Proposals Director

Castlight Health; United States; On-site; USD 131,000 - 197,000; Full time

Job summary

Castlight Health is seeking a senior leader for proposals content strategy and infrastructure. The role focuses on shaping content strategy, ensuring high-quality responses, and building scalable content management to drive wins.

You will work with proposals leadership across functions, guiding content standards and tools, and mentoring the team to elevate overall proposal quality and efficiency.

Qualifications

• Bachelor's degree required; 10+ years of experience in proposal management or sales support strategy in healthcare, managed care, or health technology.
• Demonstrated track record of building and scaling proposal content strategy, libraries, or knowledge management infrastructure, with accountability for response quality and win rates.
• Expert writing and editorial skills with the ability to craft and evaluate executive-level proposal narratives.
• Deep knowledge of healthcare procurement processes, RFP structures, and payer buying dynamics.
• Experience with proposal management platforms and content management infrastructure at scale.
• MBA or advanced degree preferred.

Responsibilities

• Partner across proposals leadership to define proposals function strategy, including intake prioritization and quality standards, with primary ownership of the content management architecture and technology roadmap.
• Contribute hands-on content strategy, narrative development, and quality assurance support on the organization's most strategically important proposals, partnering with pursuit leads as needed.
• Own the design, architecture, and continuous improvement of a scalable content management system that gives the sales organization rapid access to accurate, compelling response content.
• Lead the development of enterprise proposal standards, style guides, and review processes that raise the quality and consistency of all client-facing submissions.
• Partner with sales, clinical, and marketing leadership to align proposal content and messaging with commercial strategy and value priorities.
• Mentor proposals team professionals in function & content strategy, writing craft, and content library practices, partnering with proposals leadership on broader team expectations and development.

Skills

Content strategy

Proposal management

Editorial writing

Leadership

Healthcare procurement knowledge

RFP processes

Knowledge management infrastructure

Education

Bachelor's degree

MBA or advanced degree preferred

Tools

Proposal management platforms

Content management systems

Job description

Job Description Summary

Serves as a leader within the organization's proposals function, with primary focus on proposal content strategy, development, and infrastructure. Acts as a leading expert on content strategy, response quality, and content management, partnering closely with proposals leadership and contributing hands-on to select high-priority pursuits. Helps shape the function's content strategy and operating model to elevate the organization's ability to win through superior proposal execution.

The Proposals Director drives short to mid-term strategy for proposal content and infrastructure and exercises independent judgment on novel, cross-functional problems. This job operates as a subject-matter expert across multiple functional areas, designing content strategies and response frameworks where no established precedent exists within the function, and influences both functional and cross-functional strategy in partnership with proposals leadership.

How Will You Make An Impact & Requirements

Key Responsibilities

• Partner across proposals leadership to define proposals function strategy, including intake prioritization and quality standards, with primary ownership of the content management architecture and technology roadmap.
• Contribute hands-on content strategy, narrative development, and quality assurance support on the organization's most strategically important proposals, partnering with pursuit leads as needed.
• Own the design, architecture, and continuous improvement of a scalable content management system that gives the sales organization rapid access to accurate, compelling response content.
• Lead the development of enterprise proposal standards, style guides, and review processes that raise the quality and consistency of all client-facing submissions.
• Partner with sales, clinical, and marketing leadership to align proposal content and messaging with commercial strategy and value priorities.
• Mentor proposals team professionals in function & content strategy, writing craft, and content library practices, partnering with proposals leadership on broader team expectations and development.

Qualifications

• Bachelor's degree required; 10+ years of experience in proposal management or sales support strategy in healthcare, managed care, or health technology.
• Demonstrated track record of building and scaling proposal content strategy, libraries, or knowledge management infrastructure, with accountability for response quality and win rates.
• Expert writing and editorial skills with the ability to craft and evaluate executive-level proposal narratives.
• Deep knowledge of healthcare procurement processes, RFP structures, and payer buying dynamics.
• Experience with proposal management platforms and content management infrastructure at scale.
• MBA or advanced degree preferred.

Compensation Range

$131,243.00 to $196,865.00

The anticipated base salary range represents the Company's good-faith estimate of the compensation it reasonably expects to pay for this position at the time of posting. Actual compensation will be determined based on factors including experience, skills, qualifications, geographic location, internal equity, and business needs.