Executive Strategic Assistant / Chief of Staff

Location:

Amelia, OH, US

Job Type: Full-Time

Work Mode: Hybrid

Job Level: Professional

Job ID: 12552

Company: American Modern Insurance Group

Employment Type: Regular

Area of Expertise: Services & Support Functions

Description:

The Opportunity

This is a singular leadership role — equal parts strategist, operator, and trusted partner to the CEO.

The Executive Strategic Assistant serves as the connective tissue of the enterprise: translating vision into disciplined execution, strengthening governance and operating rhythm, and ensuring that the organization's highest priorities receive the focus, accountability, and momentum they deserve.

This role demands someone who thinks at the level of the enterprise, operates with urgency, and earns trust through influence, discretion, and results. The ideal candidate is equally comfortable synthesizing a board-level strategy deck, navigating a complex stakeholder dynamic, and rolling up their sleeves to drive a critical initiative to fruition.

Position Details

Strategic Execution & Accountability

Translate the CEO's strategic agenda into a disciplined set of priorities, goals, initiatives, and milestones, each with clear owners, metrics, and timelines.
Maintain enterprise-wide visibility across strategic initiatives; proactively surface risks, misalignments, and gaps before they become crises.
Drive a culture of measurable accountability, ensuring that commitments made are delivered.
Assess market, technology, and regulatory shifts to continuously sharpen strategic direction and inform CEO decision-making.

CEO Partnership & Governance Excellence

Serve as a thought partner, sounding board, and trusted advisor to the CEO on the full spectrum of enterprise decisions.
Own the operating cadence of the CEO Office: design and facilitate EMB meetings, QBRs, Strategy Offsites, and Board sessions with rigor and intentionality.
Develop high-impact materials including board decks, strategic briefs, communications.
Represent the CEO in key internal and external forums with the credibility, judgment, and discretion the role demands.
Bring time-critical matters forward with appropriate context and recommended action, not just awareness.

Enterprise Alignment & Stakeholder Orchestration

Build and steward the relationships across functions, geographies, and organizational layers that are essential for strategic momentum.
Ensure coherent alignment across AMIG and with Group and affiliated organizations including GSI and Munich Re.
Partner with GSI leadership, Munich Re stakeholders, and the GSI Transformation Office to advance shared priorities and surface integration opportunities.
Identify stakeholders, earn their trust, and engage them as genuine partners in delivering the enterprise plan.
Serve as a discreet, reliable bridge between the CEO and the organization, ensuring information flows accurately and decisions are understood and acted upon.

Transformation & Organizational Effectiveness

Lead cross-functional transformation initiatives that advance underwriting excellence, innovation, operational efficiency, and organizational modernization.
Partner with digital, data, AI, and innovation teams to accelerate delivery speed and build scalable, future-ready capabilities.
Champion strong change management discipline, building stakeholder buy-in, sequencing change thoughtfully, and measuring adoption.
Identify organizational and process inefficiencies; design solutions that strengthen collaboration, reduce friction, and improve outcomes.
Develop and maintain governance frameworks and decision-making structures that enable the work.

Community Engagement Responsibilities

Build and maintain relationships with community leaders, organizations, and external stakeholders through effective communication
Implement tactics to increase awareness of community and volunteer activities and evaluate effectiveness
Measure and report on volunteer engagement and community impact to internal stakeholders
Be the American Modern liaison to the Munich Re NA Corporate Social Responsibility function, including leading the local Corporate Charitable Giving Committee in alignment with the Regional Charitable Giving Committee, and providing administrative support of the giving software program ‘YourCause’.

What We're Looking For

Experience & Credentials

Bachelor's degree required; MBA, CPCU, or advanced degree strongly preferred.
15+ years of experience in strategy, operations, or executive leadership within (re)insurance, financial services, or innovation-driven organizations.
Demonstrated track record advising C-suite leaders, leading enterprise strategy, and managing complex organizational change.
Experience navigating matrixed global organizations, influencing without authority, building consensus, and driving results across boundaries.
Proven ability to build and lead high-performing teams in fast-paced, matrixed, executive-facing environments.

We are an equal opportunity employer. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.

We are an equal opportunity employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability or protected veteran status. The work environment characteristics, and any physical and mental requirements described here are representative of those that must be met by an employee to successfully perform the essential functions of this job. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.
This job description is not designed to cover or contain a comprehensive listing of activities, duties or responsibilities that are required of the employee. Other duties, responsibilities and activities may change or be assigned at any time with or without notice.