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. 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. 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. - Surfaces key risks and decision points, 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. Primary Responsibilities - 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. 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. Preferred Qualifications - Experience leading complex proposal efforts for high-value opportunities exceeding $1B. - 8–10 years of experience in state government proposal development strongly preferred. - APMP certification preferred. - Strong analytical and critical thinking skills. - Ability to perform effectively in demanding, deadline-driven environments. Education - Bachelor’s degree or equivalent work experience. 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. 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.

• Leading and managing all aspects of Medicaid proposal response documentation • Coordinating the internal flow and review of all proposal content • Directing formatting and production of the final books and materials • Partnering with Proposal Managers, Proposal Directors, Graphic Designers, technical subject matter experts (SMEs), and other team members to produce proposal templates, documents, and related material • Ensuring compliance with solicitation requirements and corporate branding standards • Using advanced MS Word features, creating solicitation-specific templates and formats for all response documents • Maintaining and customizing proposal production tools and templates • Participating in proposal meetings and conference calls to gather/communicate information concerning document layout and production process • Controlling and tracking documents and graphics using correct processes, ensuring version control • Preparing documents/proposals for review/final submission (formatting in MS Word) • Communicating with vendors to secure supplies and assure on-time completion of document reproduction • Attending and assisting during white glove reviews • Preparing the proposal for book check and assists with the process • Packaging the proposal for shipment, and tracking delivery if sent by carrier • May be required to take on additional responsibilities for smaller proposals or presentations

Role Description We’re looking for a Proposal & Sales Manager who knows how to WIN. If you have a background in selecting the right bids, building proposal teams, crafting competitive pricing, and driving submissions to award — this role is built for you. - Own the entire proposal lifecycle - Select bids with high win probability - Build proposal teams that deliver fast, accurate, compliant submissions - Lead writing, editing, compliance, and pricing strategy - Develop competitive pricing models and cost narratives - Manage submission portals and ensure 100% compliance - Track every proposal through award, debrief, and re‑compete - Maintain a clean, accurate pipeline and CRM - Work directly with leadership to shape capture strategy Qualifications - A winning track record — show us your awards - Strong proposal writing and compliance experience - Experience selecting bids and shaping capture strategy - Ability to lead virtual teams - Strong pricing and cost modeling skills - Experience with federal/state procurement portals Requirements - Capture management experience - Staffing proposal experience - Experience with teaming agreements and partner coordination Benefits - This is a high‑impact role for someone who thrives on competition, deadlines, and results. - Flexible work from home options available.

Your role at DynatraceDynatrace, the global leader in Software Intelligence, is looking for a Proposal Specialist to join our dynamic and motivated Sales Operations team. This is an exciting opportunity to advance your career while playing a critical role in accelerating the sales cycle. Do you thrive working in a fast-paced environment? Is "above and beyond" second nature to you? Do you have a “work hard, play hard” attitude? If you answered yes to the above three questions, this is your opportunity to be part of one of the fastest-growing companies in the Cloud. We are looking for a driven individual who is extremely organized and always willing to go the extra mile. As a Proposal Management Analyst, you will provide comprehensive proposal management support and response coordination for questionnaires through the deployment of industry and company standard methodologies, tools, and processes. You will be an integral member of the Global Proposal Team and will be responsible for managing the production of high-quality and competitive responses, aligned with Dynatrace goals and standards. ***This is a fully remote position for those within the Eastern or Central Time Zones in the U.S.*** ***If you reside within 45 miles of Dynatrace's HQ in Boston, our Detroit office, or NYC satellite office, this will be a hybrid role. In office 2 - 3 days per week.*** What will help you succeedLead the proposal process and coordination of multiple customer responses (RFP, RFI, security/vendor questionnaires) simultaneously, to deliver high quality proposals within customer-defined timeframes. - Collaborate with Sales Teams to understand goals, objectives and requirements, facilitate Go/No-Go, strategy and review meetings, and create and implement a proposal plan. - Execute on proposal plan by leading internal coordination, assigning tasks to applicable stakeholders and conducting follow up reviews to drive proposal to completion and ensure customer deadlines are met - Work closely with internal stakeholders, using excellent project management skills, clear and concise communication, and efficient time management, to complete proposal response within timelines - Complete detailed review of response before approvals, to ensure customer requirements are met and final edit of all materials for overall professionalism (grammar, punctuation and consistency). - Work closely with internal stakeholders within Responsive (proposal management system) to manage proposal process, execute proposal plan and track progress. - Pursue and leverage feedback from internal teams to proactively improve internal process and gain efficiencies - Contribute to the content library and manage document repository, to support quick-turnaround of projects - Provide assistance on other projects as needed. Qualifications: Along with key soft skills, the successful Proposal Specialist will need the following experience: - At least 3 years of experience in a proposal or sales support role, ideally in a high-tech or SaaS organization - Bachelor’s degree in Business Administration or related field. - Energetic self-starter with proven project management skills. - Ability to problem-solve and exercise judgment with minimal oversight - Excellent time management and organizational skills - Ability to work on multiple projects simultaneously, with a sense of urgency, while maintaining sharp attention to detail, ensuring customer deadlines are met - Team player with strong interpersonal and communication skills with ability to interface across all levels of the organization - A “customer first” attitude, with strong sense of ownership and follow-through. - Ability to embrace change with a positive attitude and pivot as necessary. - Superior writing and editing skills. Why you will love being a Dynatracer - Dynatrace is a leader in unified observability and security. - We provide a culture of excellence with competitive compensation packages designed to recognize and reward performance. - Our employees work with the largest cloud providers, including AWS, Microsoft, and Google Cloud, and other leading partners worldwide to create strategic alliances. - Over 50% of the Fortune 100 companies are current customers of Dynatrace. Compensation and Rewards - The salary range for this role is $90K - $100K. When determining your salary, we consider your experience, skills, education, and work location. - Our total compensation package includes unlimited personal time off, an employee stock purchase plan, and a reward system. - We also offer medical/dental benefits and a company-matched 401(k) plan for retirement. Equal Employment OpportunityAll your information will be kept confidential according to EEO guidelines. We offer competitive compensation, company-sponsored premium benefits, medical, dental, vacation/holidays, company matching 401(k) Plan, etc. Dynatrace is an Equal Opportunity/Affirmative Action employer. All qualified applicants will receive consideration for employment without regard to race, sex, color, gender identity, religion, national origin, ancestry, citizenship, physical abilities, age, sexual orientation, creed, disability status, veteran status, pregnancy, genetic status, or any other characteristic protected by law. If your disability makes it difficult for you to use this site, please contact careers@dynatrace.com. Dynatrace participates in E-Verify, participant information in English and Spanish. Right to work information in English and Spanish. EEO is the Law. To be considered for this position, please upload your resume/CV.