TN Visa Vice President Enterprise Sales Jobs
Vice President Enterprise Sales roles qualify for TN visa sponsorship under the USMCA's Management Consultant or Engineer categories, depending on your degree and the role's core duties. Canadian citizens can apply at the border or a U.S. consulate with no cap. Mexican citizens need a consular appointment. A qualifying bachelor's degree and a detailed job offer letter are non-negotiable.
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About Omada Health
Omada Health is on a mission to inspire and engage people in lifelong health, one step at a time. We are a virtual-first chronic care provider empowering people to achieve lasting health improvements in weight health, diabetes, hypertension, and musculoskeletal care while reducing costs for employers and health plans.
Job Overview
The Senior Director, Jumbo & Enterprise Employer Sales is a senior-level leader responsible for shaping and executing Omada's national new business growth strategy within the largest and most complex employer segments. This leader heads a strategic sales team accountable for driving revenue through Fortune 500 and large enterprise employers, and for leading the team responsible for the entire enterprise acquisition lifecycle from pipeline development to contracting.
As a department leader within the Employer Sales function, this role translates broad business goals into clear enterprise sales priorities and operating plans. The Senior Director ensures consistent execution, operational excellence, and market impact across a high-performing team. This role actively partners with executive leadership to advise on long-range strategic direction, inform product and marketing alignment, and represent Omada externally with employers, health plans, PBMs, and national consulting firms.
This position reports to the VP, Employer Sales.
Your Impact
Deliver Results
- Accountable for all execution and operational results related to new business growth in Jumbo and Enterprise segments.
- Develops and drives near-term strategic priorities for enterprise sales, ensuring alignment to corporate objectives and growth ambitions.
- Provides business intelligence and recommendations to executive leadership to influence broader commercial strategy and expansion opportunities.
- Owns accurate forecasting, pipeline integrity, and operational rigor across the national jumbo and enterprise sales organization.
Act Boldly
- Translates abstract growth objectives into executable national sales strategies with an emphasis on measurable results, team accountability, and enterprise impact.
- Provides decisive leadership and strategic direction when navigating complex negotiations, ambiguous deal structures, or evolving market conditions.
- Champions innovation in sales process design, incentive structures, and go-to-market enablement for large enterprise customers.
Seek Context
- Possesses deep understanding of industry dynamics including employer benefits trends, competitive landscape, and health plan contracting frameworks.
- Anticipates market shifts and regulatory or competitive factors influencing enterprise employer purchasing behavior.
- Influences product and marketing teams to ensure Omada's value proposition is relevant, differentiated, and responsive to market demand.
Succeed Together
- Partners with other department and function leaders marketing, channel sales, clinical, and product to ensure strategic alignment and organizational success.
- Represents Omada externally with C-suite stakeholders at national employers, consultants, and health plans, cultivating trust-based partnerships that drive scale.
- Leads and develops a team of exceptional sales professionals, fostering a culture of accountability, collaboration, and growth.
Cultivate Trust
- Builds trust across all levels approachable, transparent, and open to feedback from peers, team members, and executives alike.
- Invests in people's development, mentoring future leaders while establishing a culture grounded in integrity, shared success, and mutual respect.
Remember Why We're Here
- Consistently inspires others by demonstrating deep commitment to Omada's mission and values.
- Embodies a growth mindset, perseverance, and purpose-driven leadership motivating teams to deliver outcomes that improve health at scale.
Responsibilities Summary
- Lead the national new business team focused on Jumbo and Enterprise employer growth, achieving and exceeding revenue goals.
- Translate Omada's strategic direction into actionable enterprise sales plans, pipeline priorities, and defined operational metrics.
- Build Omada's prominence and credibility among national consultants, PBMs, and health plan partners.
- Partner with executive leadership on long-term strategies that position Omada as a leading chronic care and digital health partner to Fortune 500 organizations.
- Oversee enterprise sales forecasting, compensation design, and territory/advisor planning.
- Serve as a senior voice of the customer, representing enterprise client insights to refine Omada's GTM, product strategy, and competitive roadmap.
- Continually elevate sales skills, processes, and SOPs across the team to drive predictability and results.
Qualifications
- 10–15 years' experience leading enterprise sales or business development teams within healthcare, digital health, or benefits ecosystem.
- Demonstrated success engaging C-suite executives at Fortune 500 employer accounts and national consulting firms.
- Deep understanding of employer benefits strategy, purchasing frameworks, and health plan distribution networks.
- Strong strategic and analytical acumen able to balance long-term planning with operational execution.
- Track record of leading teams to deliver consistent quota overachievement.
- Exceptional communication, negotiation, and stakeholder management skills.
- BA/BS required; MBA or advanced degree preferred.
