[Hiring] Property Tax Appeals Consultant @Jerry.ai

Role Description

This contract-based, hourly consulting position is ideal for someone with deep expertise in Florida's property tax appeal system who can serve as a trusted advisor. There is also potential for this opportunity to evolve into a mutually beneficial partnership as we expand our property tax offering.

As our Property Tax Appeals Consultant, you will support Jerry's team by providing:

• Regulatory insight: Clarifying Florida statutes, administrative rules, and compliance obligations for property tax appeals.
• County-specific knowledge: Advising on local nuances across Florida's counties, with a focus on the major markets.
• Filing processes: Guiding us through the petition filing process, and explaining requirements for online vs. paper submissions.
• Hearing procedures: Sharing best practices on the Value Adjustment Board process, special magistrate hearings, and effective appeal preparation.

Qualifications

• Have direct experience in Florida's property tax appeal system — through your own practice, an established firm, or a government office.
• Possess deep knowledge of county-level procedures, deadlines, and regulations, especially in Florida's largest counties.
• Are an innovative thinker who combines creative problem-solving with a strong commitment to regulatory compliance.
• Are available to consult remotely on an as-needed, hourly basis.

Requirements

• Expertise in Florida's property tax appeal system.
• Knowledge of county-level procedures and regulations.
• Ability to provide regulatory insight and guidance on filing processes.
• Experience with hearing procedures and best practices.

Benefits

• Comprehensive benefits package for regular employees including health, dental, and vision coverage.
• Paid time off and paid parental leave.
• 401(K) plan with employer matching.
• Wellness benefits.
• Equity opportunities may also be part of your total rewards package.

Company Description

Jerry.ai is building an AI agent to manage the physical assets people spend the most on — their cars and their homes. We started with car insurance in 2019, grew to 5M+ customers, raised $240M+, and reached profitability in 2024. We've since expanded into home, motorcycle, and RV insurance.

Your car and your home are your most expensive assets. And for most people, these aren't just purchases, they're the physical embodiment of the life you've worked hard to build. Yet the experience of owning them is stuck in the 90s. Every step of the journey — buying, insuring, maintaining, repairing, selling — is fragmented, complicated, and expensive.

Imagine having a trusted friend in your pocket who takes care of everything: they find you the right car or home at the right price, lock in the best insurance rate without you lifting a finger, remind you before that service appointment turns into an expensive repair or, worse, an accident, and help you sell at the best price when the time is right. That friend is Jerry.

We’re fully remote with offices in Palo Alto, New York, Chicago, and Toronto.