Waterloo, Ontario, Canada · Hybrid
$59k–$109k/yr
The Opportunity Are you a strategic underwriter who thrives on building relationships and driving market growth? We are looking for a Senior Regional Underwriter to act as a key growth engine for our Commercial Underwrit…
Skills: Commercial Underwriting, Risk Assessment, Business Development, Strategic Planning, Negotiation
Waterloo, Ontario, Canada · On-site
$63k–$113k/yr
Application Deadline: 07/14/2026 Address: 20 Erb Street West Job Family Group: Wealth Sales & Service Provides wealth planning, advanced financial planning, guidance and counsel focused on High Net Worth and Ultra High N…
Skills: Wealth Planning, Financial Planning, High Net Worth Client Management, Tax Planning, Estate Planning
Waterloo, Ontario, Canada · On-site
Job Title: Ambassador, Brand Employment Type Part-Time Department: Field Marketing Master Department: Marketing Report to: Field Marketing Manager, Canada Effective Date: May 19, 2026 Company Overview: Jeeter, A Subsidia…
Skills: Cannabis Product Knowledge, Communication, Interpersonal Skills, Organizational Skills, Content Creation
Waterloo, Ontario, Canada · On-site
We’re building a relationship-oriented bank for the modern world. We need talented, passionate professionals who are dedicated to doing what’s right for our clients. At CIBC, we embrace your strengths and your ambitions,…
Skills: Analytical Thinking, Business Growth, Client Issue Resolution, Client Service, Customer Experience (CX)
Toronto, Ontario, Canada · Hybrid
$74k–$123k/yr
Manulife Financials’ Group Benefits is a leading provider of employee Group Benefits for more than 16,000 organizations across Canada. We provide coverage for businesses of all sizes, from two employees to Canada's large…
Skills: Group Benefits Knowledge, Client Relationship Management, Financial Reporting, Presentation Skills, Negotiation
Waterloo, Ontario, Canada · On-site
$17/hr–$23/hr
THE TEAM At Browns Shoes, we’re all about creating exceptional customer experiences filled with style, service, and passion. THE OPPORTUNITY Join our dynamic retail team and start your career with a proudly Canadian fash…
Skills: Customer Service, Sales, Product Recommendation, Client Relationship Management, Visual Merchandising
Waterloo, Ontario, Canada · On-site
$17/hr–$19/hr
THE TEAM At Browns Shoes, we’re all about creating exceptional customer experiences filled with style, service, and passion. THE OPPORTUNITY Join our dynamic retail team and start your career with a proudly Canadian fash…
Skills: Customer Service, POS Systems, Cash Handling, Sales Transactions, Inventory Management
Oakville, Ontario, Canada · Hybrid
$104k–$120k/yr
Who we are: Geotab ® is a global leader in IoT and connected transportation and certified “Great Place to Work™.” We are a company of diverse and talented individuals who work together to help businesses grow and succeed…
Skills: Channel Sales, Account Management, Relationship Building, Salesforce, Google Workspace
Waterloo, Ontario, Canada · Hybrid
$81k–$121k/yr
At Equitable, we believe work should be a place where you feel supported, inspired, and empowered to grow. In our caring and collaborative environment, your curiosity is encouraged, your passion is recognized, and your c…
Skills: Product Management, Life Insurance Solutions, Client Journey Mapping, Business Case Development, Market Research
Waterloo, Ontario, Canada · Hybrid
$55k–$76k/yr
Who We Are With every job, there’s always the question of “why”. Why join a company? Why be part of their mission? Here, the why is easy. It’s because at some point, we’ve all needed someone…
Skills: Customer Service, Home Insurance, Auto Insurance, RIBO Licensing, Bilingualism
Toronto, Ontario, Canada · Hybrid
$71k–$118k/yr
The Sales Strategic Initiatives Lead drives high-priority Sales Enablement and Effectiveness programs at Manulife Bank, translating strategy into actionable plans that deliver measurable business impact. Acting as an int…
Skills: Program Management, Business Transformation, Stakeholder Management, Cross-functional Leadership, Risk Mitigation
