Shield Program Lead
Ali Aydi
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 OperationsOwn 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 OversightManage 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 RetentionOwn 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 EconomicsOwn 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
MustPrior 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 QualificationsExperience in embedded insurance or property protection programs.Experience managing international programs and partner relationships.Experience implementing workflow automation, operational dashboards or claims management systems.**Please note that this is a Remote position**__________________________________________Compensation range: 120-140K OTE annually*Exact compensation may vary based on skills, experience, and location.*-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.Tags
Management and Finance Data Analysis Risk Management Strategic Planning and Performance ManagementDetails
Who may apply Canada Only As the board states it — check the description for country or time-zone limits.
#J-18808-Ljbffr
Program OperationsOwn 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 OversightManage 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 RetentionOwn 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 EconomicsOwn 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
MustPrior 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 QualificationsExperience in embedded insurance or property protection programs.Experience managing international programs and partner relationships.Experience implementing workflow automation, operational dashboards or claims management systems.**Please note that this is a Remote position**__________________________________________Compensation range: 120-140K OTE annually*Exact compensation may vary based on skills, experience, and location.*-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.Tags
Management and Finance Data Analysis Risk Management Strategic Planning and Performance ManagementDetails
Who may apply Canada Only As the board states it — check the description for country or time-zone limits.
#J-18808-Ljbffr
Vacancy posted 1 hour ago
Similar jobs that could be interesting for youBased on the Shield Program Lead in Winnipeg, MB vacancy
- # Shield Program LeadGuestyCanada OnlyFull timeRemote## About the roleHeadquarters: Canada URL: Guesty is the all-in-one platform helping hospitality... ...’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...SuggestedTemporary workRemote workWorldwide
- Reporting to the Director of Sustainability Services, the Program Lead is responsible for overseeing the implementation and continuous improvement of local CEIP programs. The Sustainability Services business unit of Alberta Municipalities houses the Clean Energy Improvement...SuggestedLong term contractFull timeTemporary workFor contractorsLocal areaNight shift
- ...souhaitez-vous progresser et développer de nouvelles compétences ? Alors ce poste est fait pour vous !Job Description A220 Maintenance program Manager / Responsable du programme de maintenance Airbus A220 English job description follows*** Description De L'emploi...SuggestedPermanent employmentContract workApprenticeshipWork at officeFlexible hours
$180k - $190k per year
Job Description Overview AtkinsRéalis is hiring a Program Scheduler to join our growing team. This position reports to the Planning and Scheduling... .... Collaborate with interface managers and other project leads to streamline scheduling processes and enhance overall project efficiency...SuggestedWork at officeFlexible hours$84.01k - $126.01k per year
...education and patient care. UHN has the largest hospital-based research program in Canada, with major research in neurosciences, cardiology,... ...: October 28, 2026 Position SummaryThe Program Development Lead will support grants, partnerships, and communications activities...SuggestedRemplacementPermanent employmentTraineeshipInternshipFlexible hours- The Utility Program Lead supports the successful delivery and continuous improvement of utility management services by leading client transitions, coordinating cross‑functional projects, and managing client reporting and governance activities. The role converts service...Contract work
$97.1k - $114.2k per year
...with excellent time management and organizational skills. In this role, you will have the option to participate in a flexible work program, enabling you to work from an approved flex location in British Columbia up to 85 days a year (equivalent to approximately two days a...Full timeTemporary workFlexible hours2 days per week- ...high-risk, and complex environments, delivering reliable medical support where it matters most.VIGILINT is seeking a Program Manager – ILS2 to lead our medical operations in support of the Indo-Pacific Logistics and Sustainment Services (ILS2) program.ILS2 provides integrated...Contract workFor contractorsWork at officeWorldwideFlexible hours
- Direct Ornge’s enterprise Workday program from planning through stabilization, coordinating vendors, technology teams, data migration, and... ...Mississauga.Reporting to the Manager, Project Management Office, this role leads delivery of Ornge’s Workday transformation across HR and Payroll....
- ...Manager to oversee project setup, execution, and completion across construction and related initiatives. You will partner with the Market Leader to establish best practices and keep leadership informed of key client and project issues affecting reputation. Ideal candidates bring...Contract work
- ...Senior Project Manager within Thomson Reuters’ CIO Strategy & Operations team. Work hybrid in Toronto while guiding complex technology programs and portfolios.This position combines subject matter expertise with autonomous execution across a global, matrixed organization. You...
- ...Salt XC in Toronto (Hybrid) is seeking a Creator Manager to lead influencer programs across a portfolio of clients. You are a highly organized operator who translates strategy into execution, ensuring content is engaging, on-brief, and performance-driven. You will connect...
