Strategic Initiatives Project Manager

J.S. Held LLC•Chicago, IL

4h•$90,000 - $110,000•Remote

About The Position

We are seeking a Strategic Initiatives Project Manager to join our Transformation Management team. This is a unique opportunity for an entrepreneurial, highly driven person with a well‑rounded skill set to join the team, whose responsibilities extend beyond those of a traditional project manager. The ideal person for this role will not only have a strong grasp of project management fundamentals but also be flexible and a strategic thinker able to take on a variety of tasks. In this role, you’ll support enterprise‑wide initiatives across Finance, HR, Legal, Operations, and M&A, helping drive key transformation efforts across the organization. You’ll coordinate day‑to‑day project activities, keep cross‑functional workstreams aligned, and ensure initiatives move forward with structure and accountability. You’ll also partner closely with business stakeholders, IT delivery teams, and senior leaders on requirements, execution tracking, change enablement, and portfolio reporting. In addition, you’ll contribute to PMO governance and continuous improvement efforts that enhance the consistency and effectiveness of project delivery across the organization.

Requirements

6–8+ years of cross-functional project management or coordination experience in corporate or professional services environments
Bachelor’s degree or equivalent experience
Strong organizational and communication skills; able to manage multiple priorities under tight deadlines
Strategic, detail-oriented thinker who thrives in fast-paced, dynamic environments and can navigate ambiguity
Proficient in project and knowledge management platforms, as well as dashboard tools for tracking and reporting (e.g., Hive, Smartsheet, Asana, MSFT Teams, Power BI, etc.)
Skilled in AI-enabled tools (e.g., Microsoft Copilot, Claud) for documentation, reporting, and workflow automation
Candidate must reside in the United States and be in either the Central or Eastern time zone.

Nice To Haves

PMP certification

Responsibilities

Lead cross-functional initiatives by developing and managing project plans, timelines, and task tracking to ensure timely execution and follow-through.
Collaborate with business stakeholders and IT teams to gather and validate requirements, support development, testing, and adoption of solutions.
Serve as the business liaison on tech-enabled projects, while independently managing non-technical initiatives under consistent PMO standards.
Oversee day-to-day execution of non-technical projects, making tactical decisions on priorities and coordination, monitoring milestones and risks, resolving issues with senior leaders, and contributing to PMO portfolio management and reporting.
Drive change management and communications by preparing updates, presentations, and stakeholder materials to support adoption.
Leverage AI-enabled tools (e.g., Copilot) to enhance documentation, reporting, workflow efficiency, and insights.
Promote adoption of enterprise-approved AI tools and digital practices aligned with data security standards.
Coordinate enterprise learning programs, using AI for content creation and managing logistics, materials, and participant tracking.