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Added 12 mins ago
YC
Child Care Director (Full Time)
YMCA Calgary
Canada
- Full-time
Reporting to the Centre Manager – Early Years (south), the Child Care Director will:
Added 12 mins ago
RH
assistant manager, restaurant
Ripplecove Hôtel & Spa
Ayer's Cliff, QC
- Full-time
Participate in marketing plans and implementation
Added 12 mins ago
Supervisor, Visitor Experience (Program Admin Officer 3)
The Government of Nova Scotia
Shubenacadie, NS
You will participate with the planning, development, organization, implementation, delivery and evaluation of wildlife, wetland, natural resources and environmental education, special…
Added 12 mins 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 28 mins ago
AI Outcome Customer Developer, Forward Deployed Development
Google
Toronto, ON
…technical debugger, development liaison and technical delivery manager. You will bridge the gap between pre-sales agreement shaping and post-sales execution. You will enter the agreement…
Added 42 mins ago
GO
Nurse Specialized in Wound, Ostomy and Continence
Government of Yukon
Whitehorse, YT
- Full-time
The RN contributes to the development and implementation of a territorial Wound Care Strategy, including indicators and data tracking. The position participates in committees and quality…
Added 42 mins 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…
Added 42 mins ago
JI
Paid Media Specialist
Jumbo Interactive
Calgary, AB
- Full-time
· Coordinate the implementation, testing and validation of conversion tracking, pixels, tags and other measurement requirements
Added 42 mins ago
K
Manager, Cybersecurity
KPMG
Calgary, AB
- Full-time
Our Calgary team is looking for highly motivated Cyber Security professionals at the Manager level to join our team! As a member of KPMG Canada’s cross-functional Cyber team, you will be…
Added 1 hour ago
NS
Clinical Nurse Educator - Community Site
Nova Scotia Health Authority
Hunts Point, NS
- Full-time
Reporting to the Manager, Interprofessional Practice and Learning, Western Zone, the Clinical Nurse Educator (CNE) is responsible (in collaboration with key stakeholders) for the…
Added 1 hour ago
NS
Public Health Nurse - Health Protection
Nova Scotia Health Authority
Antigonish, NS
- $44.44 to $57.13 CAD / hour
- Temporary
Reporting to the Health Protection Manager, the Public Health Nurse (PHN) is an essential member of an inter-disciplinary, collaborative Public Health team responsible for the delivery of…
Added 1 hour ago
NB
Senior Wealth Associate
National Bank of Canada
Medicine Hat, AB
- Full-time
…You will work closely with investment advisors, a portfolio manager and other professionals, playing an important role in client service, financial planning, business development and the…
Added 1 hour ago
NB
Senior Wealth Associate
National Bank of Canada
Toronto, ON
- Full-time
…400,000 clients in about 100 branches. Reporting to the regional manager, you will team up with an investment advisor to offer an exceptional client experience. Collaboration and…
Added 1 hour ago
NB
Wealth Associate
National Bank of Canada
Winnipeg, MB
- Full-time
…400,000 clients in about 100 branches. Reporting to the regional manager, you will team up with a wealth advisor to offer an exceptional client experience. Collaboration and partnership…
Added 1 hour ago
NB
Wealth Associate
National Bank of Canada
Calgary, AB
- Full-time
…400,000 clients in about 100 branches. Reporting to the regional manager, you will team up with a wealth advisor to offer an exceptional client experience. Collaboration and partnership…
Added 1 hour ago
NB
Wealth Associate
National Bank of Canada
Calgary, AB
- Full-time
…400,000 clients in about 100 branches. Reporting to the regional manager, you will team up with a wealth advisor to offer an exceptional client experience. Collaboration and partnership…
Added 1 hour ago
Salesforce Technical Architect - Financial Services Cloud, Marketing Cloud & Data360 - Manager
EY
Toronto, ON · Montreal, QC
We're looking for a senior, hands-on technical architect - someone with deep Financial Services Cloud implementation experience who still configures, codes, and builds, not just designs on…
Added 1 hour ago
AH
Physiotherapist I
Alberta Health Services
AB · Greater Edmonton Metropolitan Area
- Part-time
…a temporary 0.4 FTE role. Under general supervision of the Manager, Supportive Care, North, PT position is responsible for the assessment and treatment of patients referred to program,…
Added 1 hour ago
AH
Assistant Head Nurse
Alberta Health Services
Calgary, AB · Greater Calgary Metropolitan Area
- Part-time
…District Health Services Acute Care Unit. Reporting to the Manager, the AHN provides effective clinical leadership to the ED and acts as a resource for the multidisciplinary team, patients,…
Added 1 hour ago
AH
Speech Pathologist II
Alberta Health Services
Calgary, AB · Greater Calgary Metropolitan Area
- Part-time
…Under general supervision from the Allied Health Assistant Manager, you will be responsible for the assessment and treatment of patients referred to the service as well as development,…
Added 1 hour ago
AH
Assistant Head Nurse
Alberta Health Services
Calgary, AB · Greater Calgary Metropolitan Area
- Part-time
…District Health Services Acute Care Unit. Reporting to the Manager, the AHN provides effective clinical leadership to the ED and acts as a resource for the multidisciplinary team, patients,…
Added 1 hour ago
GE
Hospitality F&B Assistant Manager
Grey Eagle Resort & Casino
Calgary, AB
- Full-time
Reporting to the Restaurant Manager is responsible to provide leadership with the team and takes ownership of daily operations. The ability to react to situations that need a sense of…
Added 1 hour 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
AH
Health Care Aide, Type A Continuing Care Home
Alberta Health Services
Grande Prairie, AB
- Part-time
…expertise to provide care and oversight. Reporting to the Care Manager, you will work under the supervision of a regulated health professional while delivering healthcare services. You will…
Added 1 hour ago
AH
Manager
Alberta Health Services
Red Deer, AB
- Temporary
Reporting to the Patient Care Manager, the Program Manager is accountable for the effective management of human resources and maintenance of program best practice standards and quality…

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.

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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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