Find work in Canada.

538,181 jobs across our Canadian network. How we count

Jobs in Canada

25+ jobs

Email me new jobs Save this search

Added 10 mins ago
YE
Manager - Integrated Employment Services Program (IES1610)
Youth Employment Services YES
Toronto, ON
- Full-time
Reporting to the Vice- President, the Program Manager will be responsible for leading the IES 1610 program. The Manager will lead a team which includes two Coordinators as well as Frontline…
Added 10 mins ago
Advisor, Strategic Planning
Alcohol and Gaming Commission of Ontario
Toronto, ON
The Strategic Planning, Corporate Performance and Prioritization Branch is seeking an Advisor, Strategic Planning, Corporate Performance & Prioritization to support the advancement of…
Added 10 mins ago
Manager of Quality, Risk and Performance Improvement
Circle of Care, Sinai Health
Toronto, ON
With a focus on the client and caregiver experience and engagement, The Manager will work closely with internal and external stakeholders to support performance reporting to our funders,…
Added 40 mins ago
B
Sales Manager - SaaS (OTE: upto 130k)
BoomerangFX
Mississauga, ON
- $85,000 to $100,000 CAD / year
- Full-time
…and grow. Recognized through Deloitte’s Technology Fast 500 program, we are building technology that simplifies practice management, strengthens patient engagement and helps healthcare…
Added 40 mins ago
NS
Quality & Patient Safety Leader - Patient Safety
Nova Scotia Health Authority
Halifax, NS
- Full-time
Reporting to the Manager, Quality Improvement & Safety, the Quality Improvement & Safety Leader will provide leadership within NSH’s overall provincial and zone programs for quality,…
Added 41 mins ago
IC
Trade Compliance & Logistics Manager
IDEX Corporation
Waterloo, ON
- Full-time
…freight management, trade controls, and continuous improvement initiatives to support business growth and customer…
Added 41 mins ago
Project Manager
The Canada Life Assurance Company
Toronto, ON
…stakeholders, this role is highly visible and collaborative to deliver initiatives on time and within budget. It is a professional role that combines strong Project Management, Business…
Added 41 mins ago
Sr Project Manager
The Canada Life Assurance Company
Winnipeg, MB · London, ON · Toronto, ON
…stakeholders, this role is highly visible and collaborative to deliver initiatives on time and within budget. It is a professional role that combines strong Project Management, Business…
Added 1 hour ago
DO
Senior Project Officer – Office of the Deputy Director General
Department of Energy and Economic Diversification
Perth South, ON
- Full-time
…fast-paced executive environment. You will contribute to the delivery of strategic initiatives, support the Western Australian international office network,…
Added 1 hour 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 1 hour ago
S
Desktop Support Analyst
Stantec
Saskatoon, SK
- Full-time
…Desktop Support and IT staff across Canada. Work with peers on strategic IT initiatives that improve tools, processes, and end user experience. Support a wide range of IT issues in a…
Added 1 hour ago
CN
Talent Acquisition Specialist
Canadian North
Ottawa, ON
- Full-time
Contribute to HR initiatives, supporting the achievement of strategic goals and the delivery of day-to-day HR services.
Added 2 hours ago
Quality & Patient Safety Leader - Patient Safety
Nova Scotia Health and IWK Health
Halifax, NS
Reporting to the Manager, Quality Improvement & Safety, the Quality Improvement & Safety Leader will provide leadership within NSH’s overall provincial and zone programs for quality,…
Added 4 hours ago
NR
Program Specialist
Niagara Region
ON · Niagara, ON
- Full-time
Reporting to the Manager of Planning, Evaluation, and Continuous Quality Improvement, this role leads the delivery of complex strategic initiatives in public health, with accountability for…
Added 4 hours ago
AH
Unit Manager - Acute Care
Alberta Health Services
Ponoka, AB
- Full-time
Ponoka Hospital and Care Centre is seeking a collaborative Acute Care Manager to oversee operations in a dynamic rural healthcare environment. Ponoka is a vibrant community in Central…
Added 5 hours ago
H
Global Mining Practice Business Development Leader
HDR
Corner Brook, NL
- Full-time
Serve as Client Manager for selected strategic accounts, maintaining executive-level relationships and a current understanding of each client’s organization, assets, priorities and upcoming…
Added 5 hours ago
G
Shield Program Lead
Guesty
Canada
- Full-time
We are looking for a Shield Program Lead to take end-to-end ownership of the operations and ongoing performance of Guesty Shield globally.
Added 6 hours ago
Project Manager I
City of Vancouver
Vancouver, BC
The Project Manager manages multiple Level 1 and Level 2 (small/medium size) projects, programs and initiatives, or events, as defined by the Street Lighting, Traffic signals and Electrical…
Added 7 hours ago
PJ
Personal Training Manager (Multi- Campus)
Prosserman JCC
Maple, ON
- $65,000 to $75,000 CAD / year
- Full-time
…delivering exceptional member experiences?. The JCC is seeking a strategic and results-driven Personal Training Manager (Multi-Campus) to lead the growth and operational success of our…
Added 7 hours ago
CO
Growth Coordinator
City of Saint John
Saint John, NB
- Full-time
Assist in the delivery of the City Market Strategic Plan and work with the City Market Manager to support the daily operations of the City Market, and Night Market;
Added 7 hours ago
RD
Technical Project Manager - AI
Randstad Digital
Montreal, QC · Greater Montreal Metropolitan Area
- $70 to $90 CAD / hour
- Contract
A top-tier financial institution is seeking an accomplished Senior Technical Project Manager to orchestrate high-impact technology initiatives across enterprise data platforms, financial…
Added 7 hours ago
A
InfraSec Project Manager
Affinity
Burnaby, BC
- Contract
Affinity is seeking an experienced InfraSec Project Manager to lead complex, enterprise-scale technology projects within a strategic Project Management Office.
Added 7 hours ago
CO
Manager, Digital Solutions
City of Saint John
Saint John, NB
- Full-time
The Manager, Digital Solutions, is responsible for the delivery and ongoing management of the City’s enterprise applications, digital solutions, and data and information management…
Added 8 hours ago
SPECIALIST CYBER DIPLOMACY & GOVERNANCE (BUSINESS STRATEGY & PLANNING)
City of Toronto
Toronto, ON
…and recommends policies and procedures tailored to specific program requirements. The successful candidate leads complex initiatives aligned with organizational goals, fosters…
Added 9 hours ago
TO
Senior Project Manager, Governance - LDG
The Ottawa Hospital
Ottawa, ON
- Full-time
The Senior Project Manager of Governance leads the design, implementation and continuous improvement of governance structures, decision-making processes and accountability mechanisms for…

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