Remote Director Head Of Jobs
Remote Director Head Of jobs are open across the U.S. at remote-first firms and distributed teams in CVS Health, G-P, and Advyzon. Demand is active in Insurance, Agriculture & Farming, and Technology & Software, where organizations increasingly staff senior leadership roles without requiring on-site presence. Find a role that fits below and apply directly.
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We’re building a world of health around every individual — shaping a more connected, convenient and compassionate health experience. At CVS Health®, you’ll be surrounded by passionate colleagues who care deeply, innovate with purpose, hold ourselves accountable and prioritize safety and quality in everything we do. Join us and be part of something bigger – helping to simplify health care one person, one family and one community at a time.
Position Summary
As part of the Commercial Product and Experience organization, the Lead Director, Head of Product Execution role is responsible for leading the Product Execution function across national accounts and regional teams, ensuring product strategy is translated into field-ready execution, market-facing storytelling, and measurable adoption performance.
This role sets the direction, priorities, and operating model for the team (approximately 6 direct reports), ensuring consistent support for field sales, product education, client and broker presentations, and execution against territory product adoption goals.
Partnering closely with sales leadership and product owners, this leader is accountable for building a high-performing function that connects product strategy to market performance.
The position may be remote or hybrid anywhere in the US depending on candidate location and commute to a hub location. East or Central preferred.
Key Responsibilities
Lead the overall Product Execution function, including team direction, role clarity, prioritization, and performance management
Define and drive a consistent approach to how product strategy is activated across national accounts and regional teams
Partner with sales leadership and product owners to align priorities, territory needs, and field execution objectives
Establish expectations for product education, field updates, client and broker presentations, and product storytelling across the team
Ensure the team is effectively supporting product adoption, territory performance, and field readiness goals
Drive consistency in how product updates, presentations, and adoption priorities are communicated and executed across territories
Monitor territory-level product performance, adoption signals, and execution effectiveness to inform priorities and team focus
Build operating rhythms, measures, and decision frameworks that strengthen execution discipline across the function
Support leadership visibility into team performance, market opportunities, and territory-level product execution needs
Qualifications
10+ years of experience in field sales leadership, product strategy, product execution, sales enablement, market-facing product roles, or related leadership roles
Strong experience in payor-focused products, healthcare solutions, or closely related market segments
Demonstrated success leading customer- or field-facing teams in highly matrixed environments
Experience partnering closely with sales leadership and product owners to translate strategy into market execution
Strong strategic thinking and organizational leadership skills
Strong executive communication and stakeholder influence skills
Ability to lead through others, create team clarity, and drive consistent execution across distributed coverage models
Strong analytical and operational judgment, with the ability to connect execution activity to market performance
Success Profile
The strongest candidates for this role will bring:
A strong functional leadership mindset
Clear judgment about how to translate product strategy into field execution at scale
The ability to build team consistency without losing responsiveness to market needs
Strong partnership instincts with both sales and product leaders
Executive presence and the ability to align multiple stakeholders around shared priorities
A disciplined approach to performance, operating rhythm, and accountability
What “Great” Looks Like:
The Product Execution function operates with clear priorities, role clarity, and strong execution discipline
Sales teams have stronger product understanding and more consistent support across territories
Client, broker, and prospect presentations are sharper, more consistent, and better aligned to product strategy
Territory product adoption goals are clearer, better measured, and more effectively supported by the team
Leadership experience that functions as a reliable bridge between product strategy and market performance
Education
Bachelor's degree preferred/specialized training/relevant professional qualification.
Pay Range
The typical pay range for this role is:
$100,000.00 - $231,540.00
This pay range represents the base hourly rate or base annual full-time salary for all positions in the job grade within which this position falls. The actual base salary offer will depend on a variety of factors including experience, education, geography and other relevant factors. This position is eligible for a CVS Health bonus, commission or short-term incentive program in addition to the base pay range listed above. This position also includes an award target in the company’s equity award program.
Our people fuel our future. Our teams reflect the customers, patients, members and communities we serve and we are committed to fostering a workplace where every colleague feels valued and that they belong.
Great benefits for great people
We take pride in offering a comprehensive and competitive mix of pay and benefits that reflects our commitment to our colleagues and their families.
This full‑time position is eligible for a comprehensive benefits package designed to support the physical, emotional, and financial well‑being of colleagues and their families. The benefits for this position include medical, dental, and vision coverage, paid time off, retirement savings options, wellness programs, and other resources, based on eligibility.
Additional details about available benefits are provided during the application process and on Benefits Moments.
We anticipate the application window for this opening will close on: 09/10/2026
Qualified applicants with arrest or conviction records will be considered for employment in accordance with all federal, state and local laws.
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Find Remote Director Head Of JobsRemote Director Head Of Job Market
Who's Hiring
- CVS Health48

