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Added 12 mins ago
NY
New York Fries Hourly Supervisor - Vaughan
New York Fries
Concord, ON
- Full-time
Follow all New York Fries standards, outlined by the Store Manager, Regional Business Development Manager and New York Fries Executive team
Added 12 mins ago
CG
Unit Manager, Food Service
Compass Group Canada
London, ON
- Full-time
Now, If You Were To Come On Board As One Of Our Unit Manager, Food Service, We’d Ask You To Do The Following For Us
Added 12 mins ago
Sales Associate, Sales & Partnerships - Scotia iTRADE (Cantonese)
Scotiabank
Toronto, ON
The Sales Associate contributes to the overall success of the Sales & Partnerships team in Canada, ensuring specific individual goals and initiatives are delivered in support of the team’s…
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 12 mins ago
Senior Relationship Manager
Scotiabank
Hamilton, ON
The Senior Relationship Manager, Commercial is an automotive industry specialist in Dealer Finance who focuses on the development of new business opportunities and the cross-sell, up-sell,…
Added 12 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 12 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 12 mins ago
A
Co-Op Student - Project Support (DA)
AltaLink
Calgary, AB
- Other
At AltaLink, people are at the heart of our success. We are a team committed to doing the right thing for each other and our customers. We foster an environment that is inclusive,…
Added 12 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 12 mins ago
DT
Onsite Field Services Technician, Voisey’s Bay, NL
DXC Technology
NL · CAN NL Home based (CSC Location)
- Full-time
At DXC Technology, we believe strong connections and community are key to our success. Our work model prioritizes in-person collaboration while offering flexibility to support wellbeing,…
Added 12 mins ago
CF
Personal Trainer
Crunch Fitness Canada
Woodbridge, ON
- $18 to $20 CAD / hour
- Full-time
Inclusive Company Culture: Refer-a-friend incentives, free uniforms, manager-of-the-month perks, seminars, conferences, and team-building events (including lunches, dinners, and workouts),…
Added 27 mins ago
Specialist, Digital Account Manager
Bell
Montreal, QC
Success in this role relies on the ability of the Digital Account Manager to build a reputation of “trusted advisor” within the customer business and to develop strong relationships with…
Added 27 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 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
Senior Account Manager, LCS, Shopify
Google
Toronto, ON
…sales, knowledge of online media, and commitment to maximize customer success. You act like an owner, move with velocity through change, finding innovative and strategic ways to…
Added 27 mins ago
BR
Administrateur(trice) de location et de site / Leasing & Site Administrator
BGO Real Estate
Laval, QC
- Full-time
…maintaining accurate property records. The ideal candidate is customer-focused, detail-oriented, and enjoys working collaboratively to provide professional service to residents and…
Added 27 mins ago
Corporate Traveller - Senior Productivity Manager - Vancouver, BC
Flight Centre
BC
…a business for people who love travel, are team players and customer service…
Added 27 mins ago
GL
Branch Manager (12-month contract)
goeasy Ltd.
Chatham-Kent, ON · Chatham, ON
- Contract
Build superior customer sales experiences by welcoming and engaging customers in person, over the phone, and by email.
Added 27 mins ago
FN
Manager and Team Lead, Third Party Residential Underwriting - BMBE
First National Financial LP
Toronto, ON · East York, ON
- Full-time
We are hiring a Manager and Team Lead, Third Party Residential Underwriting - BMBE!
Added 27 mins ago
The Shoe Co. - Sales Associate
The Shoe Co.
Calgary, AB
As a (Part-time) Sales Associate, you will report to the Store Manager and assist in fostering inclusivity and diverse customer connections. In this role, you will be responsible for…
Added 27 mins ago
DSW: Sales Associate
DSW-Designer Shoe Warehouse
AB · Edmonton – South, Alberta
As a (Part-time) Sales Associate, you will report to the Store Manager and assist in fostering inclusivity and diverse customer connections. In this role, you will be responsible for…
Added 27 mins ago
DSW: Assistant Manager
DSW-Designer Shoe Warehouse
Edmonton, AB
As an Assistant Manager, you will report to the Store Manager and assist in leading the store environment, which fosters inclusivity and diverse customer connections. In this role, you will…
Added 27 mins ago
SMB Customer Success Manager
Guesty
Canada
As a Customer Success Manager, you will play a crucial role in maintaining and enhancing the relationships with our SMB clients. You will serve as the primary point of contact, ensuring…
Added 43 mins ago
BG
Service Technician - Shop_CA
Brandt Group of Companies
Prince George, BC
- Full-time
…complex diagnostics, service maintenance and repair work on customer and/or dealer owned equipment efficiently. They are also responsible for providing quality service to customers and…
Added 43 mins ago
Retail Store Manager
Fire & Flower Inc.
Sault Ste. Marie, ON
The Retail Store Manager is responsible for the daily operations and profitability of their assigned location(s), according to set goals and business objectives. Daily operations include…

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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