- ...George Brown College in Toronto is seeking a Manager of startGBC (Entrepreneurship) to lead governance, program design, staff coaching, and fundraising for the entrepreneurship initiative. The role requires strong leadership, partnership-building, and strategic oversight....Long term contract3 days per week
- Bombardier seeks a strategic leader to head the Programs Profitability team in Aerospace Canada. You will work with finance and stakeholders to drive... ...portfolio oversight. You will analyze aircraft unit costs, lead cost-reduction initiatives with suppliers, manage schedules...Long term contract
- ...Manager for the Overhead Catenary System (OCS) and Traction Power Supply System (TPSS) within a major railway project in Canada. You will lead design, procurement, installation, testing and commissioning, ensuring safe, On-time, and within-budget delivery across the full...
- Lead platform delivery enablement at OpenTable while shaping operating mechanisms, AWS migration execution, and AI-assisted workflows in... ...Table, Product Engineering, and vendors. This technical hybrid program leader improves intake, prioritization, dependency management, readiness...
- Drive strategic safety programs for Interior Health from a flexible regional worksite, combining policy coordination and partner engagement... ...full-time role supports organization-wide prevention priorities.The Lead, People Safety & Prevention Strategy develops and monitors...Permanent employmentFull timeFlexible hours
- Project: End-to-End Testing Lead for a multi-year Finance Transformation.Job Summary Own and drive the end-to-end (E2E) testing strategy and delivery for the Finance Transformation program, with primary accountability for integrated E2E quality across Oracle and all upstream...
- Operations Program Delivery LeadThe Operations Program Delivery Lead is a key member of National Operations Services (NOS), a group dedicated to ensuring the scalability of Bird’s organization by providing strategic structure, alignment, and consistency across operations.This...Long term contractFixed term contract
- ...Affirm is scaling its global customer operations and seeks a senior leader to own the servicing operating model strategy across markets,... ..., and channels. You will guide a portfolio of cross‑functional programs, lead program managers, and adapt operations for new and...
- Lead program evaluation and regional projects with Interior Health from a flexible work location in the Central Okanagan Region. Apply project management experience.Interior Health seeks an experienced Project Lead, Evaluation for a part-time term expected to continue until...Part timeFlexible hours
- ...SAIT’s Teaching and Learning Commons invites applications for a Program Development Coordinator to lead the design, development, and governance of credit programs and major revisions, ensuring alignment with academic strategy and regulatory requirements. This role requires...
- Lead procedural world-building systems development with C++ and real-time engine knowledge in Anvil Pipeline’s Montréal office. This permanent role is fully on-site.As Procedural Systems Programming Team Lead, you will guide development within Anvil Pipeline. The position requires...Permanent employmentWork at office
- Start earning 2.9% interest with our High Interest Savings Account! Reporting to the Director of Sustainability Services, the Program Lead is responsible for overseeing the implementation and continuous improvement of local CEIP programs. The Sustainability Services business...Long term contractLocal area
- ...Autodesk is seeking a Business Operations Management Program Manager to drive cross-functional initiatives across Deal & Partner Operations from definition to implementation. You’ll translate requirements into scalable processes, guide multiple workstreams, and use data and...
- Lead airport infrastructure scheduling from AtkinsRéalis’ west-end Toronto project office, using complex planning and stakeholder coordination... ...schedules across the project lifecycle.AtkinsRéalis seeks a Lead Program Scheduler supporting a large-scale airport infrastructure project...Work at office
- Fishing Program Lead GuideBlachford Lodge by Arctic Kingdom At Arctic Kingdom, we create unforgettable northern experiences in some of the most breathtaking and remote landscapes in Canada. Blachford Lodge by Arctic Kingdom is a premier wilderness destination offering world...Seasonal workLive InLocal areaRemote work
- Cumming Group in Oakland, CA is seeking a Senior Project Manager to lead complex capital improvement and campus modernization projects within a university setting. You will oversee planning through closeout, managing budgets, schedules, consultants, contractors, and stakeholder...For contractors
- BGIS is seeking a Utility Program Lead to drive client transitions, coordinate cross-functional projects, and deliver timely, decision-ready reports. You will translate requirements into actionable plans, manage risks, and ensure governance across utility operations and finance...
- Take charge of sustainability initiatives with Alberta Municipalities as the Program Lead for Sustainability Services. Guide impactful CEIP programs while promoting energy efficiency and renewable upgrades. This role, reporting to the Director of Sustainability Services,...Long term contractLocal area
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Shield Program Lead. Be the first to apply!

