How Remoteville checks and expires listings

Chief of Staff to the CTO

Skills
Analytical SkillsArtificial IntelligenceBusinessLeadershipMarketingPrototypingShareholder S
Role

What the job involves

The main requirements, responsibilities and hiring steps.

Requirements

  • 5+ years leading cross-functional technical programs or special AI projects with multiple stakeholders
  • Strong ability to turn ambiguity into structured plans and drive follow-through
  • Clear concise writing and communication skills
  • Hands-on comfort with modern AI tools and LLM workflows
  • High ownership mindset and bias toward action
  • Technical fluency to collaborate credibly with engineering partners
  • Sound judgment balancing speed quality and responsible AI use
  • Strong stakeholder management and influencing without authority
  • Experience in fast-moving environments with evolving priorities

Nice to have

  • Proactive
  • Collaborative
  • Strategic
  • Adaptable
  • Analytical
  • Detail-oriented

Day to day

  • Lead hands-on AI special projects across Playlist and its portfolio, including Mindbody and ClassPass, in close partnership with the CTO.
  • Prototype and iterate on lightweight AI workflows using tools like Claude and Codex to turn ideas into practical solutions with real business impact.
  • Build the operating rhythm for AI initiatives by coordinating stakeholders, clarifying priorities, tracking milestones, and driving decisions to delivery.

Hiring process

  • Submit your application
  • Receive email and phone communication about the application
  • Participate in additional interviews or next steps