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Added 5 mins ago
TS
Site Superintendent Calgary
TalentSphere Staffing Solutions
Vancouver, BC
- Full-time
Work with the Project Manager, develop and maintain master project schedule with input from subcontractors
Added 5 mins ago
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Project Manager
RI-MUHC | Research Institute of the MUHC | #rimuhc
Montreal, QC
- Contract
The Centre for Precision Psychiatry – Quebec (CPPQ) is seeking a project manager for our large-scale longitudinal mental health research project across three clinical research sites,…
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Clinical Research Coordinator - Regulatory Affairs (CIM)
RI-MUHC | Research Institute of the MUHC | #rimuhc
Montreal, QC
- Full-time
Under the supervision of the Manager, Clinical Research Administration Centre for Innovative Medicine (CIM), the incumbent is responsible for supporting the submission of clinical research…
Added 5 mins ago
PC
HES Manager - Canada (East Region)
Parkland Corporation
Hamilton, ON
- Full-time
The HES Manager supports Health, Environment & Safety programs across Sunoco’s Canadian East Region operations. This role works closely with site leadership, unionized employees, and Joint…
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Delivery Manager – Personalization and Marketing (7 months contract)
Sobeys
Toronto, ON
- Contract
Delivery Manager – Personalization and Marketing
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MRI Technologist
RI-MUHC | Research Institute of the MUHC | #rimuhc
Montreal, QC
- Full-time
Work under the supervision of the CMR supervisor and Project manager.
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Licensed Practical Nurse (LPN) or Research Nurse
RI-MUHC | Research Institute of the MUHC | #rimuhc
Montreal, QC
- Full-time
…the team by completing additional tasks as directed by the…
Added 5 mins ago
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Social Media Manager, Quo Beauty - 12 Month Contract
Loblaw Agency
Toronto, ON
- Full-time
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Clinical Research Manager
RI-MUHC | Research Institute of the MUHC | #rimuhc
Montreal, QC
- Full-time
…governmental guidelines and regulations, the Clinical Trial Project Manager is responsible for the operational management of multicentre clinical research studies. The Project Manager…
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HC
International Customer Service Advisor - RPT
Humber College
Toronto, ON
- Internship
Reporting to the Manager, International Customer Service, the International Customer Service Advisor, as part of the Customer Service team, is responsible for the coordination of all…
Added 5 mins ago
R|
MRI Technologist
RI-MUHC | Research Institute of the MUHC | #rimuhc
Montreal, QC
- Full-time
Work under the supervision of the CMR supervisor and Project manager.
Added 5 mins ago
CH
Director of Food & Beverage
Crescent Hotels & Resorts
Rossland, BC
- Full-time
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External Funding Program Administrator - PART TIME
Raise
Burnaby, BC
- Part-time
Part time assignment : The hours will be determined by the hiring manager based on the workload. Typically workload will remain 15 hours per week approx including additional hours from time…
Added 5 mins ago
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Développeur logiciel principal - rapports et analyses / Senior Software Developer - Reporting
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Montreal, QC
- $100,000 to $120,000 CAD / year
- Full-time
Added 5 mins ago
WI
Field Service Technician - Toronto
Weber, Inc.
Mississauga, ON
- Full-time
Communicate with technical logistics manager & service manager on a regular basis to give updates on current job status and receive additional job assignments.
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Director, Intraday Liquidity Risk Oversight
BMO
Toronto, ON
- Full-time
Reviews new business initiatives and monitors existing initiatives to identify potential risk situations/ impacts; makes recommendations or escalates to the manager, as per guidelines.
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Oracle Exadata Cloud@Customer (ExaCC) Senior DBA Consultant
Raise
Calgary, AB
- Full-time
Operational Readiness & Transition: Establish Oracle Enterprise Manager (OEM) monitoring, build automated operational scripts, author runbooks, enforce change/incident/security compliance,…
Added 5 mins ago
RI
Project Manager
Reliance Impact
Vancouver, BC
- $120,000 to $170,000 CAD / year
- Full-time
…Industrial (ICI) new build projects is seeking a skilled Project Manager to join their team. This role is based in the Vancouver area and offers a competitive salary range of $120,000 -…
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B
Manager Financial Planning & Analysis
BD
Mississauga, ON · CAN Mississauga - Derry Road West
- Full-time
The Finance Business Manager acts as a strategic finance partner to the Advanced Diagnostics business, Canada providing comprehensive financial leadership and decision support. The role is…
Added 5 mins ago
IM
Shop Operations Manager
Impossible Metals
Collingwood, ON
- Full-time
Impossible Metals Canada is looking for an experienced, hands-on Shop Operations Manager to own the day-to-day operation of our Collingwood shop and engineering facility. Reporting to the…
Added 5 mins ago
SM
Food Services Coordinator
St. Michael's Homes
Toronto, ON
- Full-time
Position Description: Reporting to Manager of Operations, the Food Services Coordinator is primarily responsible for the production and delivery of healthy and appealing meals to clients at…
Added 5 mins ago
WR
Executive Assistant to the Chief and Council
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Birch Island, ON
- Full-time
…Council. The Executive Assistant, under the direction of the Band Manager, will assist by providing a wide range of executive support functions to Chief and…
Added 5 mins ago
WC
Category Manager - Engineered Materials / Fastening Systems
White Cap
Vaughan, ON
- Full-time
Typically requires BS/BA in a related discipline. Generally 7+ years of experience in a related field. May require certification. Advanced degree may offset less experience in some…
Added 5 mins ago
T
Occupational Health & Safety Specialist
TRIUMF
Vancouver, BC · TRIUMF
- Full-time
Prepare required documentation and support preparation of regulatory reports as directed by OH&S manager.
Added 5 mins ago
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Personal Banker Trainee
TD
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- Full-time
Post-Secondary or Undergraduate degree in related field is an asset

Guesty

Shield Program Lead

Canada

Full-time

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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.

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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

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