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Jobs at Wawanesa Insurance (Now Hiring) — 46 open

Wawanesa Insurance

Field Underwriter - Commercial, Midmarket - Alberta

Calgary, Alberta, Canada · Hybrid

Senior

Job ID: 9936 Employment Type: Existing Role Working Business Language: English. This role requires regular interaction with customers in Canada where the primary business language utilized is English. As such, the succes…

Skills: Commercial Underwriting, Business Development, Risk Assessment, Relationship Management, Portfolio Management

Wawanesa Insurance

Vendor Management Specialist - Claims

Calgary, Alberta, Canada · Hybrid

$80k–$100k/yr

Senior

Job ID: 10046 Employment Type: Existing Role Working Business Language: English. This role is considered a head-office role and will be required to communicate with internal and external stakeholders across Canada where …

Skills: Vendor Management, Performance Management, Claims Management, Data Analysis, Negotiation

Wawanesa Insurance

Gestionnaire du programme de conception organisationnelle

Calgary, Alberta, Canada · Hybrid

$120k–$145k/yr

Senior+

Numéro d’emploi : 9838 Type d’emploi : nouveau poste Langue de travail : anglais. Ce poste est considéré comme un poste au siège social et devra communiquer avec des parties prenantes internes partout au Canada où la pri…

Skills: Organizational Design, Organizational Effectiveness, Management Consulting, Business Transformation, Operating Model Design

Wawanesa Insurance

Commercial P&C Underwriter - Small Business

Montreal, Quebec, Canada · Hybrid

$80k–$95k/yr

Senior

Job ID: 10016 Employment Type: Existing Role Working Business Language: French Salary: At Wawanesa, salary is only one component of a holistic, comprehensive and competitive offering that we provide to our employees. In …

Skills: Risk Analysis, Underwriting, Reinsurance, Policy Renewal, Rating Procedures

Wawanesa Insurance

Souscripteur en assurances des biens et des dommages - petites entreprises

Montreal, Quebec, Canada · Hybrid

$80k–$95k/yr

Senior

Numéro d’emploi : 10016 Type d’emploi : Poste existant Langue de travail : français Salaire : À Wawanesa, le salaire est l’un des éléments de la rémunération globale, complète et concurrentielle que nous offrons à nos em…

Skills: Risk Analysis, Underwriting, Pricing, Negotiation, Customer Service

Wawanesa Insurance

Organizational Design Manager

Calgary, Alberta, Canada · Hybrid

$120k–$145k/yr

Senior+

Job ID: 9838 Employment Type: New Role Working Business Language: English. This role is considered a head-office role and will be required to communicate with internal stakeholders across Canada where the primary busines…

Skills: Organizational Design, Operating Model Design, Workforce Analytics, Stakeholder Management, Change Management

Wawanesa Insurance

Claims Technical Specialist - Alberta Accident Benefits

Calgary, Alberta, Canada · Hybrid

$90k–$110k/yr

Senior

Job ID: 9924 Employment Type: Existing Role Working Business Language: English Salary: At Wawanesa, salary is only one component of a holistic, comprehensive and competitive offering that we provide to our employees. In …

Skills: Claims Analysis, Policy Interpretation, Risk Remediation, Strategic Planning, Stakeholder Management

Wawanesa Insurance

Spécialiste de l'actuariat - Modélisation des tarifs

Calgary, Alberta, Canada · Hybrid

$130k–$160k/yr

Senior+

Numéro d’emploi : 10155 Type d’emploi : Poste existant Environnement de travail : Nous offrons un environnement de travail hybride qui donne la flexibilité à nos employés d’établir un équilibre entre le travail au bureau…

Skills: Actuarial Modeling, Data Analysis, SQL, R, Python

Wawanesa Insurance

Actuarial Expert - Pricing Modelling

Calgary, Alberta, Canada · Hybrid

$130k–$160k/yr

Senior+

Job ID: 10155 Employment Type: Existing Role Work Environment: We offer a hybrid work environment that offers flexibility to our employees in balancing in-office (2 days per week OR 15 hours per week in a Wawanesa office…

Skills: Pricing Modelling, Loss Cost Modelling, Demand Modelling, Data Interpretation, SQL

Wawanesa Insurance

Manager, Business Development - Manitoba & Saskatchewan Region

Winnipeg, Manitoba, Canada · Hybrid

$110k–$130k/yr

Senior+

Job ID: 10139 Employment Type: Existing Role Work Environment: We offer a hybrid work environment that offers flexibility to our employees in balancing in-office (2 days per week OR 15 hours per week in a Wawanesa office…

