Deputy Director

People's Express

$75K — $95K *
Education, Government & Non-Profit
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years of leadership experience managing teams and departments.
  • Bachelor's degree in Business, Public Administration, Transportation, Technology Management, or related field favored.
  • High proficiency with technology and operational software.
  • Ability to manage multiple priorities; flexible schedule required including evenings.
  • Preferred experience in public transport, logistics, or nonprofits; knowledge of regulatory compliance.

Responsibilities

  • Oversee daily operations across multiple departments ensuring alignment and accountability.
  • Translate strategic goals into actionable plans with defined timelines and ownership.
  • Coach and evaluate department leaders, managing staff training initiatives.
  • Lead and manage technology initiatives including system upgrades and vendor relationships.
  • Monitor service reliability and safety metrics, driving process improvements during disruptions.
  • Support budgeting, grant implementation, and audit preparation to ensure regulatory compliance.
  • Enforce policies and procedures organization-wide, addressing operational concerns as they arise.

Benefits

  • Opportunities for professional growth and leadership development.
  • Collaborative work environment fostering mission-driven culture.
  • Flexibility in work hours to accommodate operational needs.
Full Job Description
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.

Key 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
  • 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
  • Enforce organization-wide and departmental policies, procedures, and
  • Assist in conflict resolution and address internal operational concerns as they
  • Foster a unified, mission-driven culture across all facilities and

Qualifications
  • Minimum 5 years of progressively responsible leadership experience overseeing teams and cross-department
  • 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.
  • Preferred: experience in public transportation, logistics, or nonprofits; knowledge of FTA/MDOT or federally funded program compliance; and a track record in data-driven operational improvement.

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