Waterloo, Ontario, Canada · On-site
$32k–$48k/yr
Application Deadline: 07/06/2026 Address: 20 Erb Street West Job Family Group: Wealth Sales & Service Supports one or more Investment Advisors (IAs) and IA Team and staff, and branch operations with day-to-day administra…
Skills: Client Service, Wealth Management, Administrative Support, Marketing Coordination, Financial Planning Software
Waterloo, Ontario, Canada · On-site
Pandora @ Conestoga Mall En tant que plus grande marque de bijoux au monde, nous donnons chaque jour une voix à l'amour de millions de personnes. Nos magnifiques produits permettent aux gens du monde entier de s'exprimer…
Skills: Sales Performance, Customer Experience, KPI Management, Team Coaching, Communication Skills
Waterloo, Ontario, Canada · On-site
Pandora @ Conestoga Mall En tant que plus grande marque de bijoux au monde, nous donnons chaque jour une voix à l'amour de millions de personnes. Nos magnifiques produits permettent aux gens du monde entier de s'exprimer…
Skills: Sales Performance, Customer Experience, KPI Management, Team Coaching, Communication Skills
Waterloo, Ontario, Canada · On-site
Pandora @ Conestoga Mall As the largest jewelry brand in the world, we a give a voice to millions of people’s loves every day. Our beautiful products empower people all around the world to express themselves. We are prou…
Skills: Sales, Customer Experience, Coaching, Time Management, Analytical Thinking
Halifax, Nova Scotia, Canada · Remote Solely
$86k–$126k/yr
Join Our Team as an Investment Lending Consultant and Unleash Your Full Potential Are you a dynamic, driven individual with a passion for sales and a competitive spirit? If so, we have the perfect opportunity for you! Un…
Skills: Investment Lending, Sales, Territory Management, Relationship Management, Business Planning
Waterloo, Ontario, Canada · Hybrid
ABOUT US At Planitar, we build technology that helps people see and understand the world’s spaces more clearly. We are the creators of iGUIDE, a powerful property technology solution that combines immersive 3D tours, acc…
Skills: French Fluency, English Fluency, Prospecting, Pipeline Generation, Lead Qualification
Toronto, Ontario, Canada · Hybrid
$140k–$225k/yr
You are as unique as your background, experience and point of view. Here, you’ll be encouraged, empowered and challenged to be your best self. You'll work with dynamic colleagues - experts in their fields - who are eager…
Skills: Marketing Strategy, Product Marketing, Digital Transformation, Asset Management, MarTech
Waterloo, Ontario, Canada · On-site
$17/hr–$19/hr
Reporting to the Store Manager, Key Educator own an area of the retail business and use strong leadership skills to create an exceptional experience for retail staff and customers. As a member of the retail management te…
Skills: Floor Management, Staff Coaching, Sales Leadership, Customer Relationship Management, Operational Excellence
Waterloo, Ontario, Canada · Hybrid
$64k–$107k/yr
Who are we looking for? Our Waterloo office is looking for a Business Development Representative. Working directly with the sales team and be expected to have a critical impact on the organization and revenue by contacti…
Skills: Customer Focus, Effective Communication, Planning and Alignment, Demand Generation, Prospecting
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Lead the assessment and acquisition of complex new business submissions to drive regional profitability in the mid-market segment. Cultivate long-term broker relationships and provide technical expertise on property and casualty risk solutions.
Requires a university degree, diploma, or CIP designation with at least 5 years of progressive experience in Commercial Lines underwriting. Must have a proven track record of handling complex P&C mid-market accounts and strong stakeholder influence skills.
The Opportunity
Are you a strategic underwriter who thrives on building relationships and driving market growth? We are looking for a Senior Regional Underwriter to act as a key growth engine for our Commercial Underwriting Operations team.
