TN Visa Compliance Jobs
Compliance roles qualify for TN visa sponsorship under the USMCA for Canadian and Mexican professionals with degrees in law, business administration, or related fields. Employers prepare a support letter outlining your role and qualifications before your application, and Canadians can present that letter at a U.S. port of entry and receive TN status approved the same day.
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INTRODUCTION
WeDriveU is the leader in shared mobility solutions that connect communities, campuses, and workplaces. WeDriveU operates private shuttle and public transit systems across the U.S serving millions of passenger journeys a year. The company's 5,500+ team members operate 4,000 vehicles across 55 U.S. locations, providing safe, reliable and sustainable options as part of a global family of brands serving more than 1 billion bus and rail passengers on four continents.
Position Overview
WeDriveU is seeking a highly skilled Contract & Compliance Attorney to support our growing transportation operations with a focus on government contracting, bid support, regulatory compliance, and commercial legal matters. This role will partner closely with business development, operations, and leadership teams to provide strategic legal guidance throughout the contract lifecycle—from proposal development and contract negotiations through execution and dispute resolution.
The successful candidate will advise on all aspects of federal, state, and local government contracting, including Requests for Proposals (RFPs), Requests for Qualifications (RFQs), cooperative purchasing programs, and negotiated procurements. Responsibilities include identifying legal and commercial risks in procurement documents; advising on bid responsiveness and responsibility requirements; evaluating contract exceptions; interpreting procurement statutes, regulations, and agency policies; supporting competitive procurements and protests; negotiating contract terms, amendments, renewals, and change orders; advising on equitable adjustments and claims; and providing practical guidance on contract performance, compliance, and enforcement.
The ideal candidate will have experience supporting government contracts, public transportation, paratransit, shuttle, and mobility operations, with a strong understanding of public-sector procurement and compliance with applicable federal, state, and local transportation laws and regulations. This includes experience with Federal Transit Administration (FTA) requirements, Federal Motor Carrier Safety Administration (FMCSA) regulations, state departments of transportation and public utilities/public service commission requirements, ADA paratransit regulations, vehicle and driver compliance, operating authority and permitting, safety regulations, and other legal and regulatory requirements applicable to public transit, demand-response, commuter, and shuttle transportation services.
Key Responsibilities
- Provide legal guidance and support for government contracting activities, including RFP reviews, proposal submissions, bid strategy, and contract negotiations.
- Partner with business development teams to review solicitation requirements, identify legal risks, and support competitive proposal responses.
- Draft, review, and negotiate commercial agreements, subcontractor agreements, vendor contracts, and other business-related agreements.
- Advise operations teams on contract compliance obligations, performance requirements, and risk mitigation strategies.
- Monitor and interpret transportation-related regulations, including FTA, FMCSA, and other applicable federal, state, and local requirements.
- Support compliance initiatives, policies, procedures, and internal controls to ensure alignment with contractual and regulatory obligations.
- Assist with commercial disputes, claims management, and contract-related litigation matters.
- Collaborate with internal stakeholders and outside counsel on legal matters requiring specialized expertise.
- Provide practical, business-oriented legal advice to support operational and strategic objectives.
- Maintain awareness of changes in government contracting laws, transportation regulations, and industry trends.
- State DOT and Public Utilities/Public Service Commission regulations
- ADA complementary paratransit requirements
- Drug & Alcohol compliance (49 CFR Parts 40 and 655 where applicable)
- CDL and driver qualification requirements
- Vehicle inspections and maintenance compliance
- Operating authority, permits, and business licensing
- Safety Management Systems and regulatory reporting
- State-specific operating authority (e.g., CPUC, NYSDOT, etc., where applicable)
- Compliance with client contract requirements tied to regulated transit service
Required Qualifications
- Juris Doctor (J.D.) degree from an accredited law school and active bar membership.
- 7+ years of legal experience, preferably with a focus on government contracting, commercial contracts, or transportation-related matters.
- Experience reviewing and supporting government contracts, RFPs, and procurement processes.
- Strong understanding of contract compliance, risk management, and regulatory requirements.
- Experience interpreting and applying transportation regulations, including FTA and/or FMCSA requirements.
- Excellent negotiation, communication, and analytical skills.
- Ability to translate complex legal requirements into practical business solutions.
Preferred Qualifications
- Experience supporting the transportation, transit, fleet, mobility, or public-sector services industries.
