Managing Director - Commercial Insurance

Insurance Office of America

$125K — $160K *
US-AnywhereRemote in Massachusetts, US
Finance & Insurance
8 - 10 years of experience
Job Overview by Ladders

Qualifications

  • Bachelor's degree in Business Administration, Finance, Management, Human Resources, or related field
  • MBA or related advanced degree preferred
  • 10+ years of progressive leadership experience in business operations and strategy
  • Strong expertise in strategic planning and financial management
  • Experience with executive leadership teams and governance boards preferred
  • Exceptional leadership and relationship-building skills
  • Proven ability to lead organizational change initiatives

Responsibilities

  • Develop and execute the organization's strategic vision and long-term growth initiatives
  • Identify market opportunities and competitive risks for organizational growth
  • Oversee business operations for efficiency and productivity
  • Establish and monitor key performance indicators and operational benchmarks
  • Lead budgeting, forecasting, and financial planning activities
  • Assess business opportunities and evaluate associated risks
  • Foster a culture of accountability, collaboration, and continuous improvement

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
Full Job Description
Job Description:

Join our growing team in the Boston market and help shape the future of our business in one of the nation's most dynamic regions.

Job Title - Managing Director
Work Mode:
Remote

Please note: If this position is posted as either fully remote and/or hybrid, in accordance with company policy, individuals residing within a 50-mile radius of a branch location may be required to work onsite in a hybrid capacity as there may be occasions when on-site presence is necessary to meet specific business needs. Additionally, our remote work policy includes having a dedicated, distraction-free workspace. Remote work is not a substitute for childcare, elder care, or other personal responsibilities during working hours. To view our branch locations, please visit: ioausa.com/locations.

About the Role: 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.

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

Ideal Candidate Qualifications:
  • Bachelor's degree in Business Administration, Finance, Management, Human Resources, or a related field
  • MBA or related advanced degree preferred
  • 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
  • Experience working with executive leadership teams and governance boards preferred
  • Exceptional leadership, people management, and relationship-building skills
  • 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

What We Offer:
  • 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

What to Expect (Application Process):
  • 30-Minute Phone Screen, Online Assessments, and Interview(s)


Salary Range

The expected pay range for this position is $125,000.00 - $160,000.00 depending on experience, relevant skills, and geographic location.

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