Find work in Canada.

539,780 jobs across our Canadian network. How we count

Jobs in Canada

25+ jobs

Email me new jobs Save this search

Added 2 mins ago
Digital Student Service Administrator
George Brown Polytechnic
Toronto, ON
Reporting to the Senior Manager, Student Service
Added 2 mins ago
CG
Manager, Product Integrity & Compliance
Canada Goose
Toronto, ON
- Full-time
The Manager, Product Integrity & Compliance leads the integration of global regulatory, chemical, product-safety and Canada Goose standards requirements throughout the product lifecycle and…
Added 2 mins ago
SC
Coordinator, Marketing // Coordonnateur·trice, marketing
Swimming Canada
Ottawa, ON
- Full-time
The Coordinator, Marketing supports the planning, coordination, and execution of marketing initiatives that strengthen the Swimming Canada brand, support revenue generation objectives, and…
Added 16 mins ago
A
Représentant(e) au développement des ventes | Sales Development Representative
Actalent
Brossard, QC
- $55,000 to $60,000 CAD / year
- Full-time
…l’innovation et la rapidité de mise sur le marché, soutenant des initiatives d’ingénierie et de science qui font progresser la façon dont les entreprises servent le…
Added 16 mins ago
BR
Senior Manager, Accounting
Brookfield Renewable
Gatineau, QC
- Full-time
Reporting directly to the Director, Accounting, the Senior Manager, Accounting will provide hands-on leadership to accounting teams and act as a critical bridge between strategy and…
Added 16 mins ago
W
Manager - Inside Sales
Wesco
Colborne, ON
- Full-time
As the Manager - Inside Sales, you will be responsible for the execution of strategic direction, development, and performance of inside sales activities in assigned markets. You will work…
Added 16 mins ago
Sales Associate, Sales & Partnerships - Scotia iTRADE (Cantonese)
Scotiabank
Toronto, ON
…Partnerships team in Canada, ensuring specific individual goals and initiatives are delivered in support of the team’s business strategies and objectives. The associate ensures all…
Added 16 mins ago
OEM Client Relationship Manager
Scotiabank
Vancouver, BC
The OEM Client Relationship Manager is an automotive industry specialist in Dealer Finance who serves as a dedicated point of contact for a selected Original Equipment Manufacturer (OEM)…
Added 16 mins ago
FS
Manager, Public Relations and Marketing Communications – Americas
Four Seasons Hotels and Resorts
Toronto, ON · Four Seasons Corporate Headquarters Toronto
- Full-time
Four Seasons has an exciting opportunity for a Manager, Public Relations and Marketing Communications – Americas at our Head Office in Toronto. As an integral member of the regional…
Added 16 mins ago
Human Resources Generalist
Celestica International LP
Newmarket, ON
…standard processes, procedures and methods are referred to manager or expert resource. May demonstrate work methods to new employees. Builds internal and external relationships, with…
Added 16 mins ago
FC
IS Workforce Manager (Resource Manager)
Fidelity Canada
Toronto, ON
- Full-time
…prioritization efforts in order to meet FIC’s regulatory obligations and strategic business development, and ensure adequate capacity planning for Information Services (IS) and Business…
Added 16 mins ago
SAP SuccessFactors Recruiting Lead - Manager
EY
Edmonton, AB · AB · Winnipeg, MB · Dieppe, NB · Saint John, NB · St. John's, NL · Halifax, NS · London, ON · Ottawa, ON · Toronto, ON · ON · Saskatoon, SK · Waterloo, ON · Calgary, AB
We are seeking an experienced SAP SuccessFactors Recruiting Lead – Manager to join our HR Technology practice. This role is ideal for someone who combines strategic thinking with deep…
Added 31 mins ago
A
Senior Channel Sales Manager- Banks
ADP
Mississauga, ON
- $156,310 to $206,310 CAD / year
- Full-time
…less on work and more on success. As a Senior Channels Sales Manager at ADP, you'll enjoy competitive compensation, comprehensive benefits, and a supportive work environment that fosters…
Added 31 mins ago
OP
Electrical Plant Engineer
Ontario Power Generation
Atikokan, ON
- Full-time
Ontario Power Generation (OPG) is looking for a dynamic, strategic and results-driven professional to join our team in the role of Electrical Plant Engineer.
Added 31 mins ago
Manager, Local Sales, Calgary
Bell
Calgary, AB
Based in Calgary, the successful candidate will report to the Regional Sales Manager and assist with leading a talented sales team, foster a culture of collaboration and accountability, and…
Added 31 mins ago
A
Représentant(e) au développement des ventes | Sales Development Representative
Actalent
Sherbrooke, QC
- $55,000 to $60,000 CAD / year
- Full-time
…l’innovation et la rapidité de mise sur le marché, soutenant des initiatives d’ingénierie et de science qui font progresser la façon dont les entreprises servent le…
Added 31 mins ago
VI
Administrative Assistant, Diversity, Equity and Human Rights Office
Vancouver Island University
Nanaimo, BC
- $70,682 to $80,230 CAD / year
- Temporary
…perks of VIU employment are multiple, and include well-being initiatives and services, strategic discounts, and flexible work…
Added 31 mins ago
D
Alliance Marketing Manager, SAP 12 Month Fixed Term Contract
Deloitte
Toronto, ON
- Full-time
…reach across disciplines and borders to develop and lead global initiatives. We deliver strategic programs and services that unite our…
Added 31 mins ago
HR
Porter
Humber River Health
ON · Greater Toronto Area, ON
- Other
…participation in the North West Toronto Ontario Health Team are key initiatives important to our Team. At Humber River Health, we use a custom combination of technology and clinical…
Added 47 mins ago
NS
Scan for Safety Programme Manager (General) B8A
NHS Scotland
Saskatoon, SK
- Contract
1.0 x WTE Band 8A – Scan for Safety Programme Manager (General) – Ref 260558
Added 47 mins ago
General Manager, Ontario
F12.net
Markham, ON
The Position: Reporting to the COO, the General Manager (GM) is responsible for F12’s financial and operational performance at the provincial or regional level with a focus on driving…
Added 47 mins ago
M(
Manager, Premium Retention & Service
MLSE (Maple Leaf Sports & Entertainment Partnership)
Toronto, ON · Scotiabank Arena
- Full-time
A creative and innovative mindset, with the ability to develop programming, experiences and strategic initiatives that deepen client engagement and challenge traditional approaches.
Added 47 mins ago
S
Customer Success Manager - Core Clouds
Salesforce
Vancouver, BC · Toronto, ON · Canada - Toronto
- Full-time
The Customer Success Manager (CSM) is a versatile expert responsible for ensuring high-value customers who purchase the Signature Success Plan achieve a significant return on their…
Added 47 mins ago
A
Communications Manager
ADP
Toronto, ON · Etobicoke, Ontario
- Full-time
Develop and execute communications plans that support Canadian business priorities and strategic initiatives.
Added 47 mins ago
HF
Automation Systems Operator
Hilton Food Group Plc
Brantford, ON
- $21.63 to $27 CAD / hour
Support SOP documentation and continuous improvement initiatives.

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

Report this job