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 12 mins ago
TG
Cash Management Officer - Tax Intern
TMX Group
Toronto, ON
- $22 to $25 CAD / hour
- Full-time
…expertise, expert Excel skills, and a proven ability to reconcile complex financial data under tight…
Added 12 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 12 mins ago
Sales Associate, Sales & Partnerships - Scotia iTRADE (Cantonese)
Scotiabank
Toronto, ON
Contribute to the implementation of Scotia iTRADE marketing strategies (under the direction of the Manager) to maximize opportunities for business growth.
Added 12 mins ago
Senior Manager, Data Product Management
Scotiabank
Toronto, ON
The Senior Manager, Data Product Management, is a key role within the Global Wealth Management (GWM) Data Centre of Excellence (Data CoE). Reporting to the Director, Data Product…
Added 27 mins ago
MC
Manager, Business Banking Credit
Meridian Credit Union
Guelph, ON
- $79,100 to $110,000 CAD / year
- Full-time
Reporting to the Director, Sales & Service, the Manager, BBC Business Banking Credit role interfaces closely with Business Banking Centre (“BBC”) management and Business Credit Department…
Added 27 mins ago
KI
PL/SQL Developer in Montreal, QC- Canada - Interviews this weekend
KPG99 INC
Montreal, QC
- Contract
This was initially a Db2 dev position, since we didn't find resources for Db2 dev role, Manager relaxed a bit and changed the req to PL/SQL dev role with some experience in Db2 or…
Added 43 mins ago
Payroll Manager
Imperial Brady
Montreal, QC · Saint-Laurent, QC
The Payroll Manager is responsible for the leadership, administration, accuracy, and compliance of all payroll operations across Canada. This role oversees the day-to-day payroll function…
Added 43 mins ago
Payroll Manager, North America
Superior Plus Propane Talent Acquisition
Cambridge, ON
The Payroll Manager is responsible for leading and managing payroll operations across the United States and Canada. This role ensures accurate and timely payroll processing, compliance with…
Added 43 mins ago
O
Manager, Corporate Reporting and Financial Services
OPTrust
Toronto, ON
- Full-time
The Finance and Facilities Division is led by the Chief Financial Officer and includes accounting, operations, tax, and facilities functions and roles supporting OPTrust investment and…
Added 43 mins ago
MC
Manager, Business Banking Credit
Meridian Credit Union
Guelph, ON
- $79,100 to $110,000 CAD / year
- Full-time
Reporting to the Director, Sales & Service, the Manager, BBC Business Banking Credit role interfaces closely with Business Banking Centre (“BBC”) management and Business Credit Department…
Added 43 mins ago
TF
Senior Manager
the Finance Group
Ottawa, ON
- $130,000 to $150,000 CAD / year
- Full-time
the Finance Group (tFG) is recruiting an experienced Senior Manager – Public Accounting on behalf of our client, an established public accounting firm in Ottawa, Ontario.
Added 58 mins ago
P
Marketing Coordinator/Coordonnateur(trice) Marketing
Playground
Kahnawake 14 Réserve Indienne, QC
- Full-time
…rigorous operational oversight. Reporting to the Marketing Manager, the ideal candidate is a proactive "owner" who can manage high-volume communications, oversee complex procurement, and…
Added 58 mins ago
CC
Finance Manager
Context Creative
Toronto, ON
- Full-time
…vital public services. We make meaningful connections to solve complex communications and design challenges that affect real people and drive positive change. We're looking for someone who…
Added 58 mins ago
T
Compliance Associate Rotational Program
TD
Toronto, ON
- Full-time
…career, development and performance conversations with your manager, as well as access to an online learning platform and a variety of mentoring programs to help you unlock future…
Added 58 mins ago
T
Sr. Product Solution Analyst, TD Securities
TD
Toronto, ON
- Full-time
…technology solution team. This position reports directly to the Manager, Engineering within the Global Equity Derivatives & Synthetic Prime Solutions…
Added 58 mins ago
Coordinator, Accounting Services
City of Regina
Regina, SK
Lead or support corporate initiatives, training programs, special projects, and act as Manager, Accounting Services as required.
Added 1 hour ago
M
Program Manager, Investigation Services
Manulife
Halifax, NS · Kitchener, ON · Toronto, ON · Waterloo, ON · Montreal, QC
- Full-time
The Program Manager, Investigation Services is an exciting opportunity for an experienced insurance investigator who is ready to take the next step into people leadership. Leading a team of…
Added 1 hour ago
Manager - Treasury - FAAS - Assurance
EY
Toronto, ON
…insights our clients can rely on, every time. As a Treasury Manager you’ll play a leading role in that goal, driving growth and managing delivery teams using your treasury process…
Added 1 hour ago
Senior Consultant - FAAS - Treasury - Assurance
EY
Toronto, ON
…constantly updated and shared to develop simple answers to complex treasury challenges. What’s more, you’ll integrate seamlessly with other EY functions to effectively provide for our…
Added 1 hour ago
I-
Research Analys
IE - Career Portal
Canada
- Full-time
Ability to interpret complex information and communicate findings clearly.
Added 1 hour ago
R&
Project Manager – Finance Transformation
Robertson & Company Ltd.
Toronto, ON
- Contract
Project Manager – Finance Transformation (Oracle ERP)
Added 1 hour ago
KG
Intermediate Risk and Control Analyst
K&K Global Talent Solutions INC.
Toronto, ON
- Full-time
Propose solution to complex questions for brainstorming and guidance from director or manager
Added 1 hour ago
TI
Product Manager
Tekgence Inc
Toronto, ON
- Contract
We are looking for an experienced Product Manager with a strong background in banking and financial services. The ideal candidate will manage complex banking products and services, oversee…
Added 1 hour ago
NR
Accounts Payable Manager
Northern Reflections
Toronto, ON
- Full-time
Reporting to the Corporate Controller, the Accounts Payable Manager leads and oversees the end-to-end accounts payable operations, ensuring timely, accurate, and compliant transaction…
Added 1 hour ago
BL
Project Manager
Buttcon Limited
Ottawa, ON · Kanata, Ontario
- Full-time
Reporting to the Manager of Operations, the Project Manager will work directly with clients and various departments within the company to ensure a project is delivered on time and within…

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