Managing Director - Commercial Insurance

Insurance Office of AmericaRemote_MA, MA
$125,000 - $160,000Remote

About The Position

The Managing Director is responsible for providing strategic leadership and operational oversight to achieve organizational goals and long-term business objectives. This role leads the development and execution of business strategies, drives financial and operational performance, and ensures effective management of resources, risks, and stakeholder relationships. As a key member of the executive leadership team, the Managing Director partners with senior leaders, employees, clients, and external stakeholders to support sustainable growth, organizational excellence, and shareholder value.

Requirements

  • Bachelor’s degree in Business Administration, Finance, Management, Human Resources, or a related field
  • 10+ years of progressive leadership experience with responsibility for business operations, strategy, and financial performance
  • Demonstrated success leading large teams, business units, or complex organizational functions
  • Strong expertise in strategic planning, financial management, and organizational leadership
  • Strong financial, operational, and business acumen
  • Excellent negotiation, communication, presentation, and stakeholder management skills
  • Experience leading organizational change, transformation, and continuous improvement initiatives
  • Proven ability to make sound decisions in complex, fast-paced environments

Nice To Haves

  • MBA or related advanced degree preferred
  • Experience working with executive leadership teams and governance boards preferred
  • Exceptional leadership, people management, and relationship-building skills

Responsibilities

  • Develop and execute the organization’s strategic vision, business plans, and long-term growth initiatives to achieve sustainable success.
  • Identify market opportunities, industry trends, competitive risks, and strategic partnerships that support organizational growth and expansion.
  • Oversee business operations to ensure efficiency, productivity, service quality, and alignment with organizational objectives.
  • Establish and monitor key performance indicators, business metrics, and operational benchmarks to drive accountability and results.
  • Lead budgeting, forecasting, and financial planning activities while ensuring achievement of revenue, profitability, and growth targets.
  • Ensure sound financial management practices, effective resource allocation, and compliance with financial controls and regulations.
  • Assess business opportunities, investments, and organizational risks to support informed decision-making and long-term value creation.
  • Build, develop, and retain high-performing leadership teams while supporting succession planning, coaching, and leadership development.
  • Foster a culture of accountability, collaboration, innovation, inclusion, and continuous improvement across the organization.
  • Build and maintain strong relationships with clients, business partners, regulators, community leaders, and other key stakeholders.
  • Present organizational performance, strategic initiatives, and recommendations to executive leadership and governance bodies.
  • Ensure compliance with applicable laws, regulations, policies, ethical standards, and corporate governance requirements.
  • Identify and mitigate strategic, operational, financial, and reputational risks while maintaining effective internal controls.
  • Lead organizational transformation, innovation, and continuous improvement initiatives that support business objectives and long-term success.
  • Demonstrate integrity, leadership, accountability, and professionalism in all interactions.

Benefits

  • Competitive salaries and bonus potential
  • Company-paid health insurance
  • Paid holidays, vacations, and sick time
  • 401K with employer match
  • Professional growth and career progression opportunities
  • Respectful culture and work/family life balance
  • Community service commitment
  • Supportive teammates and a rewarding work environment
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