Proposal Manager

eSimplicity Inc.; Columbia, Northern (MD, KY); Hybrid; USD 110,000 - 160,000; Full time

Benefits offered by this job

Health insurance

Dental coverage

Vision coverage

401(k)

PTO

Paid holidays

Life insurance

Disability insurance

Wellness program

Job summary

eSimplicity is seeking an experienced Proposal Manager to join our Proposal Operations team. You will lead the full lifecycle of federal proposals, coordinating capture, solution architecture, and writing teams to deliver compliant, compelling responses.

The role requires at least five years in federal pre-RFP and proposal management, excellent written and verbal communication, and strong MS Word, PowerPoint, Excel, SharePoint skills.

Qualifications

• This role requires federal pre-RFP and proposal management experience.
• Strong written and verbal communication skills are essential.
• Ability to create content via interviews, research, and AI tools.
• Ability to lead large multi-partner teams and manage proposals.
• Familiarity with MS Office, SharePoint, and Adobe tools.

Responsibilities

• Lead the full proposal lifecycle for active RFPs/RFQs and track milestones.
• Coordinate capture, solution architecture, and proposal writers.
• Develop compliance matrices, schedules, and kick-off decks.
• Guide color-team reviews and debriefs to improve drafts.
• Ensure technical solutions and win themes are reflected across volumes.

Skills

Communication

Organization

Time management

Leadership

Interview research

AI tools usage

Education

Bachelor's degree in English, Communications, IT, or related field

Tools

MS Word

PowerPoint

Excel

SharePoint

Adobe Acrobat

Illustrator

Job description

Description

About Us

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.

Position Overview

eSimplicity is seeking an experienced and dynamic 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.

Responsibilities:

Business Development/Pre-RFP

• 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 engagements.
• Assist with logistics and slide-deck development and preparation for customer meetings.
• Support RFI and Sources Sought responses to agencies/opportunities of interest.

Proposal Development/Management:

• 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 such as but not not limited to 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 elevate 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 approved Artificial Intelligence (AI) tools and processes (e.g., baseline content, run compliance checks, etc.).
• Baseline 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, contribute to 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 teams by coordinating logistics, scheduling and attending sessions, and providing feedback to prepare participants.

Requirements

Requirements:

• Bachelor’s degree in English, Communications, IT, or a related field.
• Strong knowledge of the Federal Government contracting process.
• Minimum of five (5) years Federal pre-RFP and proposal development/management experience.
• Proven history supporting large, complex Federal proposals.
• 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 lead 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 and Illustrator.

Desired Qualifications:

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

Working Environment:

This is a remote position supporting Eastern Time business hours. Employees are expected to work 9:00 AM–5:00 PM ET unless otherwise directed by their manager. Occasional travel for training or project meetings may be required and is estimated at less than 5% annually.

Benefits:

eSimplicity offers a comprehensive benefits package, including medical, dental, and vision coverage, 401(k) retirement benefits, paid time off, paid holidays, life and disability insurance, and additional wellness and employee support programs. Eligibility may vary based on employment status and applicable plan terms.

Reasonable Accommodation:

eSimplicity is committed to providing reasonable accommodations to qualified individuals with disabilities during the application and hiring process. Applicants who need assistance or an accommodation should contact Human Resources.

Equal Employment Opportunity:

eSimplicity is an Equal Opportunity Employer, including disability and protected veteran status. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, protected veteran status, disability, or any other legally protected status