- G-P1

- Advyzon1

- Dropbox1

- Phreesia1

Top Industries Hiring
- Insurance15
- Agriculture & Farming1
- Technology & Software1
- Consulting & Professional Services1
What Employers Look For
The qualifications that appear most often in remote director head of jobs.
- 10 or more years of progressive experience in a relevant function or industry
- Demonstrated experience leading cross-functional or multi-team organizations
- Proven ability to build and execute strategic plans with measurable outcomes
- Experience managing budgets, headcount planning, and resource allocation
- Strong executive communication and stakeholder management skills
- Bachelor's degree required, with MBA or advanced degree often preferred
Tips for Your Remote Director Head Of Job Search
Apply early to remote roles that fit
Migrate Mate lists remote director head of openings from across the U.S. in one place, so you can find roles that match your background and apply directly without sorting through listings that require on-site presence.
Prove async leadership in your materials
Remote employers hiring at the director level want evidence you can lead without being in the room. Rewrite your resume and cover letter to highlight decisions made asynchronously, distributed team outcomes, and written communication that moved projects forward.
Signal remote readiness during interviews
Remote director head of interviews often happen entirely over video. Treat each call as a demonstration of how you will actually run remote meetings, with clear framing, concise updates, and deliberate follow-up questions that show you can keep distributed teams aligned.
Target companies built around distributed work
Remote-first organizations and companies with fully distributed leadership teams are far more likely to have mature remote director head of roles than hybrid employers experimenting with flexibility. Focus your search on companies where remote is the operating model, not the exception.
Remote Director Head Of Jobs: Frequently Asked Questions
How do I get a remote director head of job?
Remote director head of roles go to candidates who can demonstrate they lead effectively without being in the room. Remote employers screen for async communication skills, self-directed project ownership, and the ability to align distributed teams through written clarity rather than verbal presence. Showing a history of delivering results across time zones, using tools like Slack, Notion, or Confluence, gives you a concrete edge over candidates without that experience.
Which companies hire remote director head ofs?
Employers currently hiring remote director head ofs include CVS Health, G-P, and Advyzon, per current remote listings on Migrate Mate as of August 2026. Remote-first technology companies, distributed SaaS businesses, and digital-native organizations in sectors like software and professional services are among the most consistent sources of remote director head of openings.
Can you get a remote director head of job with no experience?
Yes, but remote entry-level director head of roles are harder to land because employers need confidence you can operate independently from day one. Remote-first startups and early-stage companies are the most open to candidates without a long title history. Showing strong async communication, documented project leadership, and measurable results from any context, paid or otherwise, opens the door when a formal director title is missing.
Do you need a degree for remote director head of jobs?
Not always. Remote employers hiring director head ofs weigh demonstrated leadership, a portfolio of outcomes, and communication skills heavily alongside or instead of formal credentials. Remote work amplifies the visibility of your actual output, so a clear record of what you have built, led, or improved often carries more weight than where you studied.
Which industries hire the most remote director head ofs?
Remote director head of roles concentrate in Insurance, Agriculture & Farming, and Technology & Software, based on current remote listings on Migrate Mate as of August 2026. These sectors hire director head ofs remotely because their operations are built around distributed teams and digital delivery, making location-independent senior leadership a practical and common arrangement.
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