[Hiring] Medicaid Proposal Director @CVS Health

Role Description

At Aetna®, part of CVS Health, we proudly serve more than 26 million medical members through our broad range of health plan offerings. We're committed to delivering a simpler, more meaningful, and personal health care experience to each of them.

As a Medicaid Proposal Director (a strategic, high-visibility leader), you will play a critical role by leading end-to-end proposal development for Medicaid procurements and re-procurements. In close partnership with senior leaders and key contributors, this role helps shape proposal strategy, align teams around shared priorities, and drive disciplined execution from kickoff through submission.

• Mobilizes cross-functional teams and external partners to deliver submissions that are accurate, complete, compliant, and compelling.
• Operates with significant autonomy and influence, guiding complex, high-value pursuits, surfacing key risks and decision points, and driving alignment across business, operational, clinical, compliance, legal, and partner teams.
• Advances established processes, applies tools and best practices, and ensures delivery of a high-quality final product.
• Proactively identifies challenges, mitigates risk, and communicates with clarity to keep stakeholders aligned, informed, and focused on critical deadlines.
• Requires strong judgment, executive presence, and the ability to lead through ambiguity while balancing strategic positioning, proposal quality, and submission readiness.

Qualifications

• 8+ years of experience leading Medicaid managed care or healthcare proposal efforts.
• 5+ years of experience managing complex projects and driving the accurate completion of all requirements.
• Strong knowledge of Medicaid subcontractor and diverse supplier requirements.
• Excellent written and verbal communication skills.
• Demonstrated ability to work independently and deliver high-quality results that meet internal and external customer expectations under tight deadlines.
• Strong collaboration skills and the ability to work effectively across cross-functional teams.
• Demonstrated ability to influence in a matrixed environment without direct authority.
• Strong judgment and ability to synthesize complex requirements into clear priorities, action plans, and stakeholder decisions.
• Ability to adapt to rapidly changing priorities and develop creative, effective solutions.
• Flexibility to work evenings and weekends as proposal schedules require.
• Proficiency in Microsoft Word, Excel, PowerPoint, and SharePoint.

Requirements

• Direct the proposal workplan to ensure full alignment with project requirements, deliverables, and compliance expectations.
• Analyze RFPs, attachments, and amendments to identify and capture all direct, derived, and implied requirements.
• Lead the end-to-end proposal development process through final submission, ensuring quality, alignment, and on-time delivery.
• Plan, schedule, and facilitate color team reviews to strengthen quality, alignment, and overall proposal readiness.
• Influence cross-functional stakeholders and senior leaders to drive alignment, resolve issues, and secure timely decisions across the proposal lifecycle.
• Establish standards, define processes, and equip team members with the guidance and training needed to execute their roles effectively.
• Develop and enforce proposal timelines and schedules, ensuring disciplined execution and strict adherence to deadlines.
• Tailor proposal calendars and processes to each RFP while preserving process integrity and proactively addressing stakeholder needs and potential risks.
• Translate complex procurement requirements into clear priorities and expectations for cross-functional teams and proposal contributors.
• Lead multiple concurrent activities and stakeholders in a highly matrixed environment, maintaining momentum across competing priorities and compressed timelines.

Benefits

• Comprehensive benefits package designed to support the physical, emotional, and financial well-being of colleagues and their families.
• Medical, dental, and vision coverage.
• Paid time off.
• Retirement savings options.
• Wellness programs and other resources, based on eligibility.