Skills: Business Development, Sales Management, Relationship Management, Market Expansion, Revenue Growth

Wawanesa Insurance

Field Claims Adjuster - Property

Brandon, Manitoba, Canada · Remote Solely

$71k–$81k/yr

Mid level

Job ID: 10084 Employment Type: Existing Role Working Business Language: English Salary: At Wawanesa, salary is only one component of a holistic, comprehensive and competitive offering that we provide to our employees. In…

Skills: Property Claims Adjusting, Policy Interpretation, Loss Reserving, XactAnalysis, Damage Estimation

Wawanesa Insurance

Senior Architect - Life

Calgary, Alberta, Canada · Hybrid

$130k–$165k/yr

Senior+

Job ID: 9964 Employment Type: Existing Role Working Business Language: English Salary: At Wawanesa, salary is only one component of a holistic, comprehensive and competitive offering that we provide to our employees. In …

Skills: Solution Architecture, Enterprise Architecture, Application Roadmapping, Agile Delivery, API Design

Wawanesa Insurance

Analyste en actuariat à conseiller principal en actuariat - Équipe Tarification - entreprises

Calgary, Alberta, Canada · Hybrid

$65k–$170k/yr

Mid level

Numéro d’emploi : 10070 Type d’emploi : Poste existant Langue de travail : Anglais. Ce poste est considéré comme un poste au siège social et devra communiquer avec des parties prenantes internes partout au Canada où la p…

Skills: Actuarial Pricing, Data Analysis, Excel, SQL, R

Wawanesa Insurance

Actuarial Analyst to Senior Actuarial Consultant - Commercial Pricing (All Levels)

Calgary, Alberta, Canada · Hybrid

$65k–$170k/yr

Senior+

Job ID: 10070 Employment Type: Existing Role Working Business Language: English. This role is considered a head-office role and will be required to communicate with internal stakeholders across Canada where the primary b…

Skills: Commercial Pricing, Ratemaking, Portfolio Management, Data Analysis, SQL

Wawanesa Insurance

Senior Field Underwriter, Commercial Mid-Market, Ontario

North York, Ontario, Canada · Hybrid

$120k–$140k/yr

Senior+

Job ID: 10142 Employment Type: Existing Role Working Business Language: English. This role is considered a head-office role and will be required to communicate with internal and external stakeholders across Canada where …

Skills: Commercial Underwriting, Broker Relationship Management, Pipeline Development, Risk Assessment, Pricing Strategy

Wawanesa Insurance

Senior Architect - Salesforce

Calgary, Alberta, Canada · Hybrid

$120k–$160k/yr

Senior+

Job ID: 10136 Employment Type: Existing Role Work Environment: We offer a hybrid work environment that offers flexibility to our employees in balancing in-office (2 days per week OR 15 hours per week in a Wawanesa office…

Skills: Salesforce Architecture, Financial Services Cloud, Marketing Cloud, Sales Cloud, Experience Cloud

Wawanesa Insurance

Catastrophe Risk Specialist

Calgary, Alberta, Canada · Hybrid

$85k–$115k/yr

Mid level

Job ID: 10138 Employment Type: Existing Role Work Environment: We offer a hybrid work environment that offers flexibility to our employees in balancing in-office (2 days per week OR 15 hours per week in a Wawanesa office…

Skills: Catastrophe Modeling, Data Extraction, Data Manipulation, Risk Assessment, RMS

Wawanesa Insurance

Architecte principal - Salesforce

Calgary, Alberta, Canada · Hybrid

$120k–$160k/yr

Senior+

Numéro d’emploi : 10136 Type d’emploi : Poste existant Environnement de travail : Nous offrons un environnement de travail hybride qui donne la flexibilité à nos employés d’établir un équilibre entre le travail au bureau…

Skills: Salesforce Architecture, Financial Services Cloud, Marketing Cloud, Sales Cloud, Experience Cloud

Wawanesa Insurance

Salesforce Lead Developer

Calgary, Alberta, Canada · Hybrid

$100k–$130k/yr

Senior+

Job ID: 10135 Employment Type: Existing Role Work Environment: We offer a hybrid work environment that offers flexibility to our employees in balancing in-office (2 days per week OR 15 hours per week in a Wawanesa office…

Skills: Apex, Lightning Web Components, Salesforce Flows, OmniStudio, Financial Services Cloud

Wawanesa Insurance

Senior Executive Assistant

Winnipeg, Manitoba, Canada · Hybrid

$65k–$75k/yr

Senior

Job ID: 10149 Employment Type: Existing Role Work Environment: We offer a hybrid work environment that offers flexibility to our employees in balancing in-office (2 days per week OR 15 hours per week in a Wawanesa office…

