Find work in Canada.

539,046 jobs across our Canadian network. How we count

Jobs in Canada

25+ jobs

Email me new jobs Save this search

Added 15 mins ago
Delivery Manager – Personalization and Marketing (7 months contract)
Sobeys Capital Incorporated or a Franchise/Affiliate / ou une franchise/société affiliée
Toronto, ON
Delivery Manager – Personalization and Marketing
Added 15 mins ago
Grocery - Manager Grocery
Sobeys Capital Incorporated or a Franchise/Affiliate / ou une franchise/société affiliée
Ottawa, ON
The Grocery Manager is responsible for coaching, motivating, and developing department staff to foster customer loyalty, fulfil customer needs and actively contribute to an environment of…
Added 15 mins ago
I
Senior Account Manager
Innovex
Calgary, AB
- Full-time
Work with the Sales Manager to evaluate customer contracts, pricing, rebates, and discount programs.
Added 15 mins ago
T
Event Planning Specialist
Techo-Bloc
Longueuil, QC · Saint-Hubert, QC
- Full-time
Run RFPs and negotiate rates and terms with venues and key vendors (pricing, F&B minimums, attrition, BEOs, payment schedules, cancellation policies), with sign-off from the Events Manager
Added 30 mins ago
Customer Business Development Manager
Hilton Food Group Plc
Brantford, ON
Job Title: Customer Business Development Manager
Added 30 mins ago
JI
Dept Manager Freight Flow
J.D. Irving, Limited
Atholville, NB
- Full-time
Overnight Freight Flow Department Manager If you are a leader who thrives on coaching others, optimizing processes, and supporting a culture of safety and accountability, we invite you to…
Added 46 mins ago
TS
Store Associate
The Salvation Army Canada and Bermuda Territory
Winnipeg, MB · Wolseley Thrift Store
- Part-time
Be knowledgeable regarding product pricing and featured sale products; protect the integrity of all donated items.
Added 46 mins ago
TS
Store Associate
The Salvation Army Canada and Bermuda Territory
St. Albert, AB
- Full-time
Be knowledgeable regarding product pricing and featured sale products; protect the integrity of all donated items.
Added 46 mins ago
R
Finance Analyst
RTX
Midland, ON
- Full-time
The Program Cost Controls Finance Team is seeking a Finance Analyst to support the Program Cost Controls Manager, with a primary focus on preparing, analyzing, and monitoring Estimates at…
Added 46 mins ago
TK
Manager, Ingredients - Cheese & Dairy (Canada)
The Kraft Heinz Company
Toronto, ON
- Full-time
Ensure pricing, contracts, specifications, supplier records and sourcing decisions are accurate, current and compliant within relevant source-to-pay and business systems.
Added 46 mins ago
RS
Division Manager - Eddy Current
Rockwood Service Corporation
Fort Saskatchewan, AB
- Full-time
Echo NDE is seeking an experienced Division Manager to lead our Eddy Current Testing (ECT) and Analysis Division across projects and client sites.
Added 1 hour ago
PG
Program Manager, EMV
Paymentus Group Inc
Richmond Hill, ON
- Full-time
Required knowledge as InterChange Pricing Expert
Added 1 hour ago
FF
Category Manager - FFS
Flanagan Foodservice Inc.
Kitchener, ON
- $80,000 to $90,000 CAD / year
- Full-time
Reports to: Senior Manager, Category Management
Added 1 hour ago
JI
Freight Flow Associate
J.D. Irving, Limited
Atholville, NB
- Part-time
…buying group which ensures our great product selection and…
Added 1 hour ago
R&
Key Account Sales Manager
Robertson & Company Ltd.
Toronto, ON · Scarborough, ON
- $75,000 to $100,000 CAD / year
- Full-time
Key Account Sales Manager | Automotive Manufacturing | Scarborough
Added 2 hours ago
Program Manager, Product Change and Development
Westerkirk
Calgary, AB · Mississauga, ON
The Program Manager, Product Change Management & Development reports to the Director, Product Planning and Improvement and will liaise with internal departments in the areas of Engineering,…
Added 2 hours ago
EG
Manager, IT Operations
Etraveli Group
Toronto, ON
- Full-time
…full suite of services including payments, fraud prevention, pricing, and customer support. As a world leader in virtual interlining technology, Tripstack connects non-partner, low-cost and…
Added 2 hours ago
JI
Department Manager of Electrical/Plumbing/Hardware/Seasonal/Garden Centre
J.D. Irving, Limited
Dartmouth, NS
- Full-time
Partner with the Assistant Manager to support store-wide initiatives, uphold operational standards, and
Added 2 hours ago
JI
Department Manager – Sales & Service
J.D. Irving, Limited
Dartmouth, NS
- Full-time
The Department Manager – Sales & Service plays a key leadership role in delivering an exceptional customer experience while driving sales performance, team engagement, and operational…
Added 2 hours ago
LD
Program Manager- Supply Chain
Leonardo DRS
Bedford, QC
- Full-time
The Supply Chain Program Manager (SCPM) is responsible for leading supply chain execution for assigned programs and serving as the primary liaison between Supply Chain and Program…
Added 3 hours ago
BS
Gestionnaire en formation à temps plein / Full-Time Management in Training
Browns Shoes
Pointe-Claire, QC
- Full-time
Added 4 hours ago
DA
Customer Sales Representative (No Auto Experience Required)
Davis Auto Group
Okotoks, AB
- Full-time
Share product features and benefits, pricing and payment options
Added 4 hours ago
KC
Fleet Specialist
Kia Canada
Mississauga, ON
- Full-time
The role of the Fleet Specialist will be to provide support to both the Fleet Manager and Supervisor. The Specialist will report directly to the Fleet Supervisor. The incumbent will…
Added 4 hours ago
RC
Automotive Electrical Sourcing & Category Manager
Rexel Canada
Winnipeg, MB
- Full-time
We are seeking an experienced Automotive Electrical Sourcing & Category Manager based in Winnipeg, MB to lead strategic sourcing, supplier development, category management, and supply-chain…
Added 6 hours ago
TH
Parts Advisor
The Humberview Group
Mississauga, ON
- Full-time
Exclusive Perks – Team member pricing on vehicles, service, parts, and accessories.

