Proposal Lead - Remote

Sentara Health•Virginia Beach, VA

7d•Remote

About The Position

Sentara is hiring a Proposal Lead! This position is fully remote! Overview This project manager role is a Proposal Lead for Sentara. This individual will lead end-to-end proposal development—planning, coordinating, and delivering compliant, compelling, and on-time responses to RFPs and related solicitations. They will foster collaboration across cross-functional teams in a fast-paced environment to shape win themes, coordinate content, manage risk and exceptions, and ensure every submission meets requirements and advances strategic objectives.

Requirements

3–5+ years managing complex proposals and/or large cross functional projects with overlapping deadlines.
Demonstrated expertise in project lifecycle management, including compliance, scheduling, cross functional coordination, and stakeholder communications.
Strong writing and editing skills; ability to synthesize SME input into clear, persuasive content and executive summaries.
Proficiency with productivity and collaboration tools (e.g., Word, Excel, PowerPoint, SharePoint/Teams, Asana or similar project management tools).
Proven ability to lead without formal authority, influence stakeholders, and drive accountability to deadlines.
Excellent organizational skills, attention to detail, and risk/issue management discipline.
High School / GED (Required)
2+ years of experience in project management/project coordination, or a similar role (Required)

Nice To Haves

Experience in healthcare/health plan or similarly regulated industries.
APMP Foundation/Practitioner and/or PMP/CAPM (or equivalent) credentials.
Familiarity with industry best practices.
Experience coordinating legal/privacy/security responses and exception processes.
In-depth experience in proposal platforms/content libraries.
Bachelor’s Degree (Preferred)
One of the following certifications or equivalent (Preferred): Project Management Institute Certified Associate Project Manager (CAPM) Project Management Institute Project Management Professional (PMP) Project Management Institute Agile Certified Practitioner (ACP) Scrum, SAFe or equivalent
Healthcare (Preferred)
Care delivery (ambulatory, hospital, post-acute), health plan, corporate/shared services (Preferred)
Technical project management (Preferred)

Responsibilities

Proposal Strategy & Planning:
Lead RFP preparation, intake, bid/no bid facilitation, and development of proposal strategies and win themes in partnership with Sales and leadership.
Translate RFP requirements into a structured plan (outline, compliance matrix, schedule, resource plan).
Drive the creation and iteration of custom materials (e.g., Executive Summary) aligned to client needs and differentiators.
Schedule, Tasks & Dependency Management
Build and manage detailed proposal workplans, timelines, milestones, and ownership across cross functional contributors.
Identify and manage constraints and dependencies; maintain visible dashboards for stakeholders.
Coordinate parallel workstreams for complex submissions with overlapping deadlines.
RFP Requirements & Compliance
Own the compliance matrix; ensure all specifications, forms, certifications, and submission instructions are met.
Track Q&A, addenda, and clarifications; adjust plans and content as requirements evolve.
Run pre submission quality and compliance checks; ensure packaging, formatting, and final assembly meet all criteria.
Cross Functional Leadership & Facilitation
Facilitate proposal/kickoff meetings, content development sessions, and review cycles.
Coordinate inputs from subject matter experts (SMEs) including Actuary/Finance, Operations, Clinical, and other divisions.
Serve as central point of contact with Sales for draft development and tracking.
Content Orchestration & Quality
Orchestrate content development: assign sections, set guidance, and manage version control.
Ensure clarity, consistency, brand/style adherence, and persuasive storytelling across proposal.
Project Closure
Conduct retrospectives/lessons learned; document improvements and update templates, playbooks, and libraries.
Archive submissions and artifacts according to policy and records requirements.
Documentation & Reporting
Produce status reports and executive updates; maintain traceability from requirements to submitted content.
Maintain templates, checklists, and process documentation to drive repeatability and scale.
Data, Insights & Continuous Improvement
Capture win/loss feedback; analyze trends (including public/FOIA data and market signals) to inform future strategies.
Investigate, recommend, and lead implementation of improvements to proposal practices, policies, tooling, and templates.
Team Leadership & Development
Provide day to day leadership of proposals; forecast resource needs; coordinate surge support (writers, editors, designers).
Coach writers, vendors, and SMEs on process and quality standards.

Benefits

Medical, Dental, Vision plans
Adoption, Fertility and Surrogacy Reimbursement up to $10,000
Paid Time Off and Sick Leave
Paid Parental & Family Caregiver Leave
Emergency Backup Care
Long-Term, Short-Term Disability, and Critical Illness plans
Life Insurance
401k/403B with Employer Match
Tuition Assistance – $5,250/year and discounted educational opportunities through Guild Education
Student Debt Pay Down – $10,000
Reimbursement for certifications and free access to complete CEUs and professional development
Pet Insurance
Legal Resources Plan
Colleagues have the opportunity to earn an annual discretionary bonus if established system and employee eligibility criteria is met.