[Hiring] Ad Valorem Assessment Advisor @Jerry.ai

Role Description

Your car and your home are your most important assets, yet the experience of owning them is stuck in the 90s. Every part of the journey – insurance, repairs, financing, maintenance – is fragmented, complicated, and expensive. Jerry is building the first app to manage it all.

The next frontier is helping people with the cost of owning a home. Property tax appeals is one of the first offerings we're building – and the Florida appeals season is starting.

• This is a domain where being 90% right isn’t going to cut it.
• Florida's Value Adjustment Board process has a 25-day filing window, a partial-payment requirement that silently kills otherwise-valid petitions, and 67 counties that each run the process differently.
• We need someone who has lived inside that system to pressure-test it.
• This is a deliberately narrow engagement – a few hours a week from someone excellent.
• The work is advisory: reviewing what we build, flagging what won't survive contact with the VAB, and telling us when we're wrong before it costs a customer.

Qualifications

• 5+ years of direct, hands-on Florida experience filing residential property tax appeals.
• Personal experience filing or arguing petitions before a Florida VAB, or adjudicating them as a special magistrate.
• No active conflict: not currently advising another company building consumer property tax appeal software.
• Florida-based strongly preferred, given county-level familiarity requirements.

Requirements

• Regulatory grounding: Clarify how things like Chapter 194, F.S. and the DOR uniform rules (12D-9, 12D-10) operate in practice and not only how they read on paper.
• County-level reality: Walk us through how the Property Appraiser's offices and VABs actually differ across the volume counties: Miami-Dade, Broward, Palm Beach, Hillsborough, Orange, Duval, Pinellas, and Lee.
• Filing mechanics: TRIM notice timing, the 25-day window, DR-486 and its variants, e-filing versus paper, and the §194.014 partial-payment requirement – guide us through the process.
• Hearings and evidence: Help build a flow that actually wins in front of a special magistrate – comparable selection, the 15-day and 7-day evidence exchange windows, and condition-based arguments.

Benefits

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