TN Visa Director Head Of Jobs
Director and Head of roles qualify for TN visa sponsorship under the USMCA when the position meets the specialty occupation standard for management analysts or other qualifying TN categories. Canadian citizens can apply at the port of entry without a cap; Mexican citizens require a consular appointment. Your employer must confirm the role fits an approved TN occupation list.
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Get Access To All JobsINTRODUCTION
Serves as the senior-most legal and compliance leader for the Allegiance business, acting as a trusted advisor to executive leadership and a key member of the executive team. Partners with Cigna legal counsel and enterprise leadership to proactively manage legal, regulatory, contractual, and enterprise risk matters enabling strategic objectives while protecting the organization’s reputation and fiduciary obligations. Demonstrates executive professionalism, sound judgment, and discretion in all interactions with employees, clients, regulators, vendors, and the public, and serves as a visible role model for the Company.
ROLE AND RESPONSIBILITIES
- Provide strategic, practical legal counsel to senior leadership across business lines, balancing risk with business priorities
- Lead legal and regulatory support, including monitoring developments and serving as a key liaison with regulators and external partners
- Oversee outside counsel engagement, performance, and spend to ensure effective and cost-efficient legal services
- Provide legal and compliance guidance across core functions, including sales, client onboarding, RFPs, contracting, and operations
- Review, draft, and negotiate complex agreements (e.g., vendor, provider, BAAs, licensing) and establish contracting standards
- Support corporate governance and entity management activities, including filings and documentation
- Oversee regulatory inquiries, complaints, and data requests, ensuring accurate and timely responses
- Provide legal oversight for key operational areas (e.g., appeals, subrogation, overpayments, Medicare secondary payer matters)
- Partner with business leaders to resolve escalated client issues and ensure compliant, risk-aligned outcomes
- Lead and enhance the compliance program, including HIPAA Privacy and Security, training, monitoring, investigations, and incident response
- Support accreditation and audit readiness efforts (e.g., URAC) and policy governance
- Lead and develop Legal and Compliance team members, including direct oversight of the Compliance Director
BASIC QUALIFICATIONS
- JD required
- 10+ years of progressive legal experience, with significant experience within a TPA, health plan, or highly regulated healthcare environment required
- Direct TPA experience strongly preferred, with demonstrated understanding of operations, regulatory requirements, and client-facing dynamics
- Proven experience leading and developing teams, including ability to coach, influence, and drive performance
- Demonstrated executive presence, with ability to effectively engage, influence, and advise senior leadership and external stakeholders
- Strong knowledge of applicable laws and regulations (e.g., ERISA, HIPAA, insurance/TPA operations, contracting, employment law)
- Experience supporting or leading compliance programs, including policy development, training, monitoring, and investigations
- Exceptional judgment and ability to provide practical, risk-based legal guidance in a complex environment
- Strong analytical, drafting, and negotiation skills
- Ability to manage competing priorities and operate effectively in a fast-paced, evolving environment
- High level of professionalism, discretion, and ability to handle sensitive matters
This is a remote role with periodic travel expected (monthly and quarterly) for team meetings, leadership engagement, and key business needs.
If you will be working at home occasionally or permanently, the internet connection must be obtained through a cable broadband or fiber optic internet service provider with speeds of at least 10Mbps download/5Mbps upload.
COMPENSATION
- Salary Range: $171,800 - $286,400 USD / yearly, depending on relevant factors, including experience and geographic location
This role is also anticipated to be eligible to participate in an annual bonus and long term incentive plan.
BENEFITS
At The Cigna Group, you’ll enjoy a comprehensive range of benefits, with a focus on supporting your whole health. Starting on day one of your employment, you’ll be offered several health-related benefits including medical, vision, dental, and well-being and behavioral health programs. We also offer 401(k), company paid life insurance, tuition reimbursement, a minimum of 18 days of paid time off per year and paid holidays. For more details on our employee benefits programs, click here.
ABOUT CIGNA HEALTHCARE
Cigna Healthcare, a division of The Cigna Group, is an advocate for better health through every stage of life. We guide our customers through the health care system, empowering them with the information and insight they need to make the best choices for improving their health and vitality. Join us in driving growth and improving lives.
Qualified applicants will be considered without regard to race, color, age, disability, sex, childbirth (including pregnancy) or related medical conditions including but not limited to lactation, sexual orientation, gender identity or expression, veteran or military status, religion, national origin, ancestry, marital or familial status, genetic information, status with regard to public assistance, citizenship status or any other characteristic protected by applicable equal employment opportunity laws.
