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Added 13 mins ago
B
Head of Operations
Bizblueprint.id
Canada
- Full-time
Identify operational risks and implement mitigation strategies to ensure business continuity.
Added 1 hour ago
TK
Manager, Ingredients - Cheese & Dairy (Canada)
The Kraft Heinz Company
Toronto, ON
- Full-time
Lead supplier and procurement readiness for innovations, renovations, reformulations, promotions, plant transitions, product maintenance and business continuity initiatives.
Added 1 hour ago
ZT
Senior Manager Technical Program Management
Zebra Technologies
Mississauga, ON · CAN - Mississauga, Canada
- Full-time
Zebra's Wearable Solutions business unit focuses on developing compact, small form factored wearables products and advanced AI solutions that runs on these devices to enable enterprise…
Added 2 hours ago
CO
Project Manager - AI Building and Zoning Review
City of Niagara Falls
Niagara Falls, ON
- $54.58 to $68.22 CAD / hour
- Contract
Develop operational support processes, business continuity procedures, and contingency plans to ensure ongoing availability and reliability of the solution prior to formal hand off.
Added 3 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 5 hours ago
RC
Automotive Electrical Sourcing & Category Manager
Rexel Canada
Winnipeg, MB
- Full-time
…availability, cost competitiveness, quality, profitability, and supply continuity. The successful candidate will work closely with suppliers, customers, sales teams, procurement,…
Added 5 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 6 hours ago
VF
Facility Operator
Vivo for Healthier Generations
Calgary, AB
- Full-time
…ensure internal processes and procedures help achieve Vivo’s business…
Added 7 hours ago
G
Shield Program Lead
Guesty
Canada
- Full-time
…transforming how the industry works - from guest experience to business…
Added 9 hours ago
O
Sr. Software Developer
OpenText
Richmond Hill, ON
- Full-time
…SOAP interfaces, while preserving compatibility and service…
Added 9 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 9 hours ago
J
Global Category Manager EMS - Business Line Analytical
Jobgether
Canada
- Full-time
…and next steps. Our partner is looking for a Global Category Manager EMS - Business Line Analytical based in…
Added 9 hours ago
B
Facility Manager
BGIS
Sudbury, ON
- Full-time
The Facility Manager is responsible for operations and budget management, service delivery management, project management, client relationship management, health and safety, and emergency…
Added 10 hours ago
S
Patient Care Coordinator, Heartwood Centre for Women, BC Mental Health & Substance Use Services – Vancouver, BC
Sanya’k̓ula
Vancouver, BC
- Full-time
…standards. Assesses the patient’s/client’s overall needs, conducts risk assessments, formulates initial diagnostic impressions and determines priority of care…
Added 12 hours ago
ET
Technical Program Manager
Envision Technology Solutions
Toronto, ON
- Full-time
Drive readiness activities including operational procedures, support models, business continuity, and production governance.
Added 13 hours ago
NG
Process Engineer / Process Improver
NSG Group
Collingwood, ON
- Full-time
…Engineer will lead process troubleshooting, support production continuity, and drive projects that improve manufacturing KPI’s, reduce waste, and enhance product…
Added 14 hours ago
CG
Manager, Sales Governance and Operations
Calian Group
Toronto, ON
- Full-time
…decision-making through operational analysis, reporting, and business insights. You will play a key role in reducing organizational risk, improving operational efficiency, enabling business…
Added 14 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 14 hours ago
TP
Specialist, Supplier Relationship Management
Toronto Pearson International Airport
Toronto, ON
- Full-time
Reporting to the Manager, Supplier Relationship Management (SRM), this position is responsible for day-to-day monitoring, compliance, and analytical activities that strengthen supplier…
Added 14 hours ago
PC
Corporate Tax, Senior Manager
PwC Canada
Calgary, AB
- Full-time
…tax obligations while managing the impact tax has on their business. You’ll advise clients on their local and overseas tax affairs, while acting as a strategic consultant related to…
Added 14 hours ago
VC
Director of Property Management
Villa Charities Inc.
Toronto, ON · North York, ON
- $115,000 to $140,000 CAD / year
- Full-time
Lead the development, implementation, and ongoing maintenance of organizational emergency preparedness and business continuity plans.
Added 14 hours ago
IG
Senior Category Buyer
IMT Group
Calgary, AB
- Full-time
…third-party components. Under the guidance of the Production Planning Manager, the role develops category strategies, analyzes spend and commodity-price trends, implements cost models and…
Added 14 hours ago
C
Senior Facilities Manager
CBRE
Richmond, BC
- Full-time
Oversee emergency preparedness, business continuity planning, and incident management programs.
Added 14 hours ago
CC
Director, Technology and Business Systems
Corner Collection
Montreal, QC
- Full-time
Reporting to the General Manager, the Director, Technology and Business Systems plays a strategic role in advancing Corner Collection’s technology environment.
Added 14 hours ago
PC
AML Analytics Manager
PwC Canada
Toronto, ON
- Full-time
As a AML Analytics Manager , unlock your potential and embrace the chance to drive meaningful outcomes that’ll elevate your career. Your role will include, but isn’t limited to:

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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