Director of Proposal Development and AI Automation

Must Haves:

• Bachelor’s degree in business, Healthcare Administration, English, Information Systems, or related field
• 8–10 years of experience in proposal development, automation, or program management within healthcare
• Hands‑on experience implementing AI, automation, or workflow tools; strong technical aptitude.
• Proven background in proposal development, technical writing, or content operations specifically in healthcare, with government contracting as a complementary plus.
• Ability to write and operate confidently within healthcare terminology and regulated environments.
• Exceptional communication and the ability to drive alignment without direct authority.
• Experience leading complex, cross‑functional initiatives; strong program and project management capability.
• Strong skills in Microsoft Word, Excel, PowerPoint, and SharePoint; Salesforce and Microsoft Copilot experience preferred.
• Exceptional written communication and mastery of English.

Plusses:

• MBA or advanced degree
• Experience supporting enterprise growth, transformation, or innovation initiatives

Day to Day:

This role is a rare opportunity to architect AI‑driven transformation within one of the most complex and high‑stakes proposal environments in the country. As Director of Proposal Development & AI Automation, you will modernize the end‑to‑end RFP response process by replacing manual, fragmented workflows with intelligent automation, standardized content libraries, and data‑driven accountability.

You will be matrixed across two high‑impact teams — Proposal Development (a team of six technical writers) and EMS Innovation & Rural Health Transformation — while influencing without authority across finance, legal, compliance, clinical operations, and other key functions. This is a true zero‑to‑one build for someone who thrives in ambiguity and wants to leave a lasting mark on a mission‑driven healthcare organization.

Approximately 80% of the role focuses on transforming large, complex government proposal operations through automation, AI, and data‑driven workflows. The remaining 20% supports rural health and EMS transformation initiatives tied to federal funding.

This is a senior, hands‑on individual contributor role responsible for designing and implementing scalable systems where manual processes exist today. Success requires strong technical execution, exceptional writing ability, and the ability to influence across a highly matrixed environment.