ontario heartland mutual insurance Jobs – 19 Openings This Week

Claims - Adjuster Level II, Property Claims
Heartland Mutual Insurance —Waterloo, ON
- $56,000–$84,000 a year
- Full-time
- Customer service
- Leadership
- Communication skills
- Paid time off
Quick apply
12h
Adjuster Level II, Accident Benefits Claims
Heartland Mutual Insurance —Waterloo, ON
- $62,000–$93,000 a year
- Full-time
- Sales
- Business
- Time management
- Paid time off
Quick apply
Adjuster Level II, Auto Physical Damage Claims
Heartland Mutual Insurance —Waterloo, ON
- $50,000–$75,000 a year
- Full-time
- Customer service
- Organizational skills
- Business
- Paid time off
Quick apply
Help Desk Analyst
Heartland Mutual Insurance —Waterloo, ON
- $50,000–$75,000 a year
- Full-time
- Azure
- Microsoft Outlook
- Computer Science
- Paid time off
Quick apply
Senior Adjuster, Casualty Claims
Heartland Mutual Insurance —Waterloo, ON
- $68,000–$102,000 a year
- Full-time
- Communication skills
- Negotiation
- Paid time off
Quick apply
8h
Personal Lines Underwriter I (12-month contract)
Heartland Mutual Insurance —Waterloo, ON
- $50,000–$66,000 a year
- Contract
- Analysis skills
- Communication skills
- Paid time off
Quick apply
Senior Commercial Property Underwriter
Heartland Mutual Insurance —Waterloo, ON
- $68,000–$102,000 a year
- Full-time
- Paid time off
Quick apply
Team Lead, Personal Lines Underwriting
Heartland Mutual Insurance —Waterloo, ON
- $68,000–$102,000 a year
- Full-time
- Analysis skills
- Leadership
- Paid time off
Quick apply
Farm Underwriter I (12-month contract)
Heartland Mutual Insurance —Waterloo, ON
- $50,000–$75,000 a year
- Contract
- Communication skills
- Paid time off
Quick apply
Commercial Auto Underwriter I (12-month contract)
Heartland Mutual Insurance —Waterloo, ON
- $50,000–$75,000 a year
- Contract
- Microsoft Excel
- Sales
- Customer service
- Paid time off
Quick apply
Senior Personal Lines Underwriter
Heartland Mutual Insurance —Waterloo, ON
- $56,000–$84,000 a year
- Full-time
- Analysis skills
- Communication skills
- Paid time off
Quick apply
Underwriting Solutions Analyst
Heartland Mutual Insurance —Waterloo, ON
- $68,000–$102,000 a year
- Full-time
- Hybrid work
- Communication skills
- Negotiation
- Dental care
- Paid time off
Quick apply
Loss Prevention - Risk Assessment Specialist
Heartland Mutual Insurance —Thamesford, ON
- $62,000–$93,000 a year
- Full-time
- Hybrid work
- Microsoft Word
- Microsoft Excel
- Travel
- Dental care
- Paid time off
Quick apply
Financial Analyst
Heartland Mutual Insurance —Waterloo, ON
- $56,000–$84,000 a year
- Full-time
- Hybrid work
- Microsoft Excel
- Microsoft Office
- Finance
- Dental care
- Paid time off
Quick apply
Senior Data Analyst
Heartland Mutual Insurance —Waterloo, ON
- $76,000–$114,000 a year
- Full-time
- Computer Science
- Data analysis skills
- SQL
- Paid time off
Quick apply
Commercial Property Underwriter I (12-month contract)
Heartland Mutual Insurance —Waterloo, ON
- $50,000–$75,000 a year
- Contract
- Paid time off
Quick apply
Team Lead, Pricing & Data Analytics
Heartland Mutual Insurance —Waterloo, ON
- $86,000–$129,000 a year
- Full-time
- Microsoft Excel
- Computer Science
- Data analysis skills
- Paid time off
Quick apply
Actuarial Analyst
Heartland Mutual Insurance —Waterloo, ON
- $62,000–$93,000 a year
- Full-time
- Hybrid work
- Microsoft Excel
- SQL
- Presentation skills
- Dental care
- Paid time off
Quick apply
Analytics - Manager, Actuarial Services
Heartland Mutual Insurance —Waterloo, ON
- $112,000–$168,000 a year
- Full-time
- Computer Science
- Presentation skills
- Bachelor's
- Paid time off
Quick apply

Other jobs to consider

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Help Desk Analyst
Heartland Mutual Insurance —Waterloo, ON
Make an Impact: Play a key role in helping customers navigate challenging situations with empathy and expertise. Strong analytical and troubleshooting skills.
$50,000–$75,000 a year
Quick apply
Claims - Adjuster Level II, Property Claims
Heartland Mutual Insurance —Waterloo, ON
Serve as a representative of Heartland at resiliency and resource centers established during major CAT events, providing front-line support to affected…
$56,000–$84,000 a year
Quick apply
12h

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heartland mutual insurance jobs near ontario

Claims - Adjuster Level II, Property Claims

Heartland Mutual Insurance -
Waterloo, ON

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Job details

Full-time
$56,000–$84,000 a year
12 hours ago

Qualifications

Customer service
Post-secondary education
Leadership
Communication skills
Negotiation

Full job description

At Heartland Mutual Insurance, we’re more than just a company — we’re a community.

Proudly rooted in Ontario and Nova Scotia, we’re driven by a bold vision: to be the Best Mutual. Our team of passionate professionals doesn’t just follow the norm — we challenge it. We think differently, aim high, and deliver on our promise with a personal touch.
Here, you’ll be part of a culture that values authenticity, embraces change, and empowers you to make a meaningful impact every day. Together, we bring our purpose to life by living our values and putting people first.

