Director of Proposal Development & AI Automation

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.

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. - MBA or advanced degree

• Experience supporting enterprise growth, transformation, or innovation initiatives