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Executive Director - Enterprise Proposal Development & Events

Epitec, Inc

Chicago, IL

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JOB DETAILS
SALARY
$125–$130 Per Hour
SKILLS
Analysis Skills, Artificial Intelligence (AI), Automation, Best Practices, Brokerage, Budget Management, Budgeting, Business Development, Communication Skills, Compensation and Benefits, Content Development, Content Management, Continuous Improvement, Cost Benefit Analysis, Cross-Functional, Customer Retention/Renewal, English Language, Health Insurance, Knowledge Management, Leadership, Management Strategy, Market Trend Analysis, Marketing, Marketing Communications, Medicare, Mergers and Acquisitions, National Sales, Negotiation Skills, Network Support, Operations Processes, Partner Sales, Process Improvement, Product Positioning, Proposal Development, Request for Proposals (RFP), Resource Management, Return on Investment (ROI), Sales, Sales Management, Strategic Planning, Team Lead/Manager, Time Management
LOCATION
Chicago, IL
POSTED
Today

Job Title: Director, Enterprise Proposal Management
Location: Chicago, IL. Hybrid
Job Type: W2 Contract
Expected Hours per Week: 40 hours per week
Schedule: Monday–Friday, 8-5.
Pay Range: $125 - 130 per hour.
Position Description:
Job Purpose:
This position is responsible for leading enterprise proposal operations and strategy, partnering closely with Sales and Account Management teams to develop and deliver high-quality proposals, manage content, and support network information requests across Commercial, RX, and Group Medicare lines. The role also oversees teams supporting National Accounts meetings and large-scale Open Enrollment efforts.
Key Responsibilities:
  • Lead enterprise proposal strategy, responding to RFPs, bids, and unsolicited proposals while developing innovative, value-added client solutions
  • Partner with Sales and Account Management to drive new business acquisition and client retention
  • Establish and standardize proposal processes, tools, timelines, and content management practices across the enterprise
  • Drive operational excellence through process optimization and technology/automation initiatives
  • Oversee Open Enrollment support, managing staffing and coordination for 1,000+ annual meetings
  • Manage enterprise-level client meetings, events, and external engagements with key stakeholders (customers, brokers, consultants)
  • Lead cross-functional initiatives with internal teams and external partners (BCBSA, consortiums, consultants)
  • Evaluate and enhance proposal content quality to ensure alignment with market trends and competitive positioning
  • Manage budgets, allocate resources, and conduct cost-benefit analyses to support strategic initiatives
  • Build and lead high-performing, multi-location teams in a fast-paced, deadline-driven environment
Required Qualifications:
  • Bachelor’s Degree
  • 15+ years of experience in proposal development, marketing, benefits administration, or insurance operations
    OR
  • 15+ years managing proposal teams in a deadline-driven environment (writing, marketing, business development)
  • 7+ years in leadership roles with demonstrated team management experience
  • Strong knowledge of proposal development methodologies and best practices
  • Proven ability to manage competing priorities and balance short-term deadlines with long-term goals
  • Experience driving process improvements across people, process, and technology
  • Strong communication, negotiation, and stakeholder management skills (including senior leadership)
  • Experience managing budgets, resource allocation, and ROI-driven decision-making
Preferred Qualifications:
  • Bachelor’s Degree in Business, Marketing, Communications, or English
  • Healthcare/insurance industry experience (Commercial, Medicare, RX)
  • Experience with AI, automation, and advanced content management strategies in proposal development
  • Knowledge of BCBS systems, products, and competitive landscape
  • Experience designing knowledge management and proposal governance frameworks
  • Experience supporting large-scale client events and enterprise meetings
  • Strong analytical mindset with ability to drive innovation and continuous improvement
Top Skills:
  • Enterprise Proposal / RFP Leadership
  • Healthcare / Insurance Expertise
  • Sales & Account Management Partnership
  • Process Optimization & Operational Excellence
  • Team Leadership (multi-location)
  • Content & Knowledge Management
  • Open Enrollment & Event Operations
  • Executive Stakeholder Engagement
  • Budgeting & ROI Analysis
  • AI / Automation in Proposal Strategy

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About the Company

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Epitec, Inc

Epitec is a leading staffing and recruiting services company with a mission to make staffing personal. We go beyond traditional hiring by truly understanding our candidates and matching them with the perfect opportunities. We offer competitive compensation, career growth, and support throughout the entire process. Working with top Fortune 500 companies, we are recognized for our excellence with numerous awards, including Best & Brightest and diversity recognitions. At Epitec, we're redefining the future of employment. 

COMPANY SIZE
2,500 to 4,999 employees
INDUSTRY
Staffing/Employment Agencies
EMPLOYEE BENEFITS
Professional Development, 401K, Employee Referral Program, Life Insurance
FOUNDED
1978
WEBSITE
https://epitec.com/