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 just now
Procurement Specialist
City of Mississauga
Mississauga, ON
Reporting to the Procurement Business Partner Manager, Procurement Services, the Procurement Specialist is responsible for working with departmental staff to acquire the right goods and…
Added 15 mins ago
BI
Project Manager - Radio & Wireless Communications
BURGEON IT SERVICES
NL · Newfoundland and Labrador, Canada
- Contract
Position: Project Manager - Radio & Wireless Communications
Added 15 mins ago
CC
Business Developer
Canada Controls
Mississauga, ON
- $90,000 to $150,000 USD / year
- Full-time
New Product Planning - Investigate new products for the area, test viability, and integrate into market with Product Manager.
Added 15 mins ago
PC
Project Manager
Peters Construction Group
ON · Niagara, ON
- Full-time
We are seeking an experienced and results-driven Project Manager to lead the successful delivery of complex civil construction projects within the sewer and watermain sector. This role is…
Added 15 mins ago
T
Event Planning Specialist
Techo-Bloc
Longueuil, QC · Saint-Hubert, QC
- Full-time
Spot risks early (venue availability, supplier constraints, budget pressure), bring solutions to the Events Manager and hand each event to the execution team with contracts, BEOs, logistics…
Added 30 mins ago
Customer Business Development Manager
Hilton Food Group Plc
Brantford, ON
Job Title: Customer Business Development Manager
Added 46 mins ago
T
Personal Banker Trainee - Cantonese and/or Mandarin
TD
Markham, ON
- Full-time
Strive to achieve and improve service level agreements and productivity targets
Added 46 mins ago
TK
Manager, Ingredients - Cheese & Dairy (Canada)
The Kraft Heinz Company
Toronto, ON
- Full-time
Establish fit-for-purpose supply agreements, pricing mechanisms, service commitments, capacity protections and risk mitigations.
Added 46 mins ago
Series Lead
Aecon
Kincardine, ON
Under the general direction of the Area Manager, the Series Lead will assist in the planning, documentation preparation, coordination and scheduling of activities within their assigned…
Added 46 mins ago
NF
Renewable Energy Asset Manager
Natural Forces
Halifax, NS
- Full-time
Natural Forces is seeking a Renewable Energy Asset Manager to oversee the technical, operational, commercial, and regulatory performance of a portfolio of renewable energy projects located…
Added 1 hour ago
SG
Clinical Resource Manager
S&R Group of Companies
London, ON
- $65,000 to $77,000 CAD / year
- Full-time
The Clinical Resources Manager will support clinical leaders to manage and assist the clinical staffing functions of the direct care services at the Home. The Clinical Resources Manager is…
Added 1 hour ago
E
Assistant Project Manager
EllisDon
Ottawa, ON · ON · Ontario Projects
- Full-time
Preparation of project deliverables including tracking and creating of RFIs, transmitting and tracking of submittals, composing agreements and maintaining project expediting list
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
B
Regional Operations Manager, Cleaning Services
BGIS
MB · MB, Canada
- Part-time
Job Summary: Under the general supervision of the Regional Director of Operations the Regional Manager performs a variety of management tasks with emphasis on customer satisfaction and…
Added 2 hours ago
RD
Senior Project Manager
Randstad Digital
Aurora, ON
- Contract
Job Title: Senior Project Manager – Enterprise Systems Implementation
Added 2 hours ago
CO
Supervisor of Workforce Planning
City of Cambridge Ontario
Cambridge, ON
- $97,048 to $118,348 CAD / year
- Full-time
Reporting to the Manager of Recruitment, Employee & Labour Relations, this leadership role is responsible for overseeing workforce planning, talent acquisition, recruitment, onboarding,…
Added 2 hours ago
EG
Manager, IT Operations
Etraveli Group
Toronto, ON
- Full-time
Implement and maintain the endpoint security baseline with our Manager, Security: MDM enforcement, disk encryption, EDR, OS and application patching, and local admin control
Added 2 hours ago
A
Future Opportunities: Business Development Manager
Ayming
Toronto, ON
- Full-time
Knowledge of success fee agreements is an asset
Added 2 hours ago
A
Business Development Manager
Ayming
Montreal, QC
- Full-time
Knowledge of success fee agreements is an asset.
Added 2 hours ago
C
Manager, Fire Safety and Ground Operations, Facilities Management – Permanent Full-Time (1.0)
CHEO
Ottawa, ON
- Full-time
Reporting to the Director, Facilities Maintenance and Operations, the Manager, Fire Safety and Ground Operations, is responsible for the planning, coordination, and compliance of CHEO’s…
Added 2 hours ago
S
Business Analyst
Stantec
Edmonton, AB
- Full-time
As a valued member of the Business Process Management (BPM) team reporting to the Manager, Business Analysis for Employment & Talent Management, you will engage with business stakeholders…
Added 2 hours ago
S
Desktop Support Analyst
Stantec
Saskatoon, SK
- Full-time
Proven competence in a Microsoft Windows environment, including Windows 11, Microsoft Office 365, and Microsoft System Center Configuration Manager (SCCM).
Added 3 hours ago
CN
Talent Acquisition Specialist
Canadian North
Ottawa, ON
- Full-time
Reporting to the Manager, Talent Acquisition, the Talent Acquisition Specialist plays an essential role in sourcing, attracting, and hiring exceptional talent to drive the growth and…
Added 3 hours ago
BÉ
Coordinator – Building Maintenance
Bruneau Électrique Inc
Joliette, QC
- Full-time
Under the supervision of the General Manager, you will coordinate activities, internal resources, and suppliers, while ensuring compliance with applicable standards and regulations.
Added 4 hours ago
VA
Manager, Compensation and Benefits
Vancouver Airport Authority
Vancouver, BC
- Full-time
We have an opportunity for a permanent, full-time Manager, Compensation & Benefits on the People & Culture team. Reporting to the Director, People Operations, the Manager leads YVR’s…

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