Deputy Director

People's ExpressWhitmore Lake, MI

About The Position

People's Express is a growing nonprofit transportation provider serving Southeast Michigan. Our mission is rooted in compassion, reliable transportation, and a commitment to caring for our clients, communities, as well as one another. We are seeking an experienced, hands-on operations leader to serve as our Deputy Director. As the organization's second-in-command, you will be the internal engine that keeps our agency running smoothly. Working closely with the Director, you'll turn strategy into action, oversee department heads, strengthen HR, finance, and operational systems, and lead technology initiatives across the agency. You'll serve as Acting Director in the Director's absence, freeing the Director to focus on strategic growth, funding, and external partnerships.

Requirements

  • Minimum 5 years of progressively responsible leadership experience overseeing teams and cross-departmental functions.
  • Bachelor's degree in Business, Public Administration, Transportation, Technology Management, or related field preferred (or equivalent experience).
  • Strong comfort with technology and operational software.
  • Able to manage competing priorities and work flexible hours, including some evenings.

Nice To Haves

  • Experience in public transportation, logistics, or nonprofits.
  • Knowledge of FTA/MDOT or federally funded program compliance.
  • A track record in data-driven operational improvement.

Responsibilities

  • Oversee daily operations across all departments (Operations, HR, Finance, Maintenance, Administration, and the Detroit Program), ensuring alignment and accountability.
  • Translate strategic goals into actionable plans with clear timelines, ownership, and measurable outcomes.
  • Coach department leaders; direct, delegate, and evaluate staff; oversee training.
  • Lead agency-wide technology initiatives-dispatch and scheduling software, AVL/fleet tracking, reporting platforms-and serve as project manager for system upgrades and vendor coordination.
  • Monitor service reliability, safety metrics, and costs; support real-time decisions during disruptions and drive process improvements.
  • Support budgeting, grant implementation and reporting, audit preparation, internal controls, and regulatory compliance.
  • Enforce organization-wide and departmental policies, procedures, and standards.
  • Assist in conflict resolution and address internal operational concerns as they arise.
  • Foster a unified, mission-driven culture across all facilities and teams.
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