CareerPlan

Shield Program Lead

Canada, CanadaRemoteFull-time2026-11-01 → 2026-11-10
Remote

Core

Lead end-to-end operations and performance of Guesty Shield, a global property protection program for short-term rentals, managing internal claims teams, insurer partnerships, and customer retention.

Role type

Senior Program Lead (Insurance/Protection)

Builds

Global Shield program operations, claims resolution workflows, and commercial partnerships with insurers

Domain

Short-term rental / Vacation rental industry + Insurance

Required skills

Program management, Insurance operations, Team leadership, Commercial negotiation, Claims workflow management, Data analysis, Cross-functional leadership, Strategic planning

Preferred skills

Embedded insurance experience, International program management, Workflow automation implementation

Technologies

Claims management systems, Operational dashboards

Responsibilities

Own day-to-day program operations across all markets; Manage and develop the internal claims team; Oversee claims journey from submission to payment; Drive automation and process improvements; Lead commercial discussions and renewals with insurers; Own Shield retention performance and reduce churn; Track program revenue, margins, and operating costs

Seniority

Senior, hands-on IC