Skills: Executive Calendar Management, Board-level Material Preparation, Meeting Coordination, Correspondence Management, Confidential Filing

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Showing 1–20 of 46

Field Underwriter - Commercial, Midmarket - Alberta

Wawanesa Insurance

Calgary, Alberta, Canada • Hybrid

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Senior

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  • Full-time
  • bachelor degree, professional certificate
  • Annual Bonus Plan, Leave Of Absence Top-up Programs, Vacation Time, Personal Days, Premium Free Benefits, Pension Plan
  • Posted 2d ago
  • ~40 hrs/week

Responsibilities

The role combines commercial underwriting expertise with business development to grow a profitable book of business. It involves building trusted broker relationships and conducting risk assessments to support midmarket growth in Alberta.

Requirements

Requires at least five years of Property and Casualty industry experience with a specific focus on the midmarket segment. Candidates should have post-secondary education and be pursuing or hold a P&C industry designation.

Full job description

 

Job ID: 9936 


Employment Type:
Existing Role

 

Working Business Language: English. This role requires regular interaction with customers in Canada where the primary business language utilized is English. As such, the successful candidate must be fully proficient in English.  
 

Salary: At Wawanesa, salary is only one component of a holistic, comprehensive and competitive offering that we provide to our employees. In addition to salary, full-time and part-time permanent employees are eligible for an annual bonus plan, leave of absence top-up programs and provided with generous vacation time, personal days, premium free benefits and pension plan. 

 

About Us

The Wawanesa Mutual Insurance Company (“Wawanesa Mutual”), founded in 1896, is one of Canada’s largest mutual insurers, with over $3.5 billion in annual revenue and assets of $10 billion (CAD). Wawanesa Mutual, with its National Headquarters in Winnipeg, is the parent company of Wawanesa Life, which provides life insurance products and services throughout Canada, and Western Financial Group, which distributes personal and business insurance across Canada. Wawanesa proudly serves more than 1.7 million members in Canada, and we are home to more than 3,300 employees distributed across the Canadian regions and communities where we operate. We give back to organizations that strengthen communities, donating more than $3.5 million annually to charitable organizations, including over $2 million annually in support of people on the front lines of climate change. We are also proud to be recognized as one of Manitoba’s Top Employers. To learn more visit wawanesa.com. 


We are currently looking for dedicated, driven, and enthusiastic individuals who thrive in an environment that welcomes change and are looking for an opportunity for diverse experience and advancement on a growing team.
 

Job Overview

Under minimal supervision, the Field Underwriter, Midmarket plays a hybrid role that combines strong underwriting expertise with business development accountability. This position is responsible for identifying and generating new business opportunities by building and maintaining strong, in-person trusted broker relationships, while applying sound underwriting judgment to assess risk, support profitable growth, and deliver a high-quality broker experience.
 
This role offers a flexible work model, with a combination of working from home, office, broker in-office collaboration, and regular travel within the assigned territory to meet with brokers. It is well suited for an experienced Commercial Lines Underwriter who enjoys combining technical decision-making with relationship building and market engagement. The successful candidate will be motivated to move beyond a purely desk-based environment and leverage their technical knowledge proactively in a more face-to-face external relationship-focused capacity. The Field Underwriter actively identifies and pursues opportunities, engages brokers face-to-face, and contributes to the growth of the portfolio through both new business development and disciplined underwriting practices.

 

Job Responsibilities

  • Represent the company, build strong relationships, and manage the book of business to attain profit and revenue objectives.
  • Act as the key contact for specified brokers.
  • Achieve sales goals through generating new business opportunities.
  • Build an account inventory of new business well in advance of the expiration date to achieve profit and revenue objectives.
  • Discuss new accounts in the pipeline on a consistent basis, review the opportunity and best approach for the accounts, and establish an underwriting relationship with brokers.
  • Underwrite and manage a commercial lines book of business for assigned territory.
  • Underwrite and collaborate on new and renewal commercial lines accounts, pre-qualify members, and work with the production team to analyze new business opportunities.
  • Maintain accurate records of accounts and share a post-mortem on accounts that are not acquired to improve sales acumen and competitive intelligence.
  • Establish and maintain effective communication regarding underwriting procedures and practices, growth, and profit goals. 
  • Review loss control inspections, participate in underwriting procedures and practices projects, and submit recommendations to improve department results, including coverage, pricing, or competitive issues.
  • Participate in insurance and broker events.
  • Travel using an assigned fleet vehicle to cover assigned territory. This may involve traveling on short notice or other daily driving duties, as needed.
  • Perform other duties as assigned.