- Experience with government agencies, municipal contracts, or public-private partnerships.
- Litigation, claims management, or dispute resolution experience.
- Familiarity with transportation operations, service contracts, and operational compliance requirements.
- Experience managing outside counsel and cross-functional legal projects.
We Offer
Physical Health
- Exceptional Medical, Dental, Vision, and Life Insurance benefits
Financial Health
- Competitive compensation packages
- 401(k) with 4% employer match
- Financial Wellness Tool
- Commuter Benefits
Emotional Health
- Employee Assistance Program (EAP)
- Unlimited PTO
- Paid holidays
- Pet & Legal Insurance
Personal Development
- On-the-job training and skills development
- Internal transfer opportunities for career growth
Benefits vary by position and location
WeDriveU is an equal opportunity employer. We celebrate diversity and are committed to creating an inclusive environment free of discrimination or harassment where thoughts and ideas of all employees are appreciated and respected. We value excellence and recognize that by respecting the diverse backgrounds, skills, and perspectives of our workforce, we will sustain a competitive advantage and remain an employer of choice. We also see diversity as more than policies; it is imperative for enabling us to attract, retain and develop the best talent available.
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Get Access To All JobsTips for Finding TN Visa Sponsorship in Compliance
Align your degree to the offer letter
CBP officers approve TN visa status on the spot, so your offer letter must explicitly connect your compliance role to your degree field. A letter citing general business experience instead of your specific credential is the most common border denial trigger.
Target regulated industries that sponsor frequently
Financial services, healthcare, and energy companies maintain standing compliance teams and are accustomed to sponsoring TN professionals. Searching by industry rather than job title surfaces openings where employers already understand the support letter process and what documentation is needed to facilitate a smooth port of entry or consulate appointment.
Use Migrate Mate to find experienced visa sponsorship employers
Filter Migrate Mate by the Compliance job category to reach employers with recent visa filings who are experienced with sponsoring work visas. Prioritizing those employers cuts the time you spend educating hiring managers about the TN visa process.
Confirm the employer drafts a support letter before your interview
Your employer drafts a TN support letter documenting your role, qualifications, and offered wage before you apply. Ask your recruiter during the offer stage whether their legal team prepares TN support letters in-house or works with outside counsel to handle the process.
Prepare a credential package for Canadian border crossings
Canadian citizens apply for TN status directly at a land port of entry or preclearance airport without a visa stamp. Bring your degree transcripts, professional certifications, and the employer's TN support letter in a single organized packet to avoid secondary inspection delays.
Understand the Mexican consular appointment requirement
Mexican nationals must apply at a U.S. consulate and obtain a TN visa stamp before entering to work, unlike Canadians who receive status at the border. Schedule your consular appointment immediately after your offer letter is finalized since wait times vary by post.
Compliance TN Visa: Frequently Asked Questions
Does a Compliance job qualify for TN visa status?
Compliance roles qualify under the TN visa category for professionals with a degree in law, business administration, finance, or a closely related field. The offer letter must describe duties that require that specific academic background. General business roles without a clear specialty occupation connection can be denied at the border or consulate.
How does TN compare to H-1B for Compliance professionals?
TN has no lottery and no annual cap for Canadians, so you can start a Compliance job any time of year without waiting for a selection round. H-1B visa requires a lottery entry each spring and a cap-subject slot. TN status also renews indefinitely in three-year increments as long as you hold a qualifying job offer.
Where can I find Compliance jobs that offer TN visa sponsorship?
Migrate Mate is built specifically for TN-eligible professionals and lets you filter Compliance openings by employers with recent visa filings. That means you spend less time on roles where you would have to explain the visa process from scratch and more time on conversations with employers already experienced in sponsoring work visas.
What documents does my employer need to provide for my TN application?
Your employer must give you a signed support letter detailing your job title, duties, the degree requirement for the role, your start date, and your wage. For Canadian applicants, this letter is presented at a U.S. port of entry along with your other supporting documents. For Mexican applicants, this letter is submitted as part of your TN visa application at a U.S. consulate. No government labor certification or federal agency filing is required from your employer before either application is submitted.
Can I switch Compliance employers while on TN status?
Yes, but you cannot start working for the new employer under your existing TN authorization. Canadians can apply for new TN status at a port of entry before the start date with the new employer. Mexican nationals must obtain a new TN visa stamp at a consulate. Your current TN status remains valid until you make the crossing or receive the new stamp.