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Added 12 mins ago
YC
Child Care Director (Full Time)
YMCA Calgary
Canada
- Full-time
· Demonstrate a cooperative team approach for managing centre operations including adapting personal work schedule, working in ratio and providing facility operational support (including…
Added 12 mins ago
BÉ
Coordinator – Building Maintenance
Bruneau Électrique Inc
Joliette, QC
- Full-time
As the true conductor of operations, you play a key role in planning and the execution of maintenance activities for our buildings and infrastructure.
Added 12 mins ago
W
(CAN) Gérant du service à la clientèle
Walmart
Montreal, QC
- Part-time
Working as a Customer Service Manager at Walmart Canada is a great opportunity to build strong leadership and operational skills in a fast paced retail environment. In this role, you lead…
Added 12 mins ago
Supervisor, Visitor Experience (Program Admin Officer 3)
The Government of Nova Scotia
Shubenacadie, NS
…environmental education, special interest and interpretive programs offered through the Shubenacadie Provincial Wildlife…
Added 12 mins ago
Stores Clerk - Logistics, Supply Chain Operations
Nova Scotia Health and IWK Health
Baddeck, NS
Reporting to the Supply Chain Logistics Manager, the Stores Clerk assists in the organization, coordination and control and delivery of inventories and supplies in support of health care…
Added 27 mins ago
CM
Winter 26/27: Race, Competitions and Events Crew Level 3 – World Cup
Copper Mountain Resort
Copper Mountain, BC
- Part-time
…Resort is also home to Woodward Copper action-sports camps, programs, and training…
Added 27 mins ago
CL
Store Manager
Chatters Limited Partnership
BC · Fraser Valley A, BC
- Full-time
We are looking for a Store Manager based in Fraser Valley, BC.
Added 28 mins ago
SC
District Manager, Northern Ontario and Manitoba (hybrid)
SiriusXM Canada
Toronto, ON
- Full-time
The District Manager – Northern Ontario & Manitoba (Hybrid) is responsible for maximizing SiriusXM’s dealer performance through a balanced combination of in-person dealership support and…
Added 28 mins ago
KC
Fleet Specialist
Kia Canada
Mississauga, ON
- Full-time
The role of the Fleet Specialist will be to provide support to both the Fleet Manager and Supervisor. The Specialist will report directly to the Fleet Supervisor. The incumbent will…
Added 42 mins ago
ML
Human Resources Manager
Maple Leaf Homes Inc
Fredericton, NB
- Full-time
Role Description The Human Resources Manager is a full-time, on-site role based in Fredericton, NB. This role oversees day-to-day HR operations, including recruitment, onboarding, and…
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
…organizations generate revenue through professionally managed lottery programs across…
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 58 mins ago
LC
Engineer - Program Manager
Linamar Corporation
Guelph, ON
- Full-time
The Engineer – Program Manager Position is responsible for independently working as a
Added 1 hour ago
RC
Automotive Electrical Sourcing & Category Manager
Rexel Canada
Winnipeg, MB
- Full-time
We are seeking an experienced Automotive Electrical Sourcing & Category Manager based in Winnipeg, MB to lead strategic sourcing, supplier development, category management, and supply-chain…
Added 1 hour ago
NB
Senior Wealth Associate
National Bank of Canada
Toronto, ON
- Full-time
…advisors to ensure exceptional customer service and smooth branch…
Added 1 hour ago
NB
Senior Analyst - SSI Expert
National Bank of Canada
Montreal, QC
- Full-time
Within the OTC Operations department, you are part of a team of approximately 160 colleagues and report to an Operations Manager. Our team stands out for its expertise in derivative…
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
Carry out routine operations related to financial transactions (e.g., purchases and sales of securities, necessary transaction adjustments)
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
AH
Occupational Therapist II - Rehabilitation Oncology
Alberta Health Services
Grande Prairie, AB
- Part-time
…guidelines. You will be providing coordination of the day-to-day operations of an assigned service area and monitoring care delivery, identifying service needs and assisting other medical…
Added 1 hour ago
AH
Physiotherapist II
Alberta Health Services
Spirit River, AB
- Full-time
…policies and guidelines. You will coordinate the day-to-day operations of an assigned service area and monitor care delivery, identify service needs, assist with caseload management,…
Added 1 hour ago
GE
Little Chief Restaurant Evening Server
Grey Eagle Resort & Casino
Calgary, AB
- Full-time
Under the direction of the Hotel Food & Beverage Manager or Shift Supervisor, the Server is responsible for adhering to all policies and procedures within the Hotel and for making each…
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 2 hours ago
G
Camp Facility Manager
GoodWork.ca
Big Trout Lake, ON
- Full-time
The Gavin Lake Forest Education Society is seeking a self-motivated, practical and community-minded Camp Facility Manager to oversee the facility operations of one of British Columbia’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.

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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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