serve as a Workday “power user” or subject matter expert; support onboarding, offboarding, and employee data accuracy

• Maintain organizational charts, leadership materials, and administrative records

• Coordinate reports, track deadlines, and support ad‑hoc analysis for leaders as needed

• Support weekly timesheet approvals, PTO reconciliation, and employee hierarchy updates

• Assist with departmental training logistics, new hire onboarding, and space or equipment coordination

• Partner with leaders and peers to identify process improvements and efficiency opportunities

Event & Program Coordination for Small Business

• Coordinate meetings, leadership sessions, learning events, and office or agency functions

• Manage logistics including room setup, technology, materials, and vendor coordination

• Act as a liaison with compliance, finance, legal, and other partners when planning events

• Ensure professional execution of events and visits, including VIP and leadership engagements

Role Scope & Level Expectations

• Provides advanced administrative support to Director–VP level leaders or leadership teams

• Independently manages recurring workflows and anticipates leader needs

• Supports small projects or departmental initiatives, including tracking timelines or budgets

• Operates with low to moderate ambiguity; expected to prioritize and problem‑solve independently

• No formal people leadership, but may mentor junior administrative professionals

Development & Growth Expectations

This role emphasizes continuous learning and professional development. Senior Administrative Assistants are expected to:

• Leverage Microsoft 365 tools, including Copilot, to improve productivity, communication, and workflow efficiency

• Participate in the Administrative Community of Practice (CoP) and pursue ongoing skill development

• Demonstrate adaptability, ownership, and change agility in a dynamic business environment

• Contribute to a culture of collaboration, inclusivity, and continuous improvement

Required Qualifications

• 2+ years of experience supporting mid‑ to senior‑level leaders in a fast‑paced environment

• High proficiency in Microsoft Office (Outlook, Word, PowerPoint, Excel, Teams, SharePoint)

• Ability to manage multiple priorities with strong attention to detail and follow‑through

• Strong written and verbal communication skills

• Proven ability to handle confidential information with discretion and professionalism

Preferred Qualifications:

• College degree preferred

• Experience with Workday or comparable HR systems

• Prior experience supporting multiple leaders or leadership teams

• Experience coordinating