Guesty

Shield Program Lead

Canada

Full-time

Apply About employer

Applications open in a new tab.

Job details

Job type: Full-time
Experience: 5+ years of relevant experience in program management, insurance or protection programs, operations, or a closely related field.
Posting language: English
Posted: Oct 30, 2026

Original job description

Guesty is the all-in-one platform helping hospitality businesses around the world automate, optimize, and scale their operations. We’re a fast-growing global startup that’s transforming how the industry works - from guest experience to business growth.

With a powerful suite of features and integrations with 150+ industry partners - including Airbnb, Vrbo, Booking.com, Expedia, Google Travel, and many more - Guesty empowers property managers to deliver top-tier guest experiences while running more efficient, data-driven operations.

We’re proud to have over 900+ team members across 16 countries worldwide, all working together to build the future of hospitality technology.

If you’re looking to grow your career in a dynamic, global, and impact-driven environment, we’d love to hear from you.

We are looking for a Shield Program Lead to take end-to-end ownership of the operations and ongoing performance of Guesty Shield globally.

You will lead the internal claims team, manage commercial relationships with insurers and program partners, and ensure customers receive a reliable experience from enrollment through claims resolution and payment. You will drive improvements in customer retention, operational efficiency and program profitability, while leading new product launches and improvements alongside Product and other internal teams.

This is a hands-on role for someone with experience in the short-term rental/vacation rental industry who can manage people, lead commercial discussions and follow through on operational details.

