Senior Proposal Manager

eSimplicity•Columbia, MD

1d•Hybrid

About The Position

eSimplicity is a modern digital services company that partners with government agencies to improve the lives and protect the well-being of all Americans, from veterans and service members to children, families, and seniors. Our engineers, designers, and strategists cut through complexity to create intuitive products and services that equip federal agencies with solutions to courageously transform today for a better tomorrow. eSimplicity is seeking an experienced and dynamic Senior Proposal Manager to join our Proposal Operations team. If you are driven to make a meaningful impact through innovative proposal leadership and modern technology – and want to help government clients solve their toughest challenges – this is your opportunity to help our company grow while doing work that matters. This role shapes standout proposal responses that exceed basic compliance and influence broader business development strategy. You will partner with capture, business development, and solution architecture leads to develop and articulate technical and management solutions. The ideal candidate must be a proactive self-starter who takes initiative, exercises sound judgment, and maintains momentum in a fluid environment.

Requirements

Bachelor’s degree in English, Communications, IT, or a related field.
Strong knowledge of the Federal Government contracting process.
Minimum of ten (10) years Federal pre-RFP and proposal development/management experience.
Proven history supporting large, complex Federal proposal.
Demonstrated experience leading prime Federal IT systems development proposals greater than $50M.
Strong Federal proposal writing and editing skills.
Ability to create original content using interview, research, and AI tools.
Ability to organize material, quickly assimilate information, and guide proposal teams.
Exceptional organizational and time management skills; able to manage multiple proposals in a fast-paced environment while ensuring Company’s quality standards.
Ability to lead large multi-partner teams and adapt communication style to changing requirements and needs.
Excellent written and verbal communication skills.
Exceptional attention to detail.
Passion to learn new ideas and concepts.
Expertise in MS Word, PowerPoint, Excel, SharePoint; and Adobe Acrobat.

Nice To Haves

Experience outside proposal management that enriches proposal capabilities (e.g., IT project roles, program management).
Experience using Slack for communication and collaboration.

Responsibilities

Work closely with Capture Managers to support pre-RFP planning including tracking milestones, creating templates, and scheduling strategy and solutioning sessions.
Monitor targeted solicitations on SAM.gov, GovWin, GSA MAS, IDIQs, BPAs, etc.
Support White Paper development for customer engagement.
Assist with logistics and slide-deck development and preparation for customer meetings.
Support RFI and Sources Sought responses to agencies/opportunities of interest.
Lead the full proposal lifecycle for active RFPs/RFQs, ensuring timely execution of action items and achievement of all milestones. Track amendments and update proposal materials accordingly.
Review and interpret solicitation requirements, instructions, and evaluation criteria.
Create and distribute proposal management artifacts (schedules, outlines, compliance matrices, kick-off slide decks, storyboards).
Keep teams focused on producing compliant, compelling, competitive, and winning proposals.
Communicate updates, activities, expectations, and timelines with internal leaders, proposal contributors, and external partners.
Manage proposal activities and team responsibilities through daily stand-ups and regular meetings, adhering to schedules and deadlines.
Plan, communicate, check progress, and take corrective action or escalate for all proposal volumes and artifacts to ensure all proposal development contributors including capture managers, solution architects, proposal writers, and program managers clearly understand and exceed expectation for their roles on the proposal.
Use Artificial Intelligence (AI) tools (e.g., develop content, run compliance checks, etc.).
Author non-technical sections (e.g., cover letters, past performance, resumes, etc.); proofread and draft content for clarity, consistency, and persuasiveness.
Ensure templates and responses are compliant, compelling, accurate, and aligned with requirements.
Lead Pink, Red, and Gold Team reviews by conducting In-Briefs with clear expectations and guiding reviewers to provide high-impact, actionable feedback that ensures each draft becomes progressively more mature at every color cycle.
Lead debriefs/retrospectives to capture lessons learned, drive continuous improvement, and integrate enhancements into current proposal processes.
Ensure technical solution, win themes, discriminators, compliance, and clear understanding of the requirements are clearly reflected across all volumes.
Support proposal orals team by coordinating logistics, scheduling and attending sessions, and providing feedback to prepare participants.