Reporting to the Manager, Commercial Underwriting, you will go beyond traditional risk assessment. In this highly engaging role, you will spearhead new business development, execute strategic underwriting initiatives and serve as a trusted technical expert for our most valued broker partners. If you have a deep understanding of complex property and liability risks, particularly within the P&C mid-market space and a passion for winning profitable business, we want you on our team.
What to Expect
What you Bring
Salary Range: $59,300-$109,200
Actual salary for the role may vary depending on work location of the successful candidate and other factors including but not limited to, skills, education, experience, working conditions and the local labour market.
This position is being posted to fill an existing vacancy.
Interested in this role, but don’t meet every requirement? We encourage you to apply! We know from experience that a candidate doesn’t need 100% of the qualifications listed to bring incredible value to our team. We’re actively seeking diverse backgrounds and perspectives to help us make insurance better. At Definity, inclusion, diversity, and equity aren’t just “nice to have” — they’re essential to our success.
It’s better here — but don’t take our word for it. Definity was named by Great Place to Work® as one of the Best Workplaces™ in Canada for women, for youth, and for inclusion.
Our inclusive work environment welcomes diversity and supports accessibility. If you require accommodation at any time during the recruitment process, please let us know by contacting [email protected].
This role requires successful clearance of background checks (including criminal checks and leadership references).
#LI-Hybrid
We offer a flexible, hybrid work experience where employees work from the office and virtually depending on the type of work they are doing and who they are working with. Bring your true self and be a part of our journey. It’s better here.
We're in it for good. | Présents pour la collectivité.
Definity Financial Corporation is the parent company to some of Canada’s most long-standing and innovative property and casualty insurance brands and companies, including Economical Insurance, Sonnet Insurance, Family Insurance Solutions, and Petline Insurance. We focus on making insurance better for our customers, our employees, our broker partners, and our communities. Our promise to employees is to provide a workplace that’s collaborative, ambitious, rewarding, and empowering. Our inclusive environment provides the space to innovate with colleagues and implement even better ways of doing things. We invest in our employees’ growth and development and help them thrive. With our flexible, hybrid work arrangements, total rewards packages, company share ownership program, and emphasis on work-life balance, it’s better here. If you’re looking for a career where your perspective and expertise are valued, you’ll find it here at Definity. * * * La Société financière Definity est la société mère de compagnies d’assurance de dommages parmi les plus établies et innovatrices au Canada, soit Assurance Economical, Sonnet Assurance, Family Insurance Solutions et la Compagnie d’assurance Petline. Definity est dévouée à faire évoluer l’assurance pour sa clientèle, ses équipes, son réseau de courtage et ses communautés. Nous promettons de fournir un environnement de travail collaboratif, ambitieux, valorisant et stimulant. Notre environnement inclusif vous permet d’innover avec vos collègues et de mettre en œuvre de meilleures façons de travailler. Nous investissons dans la croissance et le perfectionnement de nos gens et les aidons à s’épanouir. Grâce à nos options flexibles de travail hybride, notre programme de rémunération globale, notre régime d’actionnariat et l’accent sur l’équilibre travail-famille, vous évoluerez avec nous. Si vous souhaitez une carrière où votre point de vue sera reconnu, ne cherchez pas plus loin que Definity.
Offices: 111 Westmount Road South, Waterloo, ON N2J4S4, CA
There are currently 66 open sales positions in Waterloo, Canada listed on Clera. New openings are added daily as companies post roles.
Companies currently hiring include Manulife, OpenText, Orbit Insurance Services, Mirpuri Group USA - PANDORA Jewelry Division, Red Bull, among others. Browse the listings above to see every active employer.
Yes — 26 of the 66 open sales positions offer remote or hybrid work (5 remote, 21 hybrid).
Each listing links directly to the employer's application page. Apply early — fresh listings get the most recruiter attention in the first two weeks.