Benefits:
- Competitive salary with generous annual cash bonus
- Equity grants
- Remote first work from home culture
- Flexible Time Off to help you rest, recharge, and connect with loved ones
- Generous parental leave
- Health, dental, and vision insurance (and above market employer contributions)
- 401k retirement savings plan
- Lifestyle Spending Account (LSA)
- Mental Health Support Solutions
- ...and more!
It takes a village to change health care. As we build together toward our mission, we strive to embody the following values in our day-to-day work. We hope these hold meaning for you as well as you consider Omada!
- Cultivate Trust. We listen closely and we operate with kindness. We provide respectful and candid feedback to each other.
- Seek Context. We ask to understand and we build connections. We do our research up front to move faster down the road.
- Act Boldly. We innovate daily to solve problems, improve processes, and find new opportunities for our members and customers.
- Deliver Results. We reward impact above output. We set a high bar, we're not afraid to fail, and we take pride in our work.
- Succeed Together. We prioritize Omada's progress above team or individual. We have fun as we get stuff done, and we celebrate together.
- Remember Why We're Here. We push through the challenges of changing health care because we know the destination is worth it.
About Omada Health: Omada Health is a between-visit healthcare provider that addresses lifestyle and behavior change elements for individuals managing chronic conditions. Omada's multi-condition platform treats diabetes, hypertension, prediabetes, musculoskeletal, and GLP-1 management. With insights from connected devices and AI-supported tools, Omada care teams deliver care that is rooted in evidence and unique to every member, unlocking results at scale. With more than a decade of experience and data, and 29 peer-reviewed publications showcasing clinical and economic proof points, Omada's approach is designed to improve health outcomes and contain costs. Our customers include health plans, pharmacy benefit managers, health systems, and employers ranging from small businesses to Fortune 500s. At Omada, we aim to inspire and empower people to make lasting health changes on their own terms.
Omada is thrilled to share that we've been certified as a Great Place to Work!
We carefully hire the best talent we can find, which means actively seeking diversity of beliefs, backgrounds, education, and ways of thinking. We strive to build an inclusive culture where differences are celebrated and leveraged to inform better design and business decisions. Omada is proud to be an equal opportunity workplace and affirmative action employer. We are committed to equal opportunity regardless of race, color, religion, sex, gender identity, national origin, ancestry, citizenship, age, physical or mental disability, legally protected medical condition, family care status, military or veteran status, marital status, domestic partner status, sexual orientation, or any other basis protected by local, state, or federal laws.
Below is a summary of compensation ranges for this role in the following geographies:
California, New York State and Washington State Ranges: $418,040 - $472,600, Colorado Compensation Ranges: $408,560 - $460,700.
Range is indicative of On Target Earnings (OTE) and includes both base pay and commission at 100% achievement of established targets. Base salary is approximately 49% - 58% of total compensation range. This role is also eligible for equity grants. The actual offer, including the compensation package, is determined based on multiple factors, such as the candidate's skills and experience, and other business considerations.
Please click here for more information on our Candidate Privacy Notice.

About Omada Health
Omada Health is on a mission to inspire and engage people in lifelong health, one step at a time. We are a virtual-first chronic care provider empowering people to achieve lasting health improvements in weight health, diabetes, hypertension, and musculoskeletal care while reducing costs for employers and health plans.
Job Overview
The Senior Director, Jumbo & Enterprise Employer Sales is a senior-level leader responsible for shaping and executing Omada's national new business growth strategy within the largest and most complex employer segments. This leader heads a strategic sales team accountable for driving revenue through Fortune 500 and large enterprise employers, and for leading the team responsible for the entire enterprise acquisition lifecycle from pipeline development to contracting.
As a department leader within the Employer Sales function, this role translates broad business goals into clear enterprise sales priorities and operating plans. The Senior Director ensures consistent execution, operational excellence, and market impact across a high-performing team. This role actively partners with executive leadership to advise on long-range strategic direction, inform product and marketing alignment, and represent Omada externally with employers, health plans, PBMs, and national consulting firms.
This position reports to the VP, Employer Sales.
Your Impact
Deliver Results
- Accountable for all execution and operational results related to new business growth in Jumbo and Enterprise segments.
- Develops and drives near-term strategic priorities for enterprise sales, ensuring alignment to corporate objectives and growth ambitions.
- Provides business intelligence and recommendations to executive leadership to influence broader commercial strategy and expansion opportunities.
- Owns accurate forecasting, pipeline integrity, and operational rigor across the national jumbo and enterprise sales organization.
Act Boldly
- Translates abstract growth objectives into executable national sales strategies with an emphasis on measurable results, team accountability, and enterprise impact.
- Provides decisive leadership and strategic direction when navigating complex negotiations, ambiguous deal structures, or evolving market conditions.