Qualifications

  • Five years Property and Casualty industry experience. Midmarket experience is a requirement. 
  • Post-secondary education or related business experience.
  • Completed or actively pursuing a Property and Casualty Industry Designation.
  • Working knowledge of Microsoft Office Suite.
  • Excellent attention to detail with the ability to review information carefully and comprehensively.
  • Excellent decision making skills with the ability to provide justification.
  • Excellent communication skills with the ability to present information in a convincing manner.
  • Excellent customer service skills.
  • Strong analytical and problem solving skills with the ability to identify and implement solutions. 
  • Adapts to change and performs effectively under pressure.
  • Ability to multi-task and monitor progress to meet deadlines.
  • Ability to work independently and make sound decisions.
  • Willingness to travel and visit brokers within territory regularly.
  • A valid driver’s license and clean drivers abstract. 
     

#LI-WAWA


Diversity Equity, Inclusion & Belonging

At Wawanesa, we are committed to Diversity, Equity, Inclusion and Belonging (DEIB) and believe that our strength lies in the diversity of our people – this is supported by having a representative workforce.

We welcome applications from all qualified candidates, including racialized persons, women, Indigenous Peoples, persons with disabilities, members of the 2SLGBTQIA+ community, gender-diverse and neurodiverse individuals, and anyone who can contribute to the further diversification of thought and ideas. 
 

We aim to ensure our recruitment process is accessible to all candidates. If you require accommodations during any stage of the recruitment process, please reach out in confidence to [email protected].
 

All Wawanesa job applicants are subject to Wawanesa's Privacy Policy.

Please note that the recruitment process for this position may involve the use of AI tools to screen, assess, or select applicants. All final decisions are taken or reviewed by human recruiters and human hiring leaders in compliance with all applicable legislation.  
 

Related keywords

Property and CasualtyMidmarketCommercial LinesUnderwritingBroker RelationsRisk ManagementP&C DesignationBusiness DevelopmentLoss ControlInsurancePortfolio GrowthAlberta

About Wawanesa Insurance

LinkedInVisit site

We are one of Canada’s largest mutual insurers, serving our members since 1896

Industry
Insurance
Company size
1,001-5,000 employees
Founded
1896
Headquarters
Winnipeg, Manitoba, Mantioba
LinkedIn followers
61,069

Founded in 1896, we are one of Canada’s largest mutual insurers serving two million+ members through more than 1900 broker partners. Our insurance solutions span auto, home, farm, property, commercial buildings and life offerings for individuals, families, and organizations. We are always looking ahead, innovating with new insurance solutions for changing member and community needs. Employing over 3,600 people in Canada, we are a top-rated financial institution with $10 billion in assets and $4 billion in annual premium revenue. We actively give back to organizations that strengthen communities where we operate, donating well above internationally recognized benchmarks for excellence in corporate philanthropy. Learn more at wawanesa.com See our current career opportunities at wawanesa.com/jobs

Offices: Executive Office, 236 Carlton St, Winnipeg, Manitoba, Mantioba R3C 1P5, CA · 8585 Boulevard Décarie, Mont-Royal, Quebec H4P 2J4, CA

Property and Casualty and Group and Life Insurance
View all jobs at Wawanesa Insurance

About Wawanesa Insurance

LinkedInVisit site

We are one of Canada’s largest mutual insurers, serving our members since 1896

Industry
Insurance
Company size
1,001-5,000 employees
Founded
1896
Headquarters
Winnipeg, Manitoba, Mantioba
LinkedIn followers
61,069

Founded in 1896, we are one of Canada’s largest mutual insurers serving two million+ members through more than 1900 broker partners. Our insurance solutions span auto, home, farm, property, commercial buildings and life offerings for individuals, families, and organizations. We are always looking ahead, innovating with new insurance solutions for changing member and community needs. Employing over 3,600 people in Canada, we are a top-rated financial institution with $10 billion in assets and $4 billion in annual premium revenue. We actively give back to organizations that strengthen communities where we operate, donating well above internationally recognized benchmarks for excellence in corporate philanthropy. Learn more at wawanesa.com See our current career opportunities at wawanesa.com/jobs

Offices: Executive Office, 236 Carlton St, Winnipeg, Manitoba, Mantioba R3C 1P5, CA · 8585 Boulevard Décarie, Mont-Royal, Quebec H4P 2J4, CA

Property and Casualty and Group and Life Insurance
View all jobs at Wawanesa Insurance

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