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Project ManagementJob #1008

Lead Project Manager (AI Initiatives) - Remote

CentralSquare Technologies

United StatesRemoteFull-timeTechnologySenior level

Role summary

Looking for a remote project management opportunity in artificial intelligence? CentralSquare Technologies is hiring a Lead Project Manager to coordinate AI initiatives across customer support, managed services, and other business teams. You'll organize project plans, track milestones, monitor performance, and keep leadership informed as AI programs move forward. The employer requires at least five years of project management experience, experience with complex technology programs, and familiarity with generative AI tools. This is an AI-focused project leadership role, not an AI engineering position.

Key responsibilities

  • Maintain an organized inventory of company-wide AI initiatives, including project owners, milestones, status, and performance metrics.
  • Coordinate weekly project check-ins, milestone reviews, and escalation processes.
  • Monitor project risks, dependencies, and potential delays.
  • Ensure AI projects have clear objectives, success criteria, and accountable owners.
  • Develop project timelines, resource plans, and deliverables with initiative leaders.
  • Translate high-level AI business objectives into actionable project plans.
  • Facilitate planning meetings, working sessions, and project retrospectives.
  • Identify and resolve scheduling conflicts and dependencies across AI programs.
  • Prepare weekly and monthly project status reports for executive leadership.
  • Maintain dashboards tracking AI adoption, customer satisfaction, productivity gains, and project outcomes.
  • Prepare executive briefings and portfolio performance updates.
  • Coordinate across Product, Engineering, Customer Support, Managed Services, and Business Operations.
  • Support AI Council meetings by preparing agendas, recording decisions, and tracking action items.

Required qualifications

  • At least 5 years of project management experience, including ownership of complex projects involving multiple departments.
  • Experience managing technology or software implementation programs.
  • Strong knowledge of project governance, milestone tracking, risk management, and escalation procedures.
  • Ability to translate technical project information into clear reports for executive leadership.
  • Proficiency with project and portfolio management software such as Azure DevOps, Smartsheet, or similar tools.
  • Familiarity with generative AI platforms, large language models (LLMs), and AI technology providers.
  • Strong communication, organizational, problem-solving, and stakeholder coordination skills.
  • Ability to structure projects, manage competing priorities, and operate effectively in evolving business environments.

Preferred qualifications

  • Experience managing AI, SaaS, or other software platform implementation projects.
  • Background in public safety, public administration, or government software.
  • Project management credentials such as PMP, PMI-ACP, or PRINCE2, which are listed without an explicit requirement designation.

Degree and experience

Degree
Not stated
Experience
Senior level

Location and eligibility

Eligible:
United States
Exclusions:
None stated
Work arrangement:
Remote

Remote does not always mean worldwide. Only the locations listed here were confirmed with the employer.

Benefits

Unlimited paid time off (PTO) Tuition reimbursement Parental leave Paid volunteer hours Mentorship and career development programs Flexible work environment Additional benefits referenced by the employer but not itemized Benefits are subject to eligibility and employer plan terms.

Visa sponsorship

The employer states sponsorship is not available for this role.

Listing details

Published:
Nov 11, 2026
Last manually checked:
Nov 11, 2026
Closing date:
Nov 11, 2026
Official source:
View employer listing

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Pay

Pay not listed

The employer did not list pay for this role

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You'll apply directly with the employer. Openings and requirements may change. Confirm details on the employer's application page.

Job ID
Job #1008
Last checked
Nov 11, 2026
Published
Nov 11, 2026

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