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Added 12 mins ago
NM
Shop Foreperson
Nelson Motors and Equipment
Avonlea, SK
- Full-time
As a working Shop Foreperson, you'll collaborate closely with our Service Manager, Service Writer, and Service Technicians to maintain a high performing, efficient, customer focused service…
Added 12 mins ago
AA
Vice President, Business Development
AIP Asset Management
Winnipeg, MB · Greater Winnipeg Metropolitan Area
- Full-time
Partner with investment, marketing, operations, inside-sales and compliance colleagues to support investors and distribution partners.
Added 12 mins ago
WC
(CAN) Gérant du service à la clientèle
Walmart Canada
Montreal, QC
- Full-time
Position Summary...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…
Added 12 mins ago
RH
Supply Chain Manager
Robert Half
Toronto, ON · Greater Toronto Area, Canada
- $130,000 to $140,000 CAD / year
- Full-time
Our client, a leading manufacturing organization, is seeking a Supply Chain Manager to lead supply planning, inventory strategy, and planning excellence across a complex operation.
Added 12 mins ago
RG
Project Manager Civil
Roni Group
Vaughan, ON
- $120,000 to $150,000 CAD / year
- Full-time
We are seeking an experienced and motivated Project Manager to oversee municipal and heavy civil infrastructure projects specializing in sewer, watermain, storm sewer, road reconstruction,…
Added 12 mins ago
Program Manager, Product Change and Development
Westerkirk
Calgary, AB · Mississauga, ON
The Program Manager, Product Change Management & Development reports to the Director, Product Planning and Improvement and will liaise with internal departments in the areas of Engineering,…
Added 12 mins ago
HOURLY ASSISTANT MANAGER
Boutique La Vie En Rose
Victoria, BC
With the support of your manager, you will be responsible for making sure the store runs smoothly and that your team provides the best possible customer service. When you’re working as…
Added 12 mins ago
JUNIOR ASSISTANT MANAGER
Boutique La Vie En Rose
London, ON
As a member of the management team, you will support the assistant manager and manager in achieving sales goals, maintaining our company standards and motivating your team to excel.
Added 12 mins ago
EG
Manager, IT Operations
Etraveli Group
Toronto, ON
- Full-time
Implement and maintain the endpoint security baseline with our Manager, Security: MDM enforcement, disk encryption, EDR, OS and application patching, and local admin control
Added 12 mins ago
S
CRM Analyst
Sagard
Toronto, ON · Montreal, QC
- Full-time
Reporting to the Senior Manager CRM Strategy, this role will execute against the DealCloud roadmap and vision, translating requirements into configured outcomes, clean data and reliable…
Added 27 mins ago
JI
Department Manager – Sales & Service
J.D. Irving, Limited
Dartmouth, NS
- Full-time
The Department Manager – Sales & Service plays a key leadership role in delivering an exceptional customer experience while driving sales performance, team engagement, and operational…
Added 41 mins ago
FH
Clinical Supervisor, Therapeutic Recreation, Residential Services
Fraser Health Authority
Burnaby, BC
- $43.24 to $54.01 CAD / hour
- Full-time
Under the administrative direction of the Manager, Clinical Operations, provides clinical leadership for Therapeutic Recreation Services by planning, implementing, and evaluating…
Added 41 mins ago
WB
House Cleaner
Whistler Blackcomb
Whistler, BC
- Full-time
…through adventure. House is Whistler Blackcomb’s staff housing…
Added 41 mins ago
LD
Program Manager- Supply Chain
Leonardo DRS
Bedford, QC
- Full-time
The Supply Chain Program Manager (SCPM) is responsible for leading supply chain execution for assigned programs and serving as the primary liaison between Supply Chain and Program…
Added 41 mins ago
PC
HES Manager - Canada (East Region)
Parkland Corporation
Hamilton, ON
- Full-time
The HES Manager supports Health, Environment & Safety programs across Sunoco’s Canadian East Region operations. This role works closely with site leadership, unionized employees, and Joint…
Added 41 mins ago
PC
HES Manager - Canada (East Region)
Parkland Corporation
Hamilton, ON
- Full-time
The HES Manager supports Health, Environment & Safety programs across Sunoco’s Canadian East Region operations. This role works closely with site leadership, unionized employees, and Joint…
Added 41 mins ago
PC
Information Systems & Technical Support
Patterson Companies, Inc.
Cambridge, ON
- Full-time
Support IT projects, system rollouts, testing, and other duties assigned by the Information Systems Manager.
Added 41 mins ago
VB
Senior Finance Manager - 12 month contract
Vaco by Highspring
Toronto, ON · Greater Toronto Area, Canada
- Contract
Added 41 mins ago
PH
Radiochemist
Provincial Health Services Authority
Vancouver, BC
- Full-time
…required. The Radiochemist reports directly to the Production Manager but may receive supervisory instructions from the Quality Assurance Manager when performing QC…
Added 41 mins ago
OF
Assistant Studio Manager
Orangetheory Fitness Canada
Port Moody, BC
- $18 to $22 USD / hour
- Full-time
Help run daily studio operations with the Studio Manager
Added 41 mins ago
F
Warehouse Supervisor
Factor_
Calgary, AB
- Full-time
Factor Canada is seeking a Warehouse Supervisor to join our team at our Distribution Centre. Reporting to the Sr. Manager Production, you will lead a team of warehouse associates and leads…
Added 41 mins 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 57 mins ago
R(
Assistant Store Manager - Reitmans
Reitmans (Canada) Ltée/Ltd
Oshawa, ON
- Full-time
Reporting to the Store Manager, join a team where your leadership will truly make an impact! As an Assistant Store Manager, you’ll help drive daily operations while motivating your team,…
Added 1 hour ago
TH
Occupational Therapist -Temp Full Time-CVH Occupational Therapy AHRT
Trillium Health Partners
ON · ON, Canada
- Full-time
…time management and interprofessional skills. Within the CRT Operations and Practice are supported by a Manager, Educator and the Professional Practice Leader for Occupational Therapy.…
Added 1 hour ago
V
IT Manager / Gestionnaire TI
Vention
Montreal, QC
- Full-time
Headquartered in Montreal, Detroit and Munich, Vention helps manufacturers automate their operations in record time with the only hardware and software AI-powered platform built for the…

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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