Director, Proposal Enablement, CVS Health

CVS Health

Location:
United States, Work at Home

Category:
Sales

Contract Type:
Employment contract

Salary:

100000.00 - 231540.00 USD / Year

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Job Description:

The Director, Knowledge Enablement plays a critical role in enhancing the proposal development lifecycle through the strategic use of technology, data-driven insights, and staff development. This leader will oversee teams responsible for managing content platforms, implementing AI-driven solutions, developing and delivering training and onboarding programs, and developing reporting and analytics capabilities.

Job Responsibility:

Enhance the proposal development lifecycle through strategic use of technology and data-driven insights
Oversee teams responsible for managing content platforms and implementing AI-driven solutions
Develop and deliver training and onboarding programs
Develop reporting and analytics capabilities
Lead change management efforts to drive adoption of new tools and processes
Ensure alignment with organizational priorities
Promote governance and standardization across proposal operations
Support proposal development efforts during high-demand periods including evenings and weekends

Requirements:

Minimum of 8 years of progressive leadership experience in proposal management, content strategy, or training within the healthcare industry
At least 3 years of hands-on experience with proposal automation, content management, or workflow tools
Proven experience leveraging AI-driven content tools and automation platforms
Demonstrated ability to design and deliver impactful training and onboarding programs
Proficiency in reporting and analytics platforms
Strong organizational and project management skills
Exceptional verbal and written communication skills
Naturally curious and self-motivated with a problem-solving mindset
Proven ability to build strong relationships and communicate effectively across all levels
Advanced proficiency in Microsoft Word, Excel, PowerPoint
Willingness and ability to travel up to 25%
Bachelor's degree preferred/specialized training/relevant professional qualification

Nice to have:

5+ years of experience in a proposal environment within Medicaid Managed Care or other government-sponsored healthcare programs
Proven ability to collaborate effectively across cross-functional teams
Hands-on experience with AI-driven content tools and automation platforms
Association of Proposal Management Professionals (APMP) certification(s)
Experience leading change management initiatives
Familiarity with healthcare RFP requirements including state-specific procurement processes
Demonstrated success in building and scaling training programs

What we offer:

Affordable medical plan options
401(k) plan with matching company contributions
Employee stock purchase plan
No-cost wellness screenings
Tobacco cessation and weight management programs
Confidential counseling and financial coaching
Paid time off
Flexible work schedules
Family leave
Dependent care resources
Colleague assistance programs
Tuition assistance
Retiree medical access
CVS Health bonus, commission or short-term incentive program
Equity award program

Additional Information:

Job Posted:
October 29, 2025

Expiration:
November 01, 2025

Employment Type:

Fulltime

Work Type:

Remote work

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Director, Proposal Enablement