TN Visa Head Of Customer Success Jobs
Head of Customer Success roles qualify for TN visa sponsorship under the USMCA's Management Consultant category when the position involves strategic client retention, team leadership, and measurable business outcomes. Canadian citizens can apply at the border or a U.S. consulate without a cap; Mexican citizens are subject to a 5,500 annual allocation.
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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 Head Of Customer Success
Frame your credentials around Management Consultant criteria
TN visa approval hinges on the Management Consultant category, not a customer success job title. Your resume and support letter must emphasize analytical methodology, organizational recommendations, and measurable client outcomes rather than day-to-day account management tasks.
Target employers experienced with visa sponsorship
SaaS companies and enterprise software firms with recent visa filings are far more likely to understand work visa sponsorship processes. By identifying employers with a track record of sponsoring work visas, you can focus your applications on companies experienced with the paperwork and requirements involved in hiring international talent.
Secure a detailed employer support letter before crossing the border
Canadians can get TN status at a port of entry, but a vague offer letter is the most common reason for a secondary inspection. The letter must describe your specific duties, your degree's relevance, and the temporary nature of the engagement.
Use Migrate Mate to find sponsoring employers efficiently
Searching broadly wastes time if employers haven't sponsored TN workers before. Migrate Mate filters Head of Customer Success listings by verified sponsorship history, so you're applying to companies already equipped to file on your behalf.
Clarify TN scope if your role spans product and success functions
Hybrid titles like VP of Customer Experience that blend product feedback loops with retention strategy can create category ambiguity at adjudication. Work with your employer to scope the offer letter duties narrowly within management consulting functions.
Understand the difference between Canadian and Mexican TN procedures
Mexican citizens must obtain a TN visa stamp at a U.S. consulate before entry and cannot self-petition at the border like Canadians. Factor in consular appointment wait times and the 5,500 annual cap when planning your start date with an employer.
Head Of Customer Success TN Visa: Frequently Asked Questions
Does a Head of Customer Success role qualify for a TN visa?
It can qualify under the Management Consultant category, but the job duties must align with that classification. Roles centered on strategic client retention analysis, cross-functional recommendations, and measurable business improvement map well. Positions that are primarily account management or support escalation coordination are harder to justify under USMCA's category definitions.
How does TN compare to H-1B for a Head of Customer Success position?
TN has no lottery, no annual cap for Canadians, and no lengthy USCIS petition wait for port-of-entry applicants. H-1B visa requires winning a lottery and waiting months for adjudication. The tradeoff is that TN is strictly nonimmigrant with no dual intent, while H-1B allows you to pursue a green card simultaneously.
What documents does my employer need to provide for TN sponsorship?
Your employer must supply a signed offer letter on company letterhead specifying your job title, a detailed description of consulting-oriented duties, your start date, the temporary nature of the role, and your qualifications. For Canadian applicants at a port of entry, this letter is your primary filing document alongside your degree credential.
Where can I find Head of Customer Success jobs that offer TN visa sponsorship?
Most general job boards don't filter by TN sponsorship willingness, which means you spend significant time on employers who won't or can't file. Migrate Mate is built specifically for USMCA professionals and lets you search Head of Customer Success listings by verified sponsorship history, saving the back-and-forth of asking each employer individually.
Can I renew my TN status indefinitely in a Head of Customer Success role?
TN status is granted in three-year increments with no statutory limit on renewals, provided your role continues to meet the Management Consultant criteria and remains temporary in nature. USCIS can scrutinize repeat renewals for evidence of indefinite intent, so your employer should document the ongoing project-based or consultative scope of your work at each renewal.