Executive Underwriter, Mid-Market

Company

HDI Global SE Canada

Work Location

Toronto, ON

Executive Underwriter, Mid-Market

We are seeking a driven underwriting professional with 5+ years of experience to join our

growing team in Canada as an Executive Underwriter, Mid-Market. Reporting to the Head

of Mid-Market, the successful candidate will underwrite complex and strategic risks,

strengthen broker and client relationships, and contribute to the growth, profitability, and

long-term success of the Mid-Market portfolio.

This is an exciting opportunity for a seasoned underwriter who thrives in a technical,

relationship-driven role. As a trusted expert and business partner, you will help influence

underwriting strategy, support portfolio performance, mentor colleagues, and contribute

to the future direction of our Mid-Market business.

About Us

HDI Global SE delivers a comprehensive service-based offering to the commercial and

specialty insurance markets. Our strategy is to create sustainable growth and build a robust

company that operates successfully worldwide. Our highly competent team is committed

to delivering market-leading insurance solutions.

We are part of the Talanx Group, one of the major European insurance groups, with

insurance revenue of EUR 49.0 billion (2025), and more than 120 years of experience in

industrial insurance. HDI Global SE operates in more than 175 countries across the globe

with over 5,500 employees worldwide. Financial strength ratings: AM Best A+ (Stable),

Standard & Poor’s AA- (Very Strong, Outlook Stable).

At HDI, we offer employees the advantages of an international organization within a

modern, dynamic work environment in the heart of downtown Toronto that both

challenges and rewards. We foster strong communication and achieve our objectives

through our core values of Together, Ownership, and Performance. Employees are

encouraged to contribute their ideas and play an active role in shaping our company’s

future.

Contact

HDI Canada People & Culture

Functional Area

Mid-Market Underwriting

Type of Employment

Full-time permanent

Travel

As required

Learn more

Careers.hdi.group

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For information on how we

may collect, use or disclose

your personal information.

Accessibility

HDI Canada Branch

welcomes and encourages

applications from people

with disabilities.

Accommodations are

available on request for

candidates taking part in all

aspects of the selection

process.

Your Responsibilities

• Lead underwriting of complex new and renewal mid-market risks within established authority and risk appetite.
• Build, manage, and grow a profitable portfolio of business, maintaining accountability for growth, retention,

underwriting quality, and profitability.

• Build and maintain strategic broker and client relationships, serving as a trusted advisor on complex underwriting

matters.

• Contribute to the development of underwriting appetite, portfolio initiatives, and distribution strategies.
• Represent the organization in broker and client meetings, negotiations, industry events, conferences, and

networking activities to strengthen relationships and enhance market visibility.

• Ensure high standards of governance, including accuracy of underwriting files, policy documentation, data quality,

and compliance with internal and regulatory requirements.

• Act as a senior technical referral authority for complex risks, providing guidance on underwriting structure, pricing,

coverage solutions, and risk selection.

• Provide coaching, technical mentorship, and underwriting leadership to team members, supporting talent

development and underwriting excellence.

• Contribute to portfolio reporting, business planning, and strategic initiatives in support of organizational

objectives.

Your Profile (Skills, Qualifications & Experience)

• 5+ years of property and casualty underwriting experience, including complex mid-market risks.
• Advanced expertise in property and casualty policy wordings, underwriting, pricing, and risk assessment.
• Demonstrated ability to make sound underwriting decisions, manage portfolio performance, and drive profitable

growth.

• Proven leadership and technical expertise, with the ability to mentor, influence, and develop underwriting talent.
• Entrepreneurial and results-oriented, with proven track record in broker relationship management, business

development, and profitable portfolio growth.

• Bachelor's degree and CIP designation are required; FCIP designation is preferred.
• Strong organizational skills with the ability to manage multiple priorities in a fast-paced environment.
• Exceptional negotiation, analytical, and problem-solving skills, combined with strong commercial acumen.
• Excellent oral and written communication skills in English.
• Working knowledge of French and/or German is considered an asset.
• Proficiency with underwriting systems and Microsoft Office applications.
• Ability to work independently in a fast-paced, results-driven environment while balancing strategic priorities and

execution.

• Occasional travel to key markets is expected.

What We Offer

• Salary range is $100,000–$140,000, plus bonus opportunity.
• Competitive total rewards package and professional development support.

We welcome applications from motivated, team-oriented individuals who are eager to take on new challenges.

Thank you to all applicants for their interest. Please note that only candidates selected for an interview will be contacted.