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Director of Plans & Proposals

Job in Chicago, Cook County, Illinois, 60601, USA
Listing for: Waggoner Engineering
Full Time position
Listed on 2026-11-05
Job specializations:
  • Business
    Business Development, Sales & Marketing, CRM Systems & Management
  • Sales
    Business Development, Sales & Marketing, CRM Systems & Management, Marketing Communications
Salary/Wage Range or Industry Benchmark: 125000 - 135000 USD Yearly USD 125000.00 135000.00 YEAR
Job Description & How to Apply Below

Compensation: $125,000 - $135,000 / year

Department: Corporate/Administrative

Location: Remote- USA

Compensation: $125,000 - $135,000 / year

Description

The Director of Plans & Proposals leads the development, coordination and delivery of the plans and proposals through which Waggoner wins work: go/no-go decision records, capture plans, Client Account Plan production, and high-quality, compliant proposals and qualifications packages. The role owns the enterprise proposal process end to end, runs the single intake and priority list for enterprise growth support, maintains the proposal log and the reporting cadence that keeps business-unit leaders and the Chief Clients & Markets Officer informed, and keeps pursuit records in Deltek Vantagepoint current with the Trilon CRM stage standard.

The Director is also responsible for the enterprise experience archive — employee proposal resumes, project descriptions, qualifications content and boilerplate — and for the standards, templates and content libraries that make every submission consistent. The role leads a matrixed team of proposal and marketing professionals seated in the business units, strengthens pursuit strategy and win rate across the enterprise, and operates the Win Work model as its primary user and steward.

Key Responsibilities Plans — the artifacts
  • Run the single enterprise intake for proposal and marketing support and maintain one priority list, reviewed weekly at the business-unit pursuit calls; log side-channel requests as exceptions.
  • Facilitate the go/no-go decision record at Stage 2 (Opportunity) with the Client Account Manager and business-unit leader, using the multi-gate enterprise form; confirm a documented decision.
  • Ensure every Staged pursuit above a set net fee carries a capture plan — full capture plan at one limit and above, short below — opened at separate stage, updated at shortlist and selection, and closed with cost-to-pursue; back-fill live pursuits.
  • Support Client Account Managers on Client Account Plans: quarterly data refresh (financials, backlog, pipeline, contract basis), formatting to the enterprise template, and submission to leadership.
  • Prepare tailored task-order capture plans for awarded on-call programs with the responsible CAM.
Proposals
  • Lead and manage the end-to-end proposal process for RFQs, RFPs, SOQs, letter proposals and other competitive pursuits across the business units and Atakapa Services.
  • Partner with Client Account Managers, capture leads, business-unit leaders and technical staff to develop pursuit strategy, positioning, win themes and proposal approach.
  • Facilitate kickoffs, set schedules and compliance matrices, assign responsibilities, and manage deadlines through submission; route RFP contract terms for legal review before certification.
  • Lead development of compliant, compelling, client-focused content; provide strategic editing and quality control for narratives, resumes, project sheets and cover letters.
  • Oversee interview and presentation preparation for shortlisted pursuits, including content, messaging and rehearsal.
  • Manage competing deadlines and allocate proposal resources across business units based on the priority list and business-unit needs.
Records, reporting and learning
  • Maintain the enterprise proposal log; report proposal volume, workload, cycle time, hit rate by business unit and pursuit outcomes monthly to the Chief Clients & Markets Officer and business-unit leaders, and weekly during the controlled-operation period.
  • Keep pursuit records in Deltek Vantagepoint current with the CRM stage standard — stage, probability, Client Account Manager, dates and fees — with the Deltek administrator, and flag records that fail the standing rules.
  • Conduct win/loss debriefs on every decided…
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