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Proposal Manager - Remote

Remote / Online - Candidates ideally in
Elk Grove Village, Cook County, Illinois, 60009, USA
Listing for: System One
Remote/Work from Home position
Listed on 2026-02-28
Job specializations:
  • Business
    Corporate Strategy, Business Management, Business Analyst, Business Development
Salary/Wage Range or Industry Benchmark: 48 - 61 USD Hourly USD 48.00 61.00 HOUR
Job Description & How to Apply Below

Job Title: Proposal Manager

Location: Remote

Type: Contract - Part Time

Compensation: $48 - $61 hourly

Contractor Work Model: Remote

Hours: 10-30 hours per week

What You'll Be Doing:
  • Leads and manages a team in the development of complex proposals to craft compliant, responsive, and compelling deliverables that solve customers’ problems and differentiate us from the competition.
  • Sets the overall strategy for proposal development and maintains a high degree of decision‑making authority.
  • Holds team members accountable for their work and encourages them to stay focused and motivated throughout the process; provides timely feedback, celebrates milestones and achievements, and recognizes the contributions of each team member.
  • Provides strategic guidance and mentorship to team members, including capture teams.
  • Proactively manages stakeholder relationships and communicates proposal strategies and progress to senior leadership; contributes valuable insights and recommendations to improve overall efficiency and effectiveness of the proposal management function.
  • Addresses and resolves any issues or conflicts that may arise within the team, mediates disagreements, finds solutions to challenges, and maintains a positive working environment.
  • Refines and optimizes proposal processes and best practices to drive pursuit excellence.
  • Performs detailed analysis of RFP/RFQ/RFI documents to assess requirements and develop compelling proposal narratives that demonstrate our value proposition.
  • Builds compliance matrices, schedules, and annotated outlines.
  • Guides capture teams through the Business Acquisition Process (BAP).
  • Works with subject‑matter experts to convey our winning narrative throughout the proposal.
  • Collaborates with graphics and desktop publishing teams to develop tailored templates, info graphic concepts, and standards for proposal look and feel, writing style, and layout.
  • Facilitates proposal kick‑off meetings, milestone meetings, and color reviews (e.g., pink, red, gold) to ensure quality deliverables.
  • Facilitates strategy‑driven workshops (e.g., storyboarding, Win Labs, writer’s workshops) to produce compelling messaging and creative narratives for top pursuits.
  • Writes non‑technical portions of the proposal (cover letters, executive summaries, project descriptions, resumes, team qualifications, management plans, win themes, and discriminators).
  • Reviews proposal drafts and final documents for compliance, responsiveness, thoroughness, accuracy, and quality.
  • Establishes a proposal schedule and resource plan to facilitate on‑time delivery of all required documents.
  • Manages and oversees interview/oral preparation, development of collateral, and coaching activities.
  • Leads team initiatives to introduce and promote efficiencies and improve win rates across the business segment.
  • Collaborates with business development and regional leadership to develop collateral (fact sheets, leave‑behind materials, client‑specific PowerPoint presentations) related to pre‑positioning activities.
  • Contributes and maintains Sales Cloud Opportunity CRM records for accuracy and completeness.
  • Performs closeout activities ensuring lessons learned and debriefing processes are initiated.
Required Skills:
  • Strong facilitation, leadership, and communication skills to lead capture teams through the pursuit lifecycle.
  • Excellent written, interpersonal, and communication skills, including the ability to write executive summaries, cover letters and other non‑technical sections.
  • Able to inspire outstanding work from team members with a range of experience and technical abilities in the development of proposal documents.
  • Capable of adapting to changing priorities in a very dynamic work environment and demonstrating the ability to work in stressful situations with critical deadlines (evening and weekend work may be required to meet deadlines).
  • Required to work on multiple assignments with overlapping schedules, and able to multi‑task and delegate responsibilities to team members to accomplish all tasks.
  • Ensures alignment with corporate strategy and business line strategic goals, promotes technology/innovation, builds meaningful relationships, and aligns with business…
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