- Champions innovation in sales process design, incentive structures, and go-to-market enablement for large enterprise customers.
Seek Context
- Possesses deep understanding of industry dynamics including employer benefits trends, competitive landscape, and health plan contracting frameworks.
- Anticipates market shifts and regulatory or competitive factors influencing enterprise employer purchasing behavior.
- Influences product and marketing teams to ensure Omada's value proposition is relevant, differentiated, and responsive to market demand.
Succeed Together
- Partners with other department and function leaders marketing, channel sales, clinical, and product to ensure strategic alignment and organizational success.
- Represents Omada externally with C-suite stakeholders at national employers, consultants, and health plans, cultivating trust-based partnerships that drive scale.
- Leads and develops a team of exceptional sales professionals, fostering a culture of accountability, collaboration, and growth.
Cultivate Trust
- Builds trust across all levels approachable, transparent, and open to feedback from peers, team members, and executives alike.
- Invests in people's development, mentoring future leaders while establishing a culture grounded in integrity, shared success, and mutual respect.
Remember Why We're Here
- Consistently inspires others by demonstrating deep commitment to Omada's mission and values.
- Embodies a growth mindset, perseverance, and purpose-driven leadership motivating teams to deliver outcomes that improve health at scale.
Responsibilities Summary
- Lead the national new business team focused on Jumbo and Enterprise employer growth, achieving and exceeding revenue goals.
- Translate Omada's strategic direction into actionable enterprise sales plans, pipeline priorities, and defined operational metrics.
- Build Omada's prominence and credibility among national consultants, PBMs, and health plan partners.
- Partner with executive leadership on long-term strategies that position Omada as a leading chronic care and digital health partner to Fortune 500 organizations.
- Oversee enterprise sales forecasting, compensation design, and territory/advisor planning.
- Serve as a senior voice of the customer, representing enterprise client insights to refine Omada's GTM, product strategy, and competitive roadmap.
- Continually elevate sales skills, processes, and SOPs across the team to drive predictability and results.
Qualifications
- 10–15 years' experience leading enterprise sales or business development teams within healthcare, digital health, or benefits ecosystem.
- Demonstrated success engaging C-suite executives at Fortune 500 employer accounts and national consulting firms.
- Deep understanding of employer benefits strategy, purchasing frameworks, and health plan distribution networks.
- Strong strategic and analytical acumen able to balance long-term planning with operational execution.
- Track record of leading teams to deliver consistent quota overachievement.
- Exceptional communication, negotiation, and stakeholder management skills.
- BA/BS required; MBA or advanced degree preferred.
Benefits:
- Competitive salary with generous annual cash bonus
- Equity grants
- Remote first work from home culture
- Flexible Time Off to help you rest, recharge, and connect with loved ones
- Generous parental leave
- Health, dental, and vision insurance (and above market employer contributions)
- 401k retirement savings plan
- Lifestyle Spending Account (LSA)
- Mental Health Support Solutions
- ...and more!
It takes a village to change health care. As we build together toward our mission, we strive to embody the following values in our day-to-day work. We hope these hold meaning for you as well as you consider Omada!
- Cultivate Trust. We listen closely and we operate with kindness. We provide respectful and candid feedback to each other.
- Seek Context. We ask to understand and we build connections. We do our research up front to move faster down the road.
- Act Boldly. We innovate daily to solve problems, improve processes, and find new opportunities for our members and customers.
- Deliver Results. We reward impact above output. We set a high bar, we're not afraid to fail, and we take pride in our work.
- Succeed Together. We prioritize Omada's progress above team or individual. We have fun as we get stuff done, and we celebrate together.
- Remember Why We're Here. We push through the challenges of changing health care because we know the destination is worth it.
About Omada Health: Omada Health is a between-visit healthcare provider that addresses lifestyle and behavior change elements for individuals managing chronic conditions. Omada's multi-condition platform treats diabetes, hypertension, prediabetes, musculoskeletal, and GLP-1 management. With insights from connected devices and AI-supported tools, Omada care teams deliver care that is rooted in evidence and unique to every member, unlocking results at scale. With more than a decade of experience and data, and 29 peer-reviewed publications showcasing clinical and economic proof points, Omada's approach is designed to improve health outcomes and contain costs. Our customers include health plans, pharmacy benefit managers, health systems, and employers ranging from small businesses to Fortune 500s. At Omada, we aim to inspire and empower people to make lasting health changes on their own terms.
Omada is thrilled to share that we've been certified as a Great Place to Work!
