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Short Term Rental Winter
January 22-23, 2026
JW Marriott Miami TurnberryAventura, FL

Justin James
Co-CEO at Claimpilot+
Speaker

Profile

Justin James is the Co-CEO of ClaimPilot+, a claims-management platform and service designed to help short-term rental hosts recover revenue lost to guest damage, violations, and denied reimbursement claims. With hands-on experience operating and scaling short-term rental businesses, Justin has firsthand knowledge of how often hosts leave money on the table due to incomplete documentation, inefficient workflows, and lack of familiarity with platform claims processes.

At ClaimPilot+, Justin focuses on strategy, operations, and product development, building systems that streamline evidence collection, claim submissions, and dispute escalation. His work centers on turning what is typically a reactive, time-consuming process into a repeatable, revenue-generating operation for hosts and property managers. Justin regularly speaks on leveraging claims as an overlooked income recovery channel and on using technology to professionalize short-term rental operations.

Agenda Sessions

  • Developing and streamlining your tech stack

    3:00pm