Responsibilities

Program Operations

Own the day-to-day operation of Shield across all active markets, with clear processes, accountability and consistent service delivery.
Establish reporting, controls and escalation procedures, and resolve recurring operational issues.
Drive automation and process improvements that enable the program to scale efficiently.
Maintain visibility into program performance, risks and action plans.

Team Leadership and Claims Oversight

Manage and develop the internal claims team, including workload allocation, coaching, performance management and quality assurance.
Oversee the claims journey from submission through decision and payment of approved claims, in coordination with insurers and claims partners.
Establish and monitor service levels, ensuring timely customer communication and payment.
Resolve overdue claims and complex escalations, holding partners accountable for agreed commitments.
Ensure claims are handled accurately and consistently with applicable coverage terms.

Customer Retention

Own Shield retention performance and lead initiatives to reduce churn in partnership with Customer Success.
Identify cancellation drivers and early signs of dissatisfaction, and translate findings into corrective actions.
Address retention issues related to pricing, coverage, claims experience and service delivery.
Distinguish Shield-specific cancellations from broader Guesty churn, and monitor reductions in coverage among existing customers.

Commercial Partnerships and Program Economics

Own ongoing relationships with insurers, claims administrators and other program partners.
Lead commercial discussions, renewals, performance reviews and escalations, coordinating with Finance and Legal.
Negotiate improvements to commercial terms, service levels and operating processes.
Track program revenue, margins and operating costs with Finance, and identify opportunities to improve profitability while maintaining service and coverage quality.
Manage partner transitions and ensure continuity of service.

Requirements

Must

Prior experience in the short-term rental (STR) / vacation rental industry, with a strong understanding of property manager operations, guest-related damage and protection needs.
5+ years of relevant experience in program management, insurance or protection programs, operations, or a closely related field.
Proven experience directly managing and developing an operational team.
Experience managing insurers or insurance partners, including commercial negotiations and service performance.
Strong understanding of claims workflows, customer service and operational controls.
Commercial and analytical judgment, with the ability to use data to improve retention, profitability and service quality.
A track record of leading cross-functional initiatives from planning through implementation.
Strong communication, negotiation and problem-solving skills.
Ability to work across markets and time zones and take ownership in a fast-moving environment.

Preferred Qualifications

Experience in embedded insurance or property protection programs.
Experience managing international programs and partner relationships.
Experience implementing workflow automation, operational dashboards or claims management systems.

Guesty is proud to be an Equal Opportunity Employer. We provide equal employment opportunities to all employees and applicants regardless of race, color, religion, sex, age, national origin, disability, veteran status, pregnancy, sexual orientation, or any other characteristic protected by law.

Apply About employer

More about this job

Responsibilities

The Shield Program Lead will own the end-to-end operations, performance, and commercial relationships for the Guesty Shield program globally. This role involves managing the internal claims team, driving program profitability, and implementing process improvements to ensure high-quality service delivery.

Requirements

Candidates must have at least 5 years of experience in program management, insurance, or operations, with specific expertise in the short-term rental industry. Proven ability to lead operational teams, manage commercial partnerships, and utilize data for decision-making is essential.

Skills

Program Management
Insurance Operations
Claims Management
Team Leadership
Commercial Negotiation
Customer Retention
Short-term Rental Industry
Operational Efficiency
Data Analysis
Process Improvement
Stakeholder Management
Risk Management
Workflow Automation
Performance Management
Strategic Planning

Visa sponsorship

Not detected in the job text

Keywords

Guesty Shield
Short-term Rental
Vacation Rental
Insurance
Claims Processing
Program Management
Operational Controls
Customer Success
Churn Reduction
Commercial Partnerships
Profitability Analysis
Automation
Service Level Agreements
Property Management
Risk Mitigation
Cross-functional Leadership
Hospitality Technology
Embedded Insurance
Performance Metrics
Quality Assurance

Report this job