Employment Opportunities

Account Executive-Sales/Insurance (Future Opportunity) Various Locations

Are you an experienced sales professional with knowledge of the insurance industry?  We’re always interested in connecting with talented individuals who may be a great fit for future Account Executive opportunities.  While we may not have an immediate opening, we regularly look to build relationships with experienced professionals who are passionate about client service, business development, and contributing to a strong team environment.

As an Account Executive, you would play a key role in nurturing relationships with existing clients while developing new business opportunities to grow your portfolio.

Typical responsibilities include:

• Building and managing a strong book of business
• Developing and executing sales strategies to meet goals
• Identifying and pursuing new business opportunities
• Strengthening client relationships and providing ongoing support
• Identifying opportunities to cross-sell and up-sell products
• Staying current on products, services, and industry trends
• Addressing client concerns and ensuring a high level of satisfaction

What we look for:

• Experience in sales or account management, ideally within the insurance industry (broker, agent, underwriter, or similar)
• Strong connections within our surrounding communities
• Excellent communication, relationship-building, and problem-solving skills
• Self-motivated with strong time management abilities
• A genuine interest in supporting clients

HR Manager Stratford

About the Role

The HR Manager is responsible for leading HR and payroll functions while contributing to how the organization continually improves its operations.

The ideal candidate is comfortable balancing hands-on HR responsibilities with a practical approach to simplifying processes, solving problems, and helping the organization work more effectively.

Core Responsibilities

Human Resources

• Lead day-to-day HR operations, including recruitment, onboarding, employee relations, attendance management, performance management, and employee development
• Develop and maintain employment contracts, policies, procedures, and HR documentation
• Support managers and employees on HR-related matters
• Ensure compliance with employment legislation and HR best practices
• Support employee engagement, communication, and workplace culture initiatives
• Maintain accurate and confidential employee records and systems

Payroll & Benefits Administration

• Manage payroll for salaried and commissioned employees
• Ensure accurate and timely payroll processing
• Handle payroll inquiries, reporting, and issue resolution
• Support benefits administration and other employee programs

Organizational Effectiveness & Continuous Improvement

• Partner with leadership on initiatives that improve employee experience, workflows, and overall operational effectiveness
• Contribute to the design and implementation of improvements to processes and ways of working across departments

Qualifications

• Post-secondary education in Human Resources, Business Administration, or a related field
• CHRP/CHRL designation (or working toward designation) is considered an asset
• Several years in an HR generalist, HR manager or people operations role
• Experience managing payroll, including salaried and commissioned structures
• Experience developing HR documentation such as contracts, policies and procedures
• Strong understanding of Ontario employment legislation
• Experience in employee relations, recruitment, onboarding, and performance management
• Strong communication and relationship-building skills
• Sound judgement and ability to manage confidential information
• Strong problem-solving and organizational skills
• Demonstrated ability to improve processes and support operational efficiency
• Proficiency with HRIS, payroll systems, and Microsoft Office

Why Join Us?

At Orr Insurance & Investment, you’ll have the opportunity to make a meaningful impact in a growing organization where people, relationships, and continuous improvement matter. As a member of the management team, you’ll help shape both the employee experience and the way we work, while building a long-term career in a collaborative and supportive environment.

We offer:

• Competitive compensation package
• Group benefit program
• Retirement savings program
• Travel and expense reimbursement

Applications will be accepted until July 27, 2026

Job Type: Full Time, Permanent, In-office

Salary Range: $75,000 – $85,000 per year

Travel: Regular travel to additional office locations including Linwood, Seaforth, Goderich, Blyth and Brussels is required.