Job Purpose:
The Adjuster Level 2 – Property Claims is a senior desk-based adjusting role responsible for managing medium to large property losses that require a heightened level of technical analysis, oversight, and coordination. This includes complex water losses, structural damage with partial field involvement, and losses requiring collaboration with Independent Adjusters (IAs), engineers, or vendor partners. This role bridges the progression from Level 1 desk adjusting to field handling, requiring strong judgment, communication, and file leadership skills. The role supports Heartland's customer-first approach while ensuring fair indemnification, cost control, and compliance with internal and regulatory standards.

Key Responsibilities:1. Complex File Handling:

Independently manage medium to large residential, farm, and small commercial property losses.
Handle structural claims involving water escape, fire, storm, collapse, or impact damage, including claims requiring collaboration with IAs or partial field support.
Lead file direction and strategy on task-assigned field files, including reserving, contractor scope reviews, and payment authority.
Determine appropriate settlement paths based on policy coverage, site inspections (virtual or assisted), and external input.

2. Contents Evaluation & Settlement:

Oversee and negotiate contents settlements for insureds, including validation of inventories, depreciation application, and vendor quote review.
Engage directly with insureds to provide education and support in contents submission and evaluation.
Maintain consistency and fairness in valuations while meeting service standards.

3. Vendor & IA Collaboration:

Assign and oversee Independent Adjusters and field resources on task-based deployments; ensure timely updates and coordinated resolution.
Review contractor or engineer estimates for appropriateness and accuracy, seeking clarification or challenge where necessary.
Participate in calibration and contractor performance feedback as part of team quality practices.

4. Reserve Accuracy & Financial Management:

Set and maintain reserves in accordance with corporate guidelines, adjusting proactively as claim circumstances evolve.
Make timely, appropriate payments based on scope and settlement progress.
Escalate large loss exposures to management for oversight and authority.

5. Customer Service & Communication:

Act as the primary point of contact for insureds and brokers on assigned files, delivering proactive, empathetic communication throughout the claim lifecycle.
Manage difficult conversations professionally, particularly around exclusions, depreciation, and co-insurance issues.
Maintain comprehensive file notes, activity logs, and documentation in Guidewire or other systems.

6. Technical Leadership & Transition Support:

Serve as a technical resource and informal mentor to Level 1 adjusters.
Assist with training and calibration sessions focused on claim complexity, estimating, contents handling, and vendor engagement.
Prepare for transition to field adjusting by building foundational site investigation and contractor negotiation skills.

7. CAT Response Participation:

Participate in catastrophe (CAT) response deployments as required.
May be deployed to the field as secondary support to field adjusting teams during large-scale weather events or HVE scenarios.
Serve as a representative of Heartland at resiliency and resource centers established during major CAT events, providing front-line support to affected customers and communities.

Qualifications & Skills Required:Education:

Post-secondary education preferred.
CIP designation or working toward CIP is strongly preferred.

Experience:

2–4 years of property claims handling experience, ideally in residential or farm losses.
Proven ability to manage moderate to complex claim files with minimal supervision.
Strong working knowledge of property insurance policy forms, exclusions, and endorsements.
Experience with claims systems such as Guidewire; Xactimate familiarity is an asset.
Capable of reading and evaluating contractor scopes, engineering reports, and vendor estimates.
Excellent communication, negotiation, and customer service skills.
Critical thinking and problem-solving orientation.
Ability to prioritize workload independently and manage files to closure within service standards.

The salary range for this role is $56,000 - $84,000. The salary for the successful candidate will be determined by various factors including but not limited to an individual’s relevant experience, knowledge, skills, along with internal equity, and market considerations.

What’s in it for You:

A Supportive Team: We’re not just a workplace, we’re a community. We are small but mighty, we believe in the power of connection, purpose, and belonging.
Comprehensive Total Rewards: Enjoy a competitive compensation package made up of base salary and bonus, health and wellness benefits, pension plan, paid time off, and so much more.
Inclusive Culture: Work in an environment that embraces diversity, equity, inclusion and belonging.
Career Growth & Development: Take advantage of continuous learning opportunities and stretch assignments.
Make an Impact: Play a key role in helping customers navigate challenging situations with empathy and expertise.

This job posting is for an existing vacancy within Heartland.

Accommodation is available on request for candidates taking part in all aspects of the selection process.

We do not use artificial intelligence or automated decision-making tools in any part of our hiring process. All applications are reviewed by our Talent Acquisition team to ensure fairness and transparency.

At Heartland Mutual Insurance, you’re empowered to thrive. Whether it’s your career, your well-being, or your future, we've got you covered.

Quick apply

Refine Your Search

heartland mutual insurance jobs in ontario

Claims - Adjuster Level II, Property Claims

Adjuster Level II, Accident Benefits Claims

Adjuster Level II, Auto Physical Damage Claims

Help Desk Analyst

Senior Adjuster, Casualty Claims

Personal Lines Underwriter I (12-month contract)

Senior Commercial Property Underwriter

Team Lead, Personal Lines Underwriting

Farm Underwriter I (12-month contract)

Commercial Auto Underwriter I (12-month contract)

Senior Personal Lines Underwriter

Underwriting Solutions Analyst

Loss Prevention - Risk Assessment Specialist

Financial Analyst

Senior Data Analyst

Commercial Property Underwriter I (12-month contract)

Team Lead, Pricing & Data Analytics

Actuarial Analyst

Analytics - Manager, Actuarial Services

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