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Sr. Program Manager - AI & Cybersecurity (Greater Tampa Bay Area)

Part-time

Milestone Technologies, Inc.

** W2 only - Not available for C2C or 1099 consulting **

** 100% Remote - EST support **

Overview

We are seeking an experienced Senior Program Manager who thrives in fast-paced, highly technical environments and can quickly immerse themselves in complex initiatives. This role requires a strategic delivery leader who can effectively navigate ambiguity, establish structure, drive accountability, and deliver clear, actionable reporting to technical and executive stakeholders.

This role sits at the intersection of AI, cybersecurity, cloud engineering, digital trust, and research organizations. The ideal candidate will be a hands-on program leader who can rapidly understand technical dependencies, build execution plans, maintain momentum across cross-functional teams, and provide exceptional documentation and executive reporting.

This role will lead execution across two high-visibility AI and cybersecurity initiatives:

  1. A controlled frontier AI model cybersecurity pilot in partnership with OpenAI/DeployCo and external delivery partners.
  2. A strategic initiative establishing governance, security validation, and onboarding processes for external AI/ML models used within Research environments.

Preferred Technical Qualifications

  • 10+ years of project/program management experience leading complex enterprise initiatives.
  • Proven experience managing large-scale cloud, cybersecurity, or digital transformation programs.
  • Experience supporting AI/ML, Generative AI, or Model Governance initiatives.
  • Background working with cybersecurity, risk management, digital trust, or security engineering teams.
  • Knowledge of cloud platforms, particularly AWS.
  • Experience with Agile, hybrid, and traditional project delivery methodologies.
  • Experience partnering with research organizations, data science teams, or AI platform teams.
  • Consulting background strongly preferred
Vacancy posted 9 hours ago
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