Leading the Charge in Systemic Change and Innovation
Trailblazing in Advocacy, Law, and Politics
Jessica Jamie Lehman — known publicly as Jessica Jamie — is at the forefront of transformative advocacy in the United States, combining her extensive institutional expertise across logistics, law, politics, and other fields to build new systems that champion improving the lives of those who are too often overlooked or ignored. Her work includes initiatives like helping spark the Orr v. Trump transgender and non-binary passport case, her Lehman v. City of Chicago case fighting to transform homelessness for disabled Americans and keep them from being institutionalized, her experience founding the Fifth Learn Corporation to promote various advocacy initiatives, and both directly helping others plus her other various advocacy initiatives. Learn more about her below…
Major Projects
Orr v. Trump (Trump v. orr, us supreme court)
Project Overview
On January 20th 2025, President Donald J. Trump signed Executive Order 14168 titled “Defending Women From Gender Ideology Extremism and Restoring Biological Truth to the Federal Government”. Section 3(d) of this order required that Passports be issued with one’s ‘sex at conception’.
On January 23rd, these requirements were implemented with no notice or comment period, bypassing the mandatory rulemaking process. I proceeded to popularize my core Administrative Procedure Act (APA) legal theories by starting a Reddit campaign to submit them en masse to the American Civil Liberties Union (ACLU), recruit prospective plantiffs, and raise light to the issue. This later resulted in a preliminary injunction going into effect for over 4 months before being stayed by the Supreme Court with little legal explanation (see Justice Jackson’s dissent), giving my community crucial life-saving time to get their documents updated after being cut off previously without warning.
Proof of Work and Documentation
Key Dates
Filed: February 7th, 2025
Preliminary Injunction Period:
June 17th – November 6th, 2025
Case Status: Ongoing
Lehman v. City of Chicago
1:26-cv-07202
Project Overview
Most Americans think of their cities and towns choosing to ‘give money to shelters’ as an act of charity. Federal disability law has disagreed with this assessment for nearly 36 years. Nearly half of homeless individuals in our country have some form of physical, intellectual, or psychiatric disability (Henry et al., 2022; summarized by Carleton College Accessibility Digest). Across the country, municipalities routinely fund congregate shelters, mass rooms holding dozens of people, while refusing to fund the non‑congregate placements such as hotels or private rooms that many disabled people require in order to remain safe and function. For people with sensory disabilities, psychiatric disabilities, mobility impairments, chronic illness, or immune‑system vulnerabilities, these crowded environments are dangerous and destabilizing. When disabled people inevitably destabilize in these environments and end up in hospitals, nursing homes, jails, or psychiatric crisis units, the public costs explode and far exceed the cost of simply temporarily paying for a private room until they can achieve permanent housing.
It is not just fiscally irrational and immoral, it is also illegal. The ADA has never distinguished between a sensory-safe room in school for autistic kids and a quiet private room instead of a noisy shelter floor for when they grow up. This is why I am suing the City of Chicago to help establish a precedent that saves taxpayers millions and forces municipalities to give disabled residents the accessible placements that federal law requires.
Fifth Learn Corporation
Project Overview
This small gaming group grew into a nonprofit corporation serving over 10,000 members dedicated to helping LGBTQ+ youth, students struggling with mental health, and those navigating school in the real world with disabilities. Provided our members with coming-out support, school navigation, peer support, referrals, and community building.
Imagine a virtual roleplay school ruled by the students, where judgment and day-to-day expectations are thrown out the window in the name of fun. Fun and interactive classes, music parties, and our amazingly caring community were just the start! We succeeded in our movement to change the landscape of how members of the ROBLOX community have fun and socialize.
Take a Trip Down Memory Lane
Key Dates
Founded: September 3rd, 2014
Operations Ended: January 1st, 2023