If you need a reasonable accommodation to complete the online application process, please email seeyourself@thecignagroup.com for assistance. Please note that this email inbox is dedicated to accommodation requests only and cannot provide application updates or accept resumes.
The Cigna Group has a tobacco-free policy and reserves the right not to hire tobacco/nicotine users in states where that is legally permissible. Candidates in such states who use tobacco/nicotine will not be considered for employment unless they enter a qualifying smoking cessation program prior to the start of their employment. These states include: Alabama, Alaska, Arizona, Arkansas, Delaware, Florida, Georgia, Hawaii, Idaho, Iowa, Kansas, Maryland, Massachusetts, Michigan, Nebraska, Ohio, Pennsylvania, Texas, Utah, Vermont, and Washington State.
Qualified applicants with criminal histories will be considered for employment in a manner consistent with all federal, state and local ordinances.
INTRODUCTION
Serves as the senior-most legal and compliance leader for the Allegiance business, acting as a trusted advisor to executive leadership and a key member of the executive team. Partners with Cigna legal counsel and enterprise leadership to proactively manage legal, regulatory, contractual, and enterprise risk matters enabling strategic objectives while protecting the organization’s reputation and fiduciary obligations. Demonstrates executive professionalism, sound judgment, and discretion in all interactions with employees, clients, regulators, vendors, and the public, and serves as a visible role model for the Company.
ROLE AND RESPONSIBILITIES
- Provide strategic, practical legal counsel to senior leadership across business lines, balancing risk with business priorities
- Lead legal and regulatory support, including monitoring developments and serving as a key liaison with regulators and external partners
- Oversee outside counsel engagement, performance, and spend to ensure effective and cost-efficient legal services
- Provide legal and compliance guidance across core functions, including sales, client onboarding, RFPs, contracting, and operations
- Review, draft, and negotiate complex agreements (e.g., vendor, provider, BAAs, licensing) and establish contracting standards
- Support corporate governance and entity management activities, including filings and documentation
- Oversee regulatory inquiries, complaints, and data requests, ensuring accurate and timely responses
- Provide legal oversight for key operational areas (e.g., appeals, subrogation, overpayments, Medicare secondary payer matters)
- Partner with business leaders to resolve escalated client issues and ensure compliant, risk-aligned outcomes
- Lead and enhance the compliance program, including HIPAA Privacy and Security, training, monitoring, investigations, and incident response
- Support accreditation and audit readiness efforts (e.g., URAC) and policy governance
- Lead and develop Legal and Compliance team members, including direct oversight of the Compliance Director
BASIC QUALIFICATIONS
- JD required
- 10+ years of progressive legal experience, with significant experience within a TPA, health plan, or highly regulated healthcare environment required
- Direct TPA experience strongly preferred, with demonstrated understanding of operations, regulatory requirements, and client-facing dynamics
- Proven experience leading and developing teams, including ability to coach, influence, and drive performance
- Demonstrated executive presence, with ability to effectively engage, influence, and advise senior leadership and external stakeholders
- Strong knowledge of applicable laws and regulations (e.g., ERISA, HIPAA, insurance/TPA operations, contracting, employment law)
- Experience supporting or leading compliance programs, including policy development, training, monitoring, and investigations
- Exceptional judgment and ability to provide practical, risk-based legal guidance in a complex environment
- Strong analytical, drafting, and negotiation skills
- Ability to manage competing priorities and operate effectively in a fast-paced, evolving environment
- High level of professionalism, discretion, and ability to handle sensitive matters
This is a remote role with periodic travel expected (monthly and quarterly) for team meetings, leadership engagement, and key business needs.
If you will be working at home occasionally or permanently, the internet connection must be obtained through a cable broadband or fiber optic internet service provider with speeds of at least 10Mbps download/5Mbps upload.
COMPENSATION
- Salary Range: $171,800 - $286,400 USD / yearly, depending on relevant factors, including experience and geographic location
This role is also anticipated to be eligible to participate in an annual bonus and long term incentive plan.
BENEFITS
At The Cigna Group, you’ll enjoy a comprehensive range of benefits, with a focus on supporting your whole health. Starting on day one of your employment, you’ll be offered several health-related benefits including medical, vision, dental, and well-being and behavioral health programs. We also offer 401(k), company paid life insurance, tuition reimbursement, a minimum of 18 days of paid time off per year and paid holidays. For more details on our employee benefits programs, click here.
ABOUT CIGNA HEALTHCARE
Cigna Healthcare, a division of The Cigna Group, is an advocate for better health through every stage of life. We guide our customers through the health care system, empowering them with the information and insight they need to make the best choices for improving their health and vitality. Join us in driving growth and improving lives.
