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Added 9 mins ago
PC
Director, Member Experience
Provincial Credit Union
Charlottetown, PE
- Full-time
Lead the development and ongoing improvement of PCU’s member experience strategy, framework and priority member journeys.
Added 11 mins ago
PC
Financial Advice Manager
Provincial Credit Union
Charlottetown, PE
- Full-time
Lead Financial Service Officer onboarding and training, developing learning resources and programs that build the knowledge and skills required to provide effective financial advice.
Added 12 mins ago
YC
Child Care Director (Full Time)
YMCA Calgary
Canada
- Full-time
…facilities, 6 childcare centres, 2 outdoor camps and 12+ community programs, empowering people of all ages and life stages to belong, grow, thrive and…
Added 12 mins ago
MT
Class 1 Night Linehaul Truck Driver - $1,500 Sign-On Bonus
Midland Transport
Bathurst, NB
- Full-time
Health & Wellness reimbursements, includes gym memberships, fitness classes or online workout programs.
Added 12 mins ago
W
(CAN) Gérant du service à la clientèle
Walmart
Montreal, QC
- Part-time
…skills in a fast paced retail environment. In this role, you lead front end operations to deliver exceptional customer service, support a positive shopping experience, and drive customer…
Added 12 mins ago
Supervisor, Visitor Experience (Program Admin Officer 3)
The Government of Nova Scotia
Shubenacadie, NS
You will supervise, lead, motivate and develop the facility’s Visitor Services staff, volunteers and students. You will ensure the continued upkeep of the wetland centre’s premises and…
Added 26 mins ago
BC
Afterschool Program Leader
BGC Charlottetown
Charlottetown, PE
- Part-time
The Program instructor at BGC Charlottetown will act as a lead team member when it comes to facilitating activities and lessons with the children in their assigned program areas. Examples…
Added 28 mins ago
RM
Supervisor, Centralized Scheduling
Ross Memorial Hospital
Kawartha Lakes, ON · Lindsay, ON
- Full-time
…operates a dialysis unit, and is renowned for its mental health programs and restorative seniors care. The Ross family takes pride in providing compassionate, quality patient…
Added 28 mins ago
SH
Health Care Aide
SE Health
AB · Edmonton, AB
- Temporary
Actively participates in all ongoing educational programs
Added 28 mins ago
SH
Health Care Aide
SE Health
AB · Edmonton, AB
- Temporary
Actively participates in all ongoing educational programs
Added 28 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 28 mins ago
CL
Store Manager
Chatters Limited Partnership
BC · Fraser Valley A, BC
- Full-time
Lead and oversee daily retail and salon operations to deliver a seamless, elevated customer experience
Added 42 mins ago
CC
Senior Operating Officer, Northeast Corridor and Site Lead
Canadian College of Health Leaders - Northwestern Ontario Chapter
Fort McMurray, AB
- Full-time
…hospital operations, clinical services, or major healthcare programs. Regulated healthcare professional background with current registration with an applicable regulatory body. A…
Added 42 mins ago
N(
Marketing Strategist (Temporary)
NAIT (Northern Alberta Institute of Technology)
AB · Edmonton, AB
- Full-time
Work closely with internal clients to build integrated marketing and lead generation programs to support existing and new opportunities.
Added 42 mins ago
KD
Premier·ère analyste financier·ère | Senior Financial Analyst
Keurig Dr Pepper Canada
Montreal, QC
- Full-time
Added 42 mins ago
ML
Human Resources Manager
Maple Leaf Homes Inc
Fredericton, NB
- Full-time
Lead talent acquisition and workforce planning, including domestic and international recruitment.
Added 42 mins ago
VA
Manager, Compensation and Benefits
Vancouver Airport Authority
Vancouver, BC
- Full-time
…implementation. You develop your team, encourage new thinking and lead change in a way that brings people along while keeping programs accurate, equitable and…
Added 58 mins ago
LC
Engineer - Program Manager
Linamar Corporation
Guelph, ON
- Full-time
· Ensure all program elements are being tracked to ensure budgets and timing commitments are maintained, and changes in programs status are effectively communicated to all stake-holders.
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 Sales Director, Commercial Banking
National Bank of Canada
Surrey, BC
- Full-time
…leadership role that extends well beyond sales execution. You lead, coach, and inspire a team of Commercial Account Managers, driving strong performance across business development, credit…
Added 1 hour ago
TR
Senior Geologist Supervisor
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Kamloops, BC
- $138,000 to $170,000 CAD / year
- Full-time
Lead the safe planning and execution of diamond and RC drilling programs, ensuring compliance with safety and regulatory standards
Added 1 hour ago
NB
LEAD PYTHON DEVELOPER – IT TREASURY PLATFORMS
National Bank of Canada
Montreal, QC
- Full-time
A career as a Lead Python Chief Principal Developer in the Treasury IT team at National Bank means acting as a hands-on technical leader for modern technology platforms. This job allows you…
Added 1 hour ago
NE
Global Director of Impact & Knowledge Management
New Energy Nexus
Remote, Canada
- Full-time
- Remote
…Nexus’ ambition to be a true learning organization. They will lead the Monitoring, Evaluation, and Learning function at New Energy Nexus (NEX) that tracks, highlights, and strengthens the…
Added 1 hour ago
Salesforce Technical Architect - Financial Services Cloud, Marketing Cloud & Data360 - Manager
EY
Toronto, ON · Montreal, QC
Lead or support discovery sessions to understand client objectives, FSC-specific operational needs, user journeys, and measurable outcomes.
Added 1 hour ago
AH
Registered Nurse
Alberta Health Services
AB · Greater Edmonton Metropolitan Area
- Part-time
The Registered Nurse is responsible to act as the Team Lead and delivering consistent quality care to meet the needs of the patient. Care is provided to patients on an out-patient basis 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

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