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Added 14 mins 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 1 hour ago
SD
Specialist, Patient Care
Shoppers Drug Mart Specialty Health Network
Mississauga, ON
- Full-time
The Patient Care Specialist is the main point of contact for the patient, and in some programs, the single point of contact for the group of physician clinics/offices within that territory.…
Added 1 hour ago
C
Consulting Manager-Scrum Master, Life Sciences w/ Manufacturing exp. Consulting
Cognizant
Halifax, NS
- Full-time
Capture and help support the creation of documentation for process, data, integration, reporting, validation and user-adoption requirements required for implementation.
Added 1 hour ago
OM
Coordinator OGS Management
Omnicom Media
Toronto, ON
- Full-time
The role of the Coordinator is to support on matters related to the hiring of Omnicom offshore team (OGS) and tracking resources data to ensure operational efficiency. Their goal is to…
Added 1 hour ago
H
PPC Manager
Huzzle
Remote, Canada
- Full-time
- Remote
Reporting & Analytics: Track campaign performance using Google Analytics 4 (GA4), Google Tag Manager, and other reporting tools.
Added 1 hour ago
G
Shield Program Lead
Guesty
Canada
- Full-time
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…
Added 2 hours ago
MM
Customer Success Manager - Measure Marketing
Measure Marketing Results Inc.
Remote, Canada
- Full-time
- Remote
Turn data from GA4, Search Console, Google Ads, agency reporting tools and HubSpot into a monthly value story: what happened, why it matters and what's next.
Added 2 hours ago
Deviation/CAPA Specialist
GRIFOLS, S.A.
Mississauga, ON
The Deviation/CAPA Specialist also supports the monitoring and reporting of key performance indicators (KPIs), drives continuous improvement initiatives, and facilitates the effective…
Added 2 hours ago
UO
Finance and Administrative Coordinator
University of British Columbia
Vancouver, BC
- $4,719 to $4,960 CAD / month
- Full-time
Assists with the collection and presentation of data regarding membership and occupancy rates for analysis and reporting purposes.
Added 2 hours ago
H
Google Ads Specialist
Huzzle
Remote, Canada
- Full-time
- Remote
We're looking for a skilled and results-oriented Google Ads Manager with at least 2 years of hands-on experience running and optimizing paid advertising campaigns.
Added 3 hours ago
MC
Manager, Revenue Accounting & Reporting
Make-A-Wish Canada
Toronto, ON
- Full-time
We are looking for a Manager, Revenue Accounting & Reporting to join our team at Make-A-Wish Canada. In this role, reporting to the Director of Finance, you will ensure the accuracy,…
Added 3 hours ago
RD
Data Creation Analyst - Entry Level
Randstad Digital
Toronto, ON · Greater Toronto Area, Canada
- Full-time
Reporting directly to the Operations Manager, the Data Creation Analyst will be responsible for generating proprietary data by retrospectively analyzing video footage of sporting events…
Added 3 hours ago
ML
Sr. Health & Safety Manager
Maple Leaf Foods Inc
Mississauga, ON
- $122,000 to $172,000 CAD / year
- Full-time
Enterprise rollout of the new safety management software platform across all sites, driving adoption, training, and data integrity.
Added 3 hours ago
ME
Senior Contract Administrator
Morson Edge (Canada)
Toronto, ON
- $60 to $75 CAD / hour
- Contract
Strong knowledge of data management and reporting tools and ability to extract and report insights to assist top management with decision making.
Added 3 hours ago
PJ
Personal Training Manager (Multi- Campus)
Prosserman JCC
Maple, ON
- $65,000 to $75,000 CAD / year
- Full-time
Are you an experienced fitness leader with a passion for developing high-performing teams, driving business growth, and delivering exceptional member experiences?. The JCC is seeking a…
Added 3 hours ago
SD
Specialist, Patient Care
Shoppers Drug Mart Specialty Health Network
Mississauga, ON
- Full-time
The Patient Care Specialist is the main point of contact for the patient, and in some programs, the single point of contact for the group of physician clinics/offices within that territory.…
Added 3 hours ago
A
Impact - Senior Manager/Manager, Sustainability Reporting
Aritzia
Vancouver, BC
- Full-time
Aritzia is growing and our Impact Reporting team is growing with it. This is a unique opportunity to be part of the team responsible for embedding responsible practices throughout the…
Added 3 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 3 hours ago
CO
Manager Policy and Risk Management
City of Saint John
Saint John, NB
- Full-time
The Manager Policy and Risk Management is responsible for research and analysis, policy and procedures, and risk management.
Added 3 hours ago
L
Chef.fe de Produit Marketing YSL - Product Marketing Manager YSL
L'Oréal
Montreal, QC
- Full-time
Data Analysis & Reporting: Strong ability to evaluate sell-out performance, market share shifts, and demand forecasting data.
Added 3 hours ago
LD
Program Financial Analyst
Leonardo DRS
Bedford, NS
- Full-time
Reporting to the Senior Manager, Program Finance the Program Finance Analyst will analyze, plan and understand the company’s financial position, support baseline planning and actual cost…
Added 3 hours ago
J
Global Category Manager EMS - Business Line Analytical
Jobgether
Canada
- Full-time
Financial and analytical capabilities, including budget management, savings forecasting, cost analysis, and performance reporting.
Added 3 hours ago
SM
Manager, Finance, Performance & Analytics
Stevenson Memorial Hospital
Alliston, ON
- Full-time
Reporting to the Vice President, Corporate Services & Chief Financial Officer, the Manager, Finance, Performance and Analytics supports the hospital's strategic objectives, performance…
Added 3 hours ago
T
Quality Assurance Engineer
Trulioo
Remote, Canada
- $85,000 to $95,000 CAD / year
- Full-time
- Remote
Reporting to the Manager, Quality Assurance, the Quality Assurance Engineer will be responsible for delivering quality software for the Trulioo SaaS platform. This role involves designing…
Added 4 hours ago
CO
Application & Integration Technical Analyst
City of Saint John
Saint John, NB
- Full-time
Under the direction of the designated IT Manager, the Application and Integration Technical Analyst is a technical lead responsible for system architecture, data strategy, and integration…

Guesty

Shield Program Lead

Canada

Full-time

Apply About employer

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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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