Qualified applicants will be considered without regard to race, color, age, disability, sex, childbirth (including pregnancy) or related medical conditions including but not limited to lactation, sexual orientation, gender identity or expression, veteran or military status, religion, national origin, ancestry, marital or familial status, genetic information, status with regard to public assistance, citizenship status or any other characteristic protected by applicable equal employment opportunity laws.
If you need a reasonable accommodation to complete the online application process, please email seeyourself@thecignagroup.com for assistance. Please note that this email inbox is dedicated to accommodation requests only and cannot provide application updates or accept resumes.
The Cigna Group has a tobacco-free policy and reserves the right not to hire tobacco/nicotine users in states where that is legally permissible. Candidates in such states who use tobacco/nicotine will not be considered for employment unless they enter a qualifying smoking cessation program prior to the start of their employment. These states include: Alabama, Alaska, Arizona, Arkansas, Delaware, Florida, Georgia, Hawaii, Idaho, Iowa, Kansas, Maryland, Massachusetts, Michigan, Nebraska, Ohio, Pennsylvania, Texas, Utah, Vermont, and Washington State.
Qualified applicants with criminal histories will be considered for employment in a manner consistent with all federal, state and local ordinances.
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Get Access To All JobsTips for Finding TN Visa Sponsorship in Director Head Of
Match your title to TN-approved categories
Director and Head of roles don't appear verbatim on the TN visa occupation list. You'll need to map your actual duties to a qualifying category, such as Management Consultant, to meet CBP's specialty occupation standard at the port of entry.
Assemble a duties-forward support letter
Your employer's TN support letter should describe your day-to-day responsibilities in functional terms, not just your title. CBP officers assess the role's substance, and a vague letter citing only seniority is a common reason for secondary inspection delays.
Target employers with existing cross-border operations
Companies that already employ Canadian or Mexican professionals in leadership roles are far more likely to understand TN sponsorship mechanics. Filtering your search to firms with established USMCA-experience shortens the education cycle during offer negotiations.
Use Migrate Mate to find verified TN-sponsoring employers
Searching broadly for executive roles wastes time on employers unfamiliar with TN filing. Migrate Mate filters for companies actively sponsoring TN visa holders, so your outreach goes to employers who've already cleared the learning curve for this category.
Negotiate TN filing before signing your offer letter
Confirm in writing that your employer will prepare the TN support letter and cover any associated filing costs before you accept. Some companies initially classify Director hires as H-1B visa petitions, which triggers the lottery and delays your start date by months.
Prepare for CBP scrutiny on managerial versus specialty status
CBP officers at land border ports sometimes question whether a Director role requires specialized knowledge or simply managerial authority. Bring credentials, org charts, and a concise explanation of the analytical or technical expertise the role demands to preempt that challenge.
Director Head Of TN Visa: Frequently Asked Questions
Does a Director or Head of role actually qualify for a TN visa?
It depends on how the role is structured and described. TN visas require the position to fit a specific occupation on the USMCA-approved list. A Director of Finance could qualify under Accountant, and a Head of Operations might qualify under Management Consultant, but the duties must genuinely match the category. A title alone is not enough; CBP evaluates the functional responsibilities.
How does the TN visa compare to H-1B for Director-level roles?
The TN visa has no lottery, no annual cap for Canadians, and Canadian citizens can be approved at a port of entry the same day. H-1B requires a lottery entry in March, a months-long petition process, and a start date no earlier than October 1. For Director roles where a company needs to fill the seat quickly, TN is structurally faster when the occupation category fits.
Can I search for Director jobs that already sponsor TN visas?
Yes. Migrate Mate lets you search specifically for Director and Head of roles at employers with recent visa filings, so you're not spending outreach energy on companies that haven't navigated work visa sponsorship before. Filtering by employer experience with visa sponsorship is especially useful at the executive level, where hiring timelines are tight and employer unfamiliarity with the TN process can stall an offer.
What documents does my employer need to prepare for my TN application?
Your employer must provide a detailed support letter on company letterhead that states your job title, describes your specific duties, confirms the TN occupation category being used, and explains why a bachelor's degree or higher in a relevant field is required for the role. For Canadian citizens applying at the border, this letter plus your credentials and the CBP filing fee are typically sufficient.
What happens if CBP denies my TN application at the port of entry?
A denial at the border doesn't bar you from reapplying, but you'll need to address the officer's specific objection before your next attempt. Common reasons include an insufficient employer letter, a mismatch between your credentials and the TN category claimed, or a role that CBP views as primarily managerial rather than specialty. Canadian citizens can also shift to consular processing in Canada if port-of-entry attempts are unsuccessful.