We carefully hire the best talent we can find, which means actively seeking diversity of beliefs, backgrounds, education, and ways of thinking. We strive to build an inclusive culture where differences are celebrated and leveraged to inform better design and business decisions. Omada is proud to be an equal opportunity workplace and affirmative action employer. We are committed to equal opportunity regardless of race, color, religion, sex, gender identity, national origin, ancestry, citizenship, age, physical or mental disability, legally protected medical condition, family care status, military or veteran status, marital status, domestic partner status, sexual orientation, or any other basis protected by local, state, or federal laws.
Below is a summary of compensation ranges for this role in the following geographies:
California, New York State and Washington State Ranges: $418,040 - $472,600, Colorado Compensation Ranges: $408,560 - $460,700.
Range is indicative of On Target Earnings (OTE) and includes both base pay and commission at 100% achievement of established targets. Base salary is approximately 49% - 58% of total compensation range. This role is also eligible for equity grants. The actual offer, including the compensation package, is determined based on multiple factors, such as the candidate's skills and experience, and other business considerations.
Please click here for more information on our Candidate Privacy Notice.
See all 187+ Vice President Enterprise Sales jobs
Sign up for free to unlock all listings, filter by visa type, and get alerts for new Vice President Enterprise Sales roles.
Get Access To All JobsTips for Finding TN Visa Sponsorship as a Vice President Enterprise Sales
Match your degree to the role classification
TN visa approval for VP Enterprise Sales hinges on aligning your degree field with the correct USMCA occupation category. A business degree supports Management Consultant classification; an engineering degree can support technical sales leadership roles. Mismatched credentials trigger denials.
Require a duties-specific offer letter
Your employer's offer letter must describe consulting or analytical functions, not just revenue targets and team headcount. CBP officers scrutinize VP-level sales roles closely. Push your hiring manager to specify client strategy, market analysis, and solution design responsibilities in writing.
Filter employers by recent visa filing experience
Target companies experienced with visa sponsorship in senior commercial roles. Use Migrate Mate to search VP Enterprise Sales positions filtered by employers with recent visa filings, so you're only engaging employers already familiar with supporting international talent.
Prepare for port-of-entry processing as a Canadian
Canadian citizens can apply for TN status directly at a land border or preclearance airport, skipping the consular queue entirely. Bring your offer letter, degree transcripts, and professional resume. CBP can approve on the spot, which matters when your start date is firm.
Understand the Mexican TN consular appointment process
Mexican citizens must schedule a consular interview and cannot use port-of-entry processing. The annual TN allocation for Mexican nationals is capped at 5,500. Book your appointment as early as your offer letter is signed to avoid delays tied to consulate backlogs.
Plan employer-side steps before your first day
TN status is employer-specific and role-specific. If your title, duties, or entity change after entry, you'll need a new TN. Confirm with your HR team that I-9 completion, USCIS verification through E-Verify, and any state-level registration are handled before your start date.
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Find Vice President Enterprise Sales JobsVice President Enterprise Sales TN Visa: Frequently Asked Questions
Does a Vice President Enterprise Sales role actually qualify for TN visa status?
It depends on how the role is classified and how the offer letter is written. VP Enterprise Sales roles most commonly qualify under the Management Consultant category, which requires that the position involves providing expert advice on business strategy, market analysis, or organizational structure. Roles framed purely around sales quotas and team management without an advisory or analytical component are at higher risk of CBP denial.
How does TN visa sponsorship compare to H-1B for a VP Enterprise Sales position?
TN visa sponsorship is significantly faster and more predictable for Canadian and Mexican professionals. There is no annual lottery, no cap for Canadians, and approval can happen at the port of entry in a single day. H-1B requires a March registration, a random lottery selection, and months of USCIS processing. For a senior commercial role with a firm start date, TN is the more practical path if you meet the USMCA occupation criteria.
What documents does my employer need to prepare for my TN application?
Your employer must provide a signed offer letter on company letterhead that specifies your job title, a description of duties that maps to an approved USMCA occupation category, your anticipated start date, and your compensation arrangement. The letter does not need USCIS pre-approval, but it must be detailed enough to satisfy a CBP officer at the port of entry or a consular officer reviewing your application.
Where can I find VP Enterprise Sales jobs with TN visa sponsorship?
Migrate Mate is built specifically for Canadian and Mexican professionals searching for U.S. roles with TN visa sponsorship. You can search VP Enterprise Sales positions filtered to employers who actively sponsor TN visa holders, which removes the friction of reaching out to companies that aren't familiar with USMCA work authorization or won't consider non-H-1B candidates.
Can I switch employers or get promoted after entering the U.S. on a TN visa?
Yes, but each change requires a new TN. TN status is tied to a specific employer and a specific role. If you change employers, receive a significant title change, or shift to a materially different set of duties, your existing TN is no longer valid for that work. Canadians can handle the new TN at a port of entry. Mexican citizens must return to a consulate for a new visa stamp.
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