Project Manager, (Project Manager)

Fearless•Baltimore, MD
•$120,588 - $195,955•Remote

About The Position

Fearless is seeking a Project Manager to lead delivery of a large-scale digital transformation and content migration effort for a public-sector client. This fully remote role coordinates a cross-functional team through a fast-moving Agile engagement, managing day-to-day delivery of content strategy, migration workflows, and digital platform implementation. The role partners closely with client stakeholders and subject matter experts to sustain delivery momentum through review and approval cycles and ensure transparent, timely execution. The Project Manager manages and integrates multiple projects into a single impactful outcome, operates independently, and provides high-quality service that supports account growth and positive net customer retention. The role oversees project delivery and leads and mentors team members, fostering collaboration and excellence while contributing to organizational strategic growth. The successful candidate is expected to work during core business hours and may occasionally travel to client sites or company meetings. Fearless describes its culture as flexible, supportive, growth-oriented, and focused on meaningful work. The company offers a comprehensive benefits package to full-time team members starting on day one. The position is eligible for a discretionary bonus based on individual and company performance. The listed salary range is $120,588–$195,955, with a hiring range of $120,588–$130,500.

Requirements

  • At least 7 years of project management experience in an industry relevant to large-scale digital transformation, website modernization, or content migration initiatives.
  • Bachelor’s degree from an accredited college or university, or three additional years of equivalent related experience in lieu of a degree.
  • Proven expertise managing large-scale, enterprise-wide content migrations using an Agile framework.
  • Demonstrated experience leading day-to-day delivery across cross-functional teams and coordinating multiple concurrent workstreams.
  • Experience developing and managing project plans, roadmaps, schedules, milestones, dependencies, risks, and mitigation strategies in complex delivery environments.
  • Ability to coordinate client stakeholders and subject matter experts through review, feedback, decision-making, and approval cycles while maintaining project momentum.
  • Experience facilitating Agile ceremonies, project meetings, stakeholder working sessions, and regular delivery and status reporting.
  • Strong experience identifying and communicating delivery risks, blockers, scope changes, and timeline impacts, and developing actionable mitigation strategies.
  • Ability to maintain clear, accurate, transparent project documentation and provide stakeholders visibility into planned, ongoing, and completed work.
  • Exceptional organizational, written communication, verbal communication, and stakeholder management skills.
  • Ability to manage competing priorities and dependencies while maintaining delivery velocity against fixed milestones and deadlines.
  • Availability during core business hours for status updates, risk mitigation meetings, and ad-hoc consultations.
  • Authorization to work in the U.S. and ability to clear a background check before starting.
  • Ability to sit for extended periods while working on a computer or during meetings.
  • Ability to communicate effectively by phone, email, and in person.
  • Ability to move within an office environment, use office equipment, reach for files, and occasionally lift up to 10 pounds.

Nice To Haves

  • Experience managing a Drupal migration or Drupal-based website modernization.
  • Experience delivering digital transformation, website modernization, or content migration projects for government or public-sector clients.
  • Experience with large, complex websites involving significant content inventories, information architecture, content governance, and accessibility requirements.
  • Agile or project management certification such as CSM or PMP.
  • Occasional ability to travel to client sites or company meetings, which may involve driving or flying.

Responsibilities

  • Lead day-to-day delivery across a cross-functional team of strategists, writers, designers, and engineers, maintaining alignment across workstreams and priorities.
  • Plan and facilitate team check-ins, Agile ceremonies, stakeholder meetings, and working sessions to maintain alignment, resolve blockers, and sustain delivery momentum.
  • Manage schedules, sprint commitments, roadmaps, milestones, dependencies, and approval gates across a multi-phase digital transformation and content migration effort.
  • Prepare weekly status reports and provide visibility into planned, ongoing, and completed work, including milestones, risks, mitigations, dependencies, and key decisions.
  • Identify and communicate delivery risks, scope or timeline deviations, resource constraints, and emerging issues; recommend and coordinate mitigation strategies.
  • Coordinate client stakeholders and subject matter experts through review cycles, approvals, dependencies, and timely inputs.
  • Manage sequencing across content strategy, information architecture, UX, content migration, technical implementation, quality assurance, and launch activities.
  • Maintain accurate and current project plans, decision logs, risk tracking, status documentation, and other delivery artifacts.
  • Organize, version, and maintain project work and documentation in client-designated collaboration and project management tools.
  • Serve as the primary point of coordination between the delivery team and client stakeholders, clarifying expectations, responsibilities, decisions, and definitions of done.
  • Facilitate stakeholder collaboration and feedback while balancing client priorities, delivery constraints, and project milestones.
  • Support continuous improvement by incorporating stakeholder feedback, lessons learned, and delivery outcomes into planning and execution.
  • Manage and integrate multiple projects to deliver impactful customer outcomes and support customer satisfaction, account growth, and retention.
  • Lead and mentor team members, supporting their development and project performance.

Benefits

  • Flexible, life-friendly schedules.
  • 100% coverage for the medical HSA plan and HSA contributions.
  • Dental and vision coverage at 100% for the employee and dependents.
  • Competitive premiums for HMO/PPO and dependent coverage.
  • 401(k) with 4% match and immediate vesting.
  • Paid parental leave and 12 weeks paid FMLA.
  • Generous PTO, 11 federal holidays, a birthday holiday, and sick leave.
  • Up to 15 days for jury duty and bereavement leave.
  • Education, wellness, and tech allowances.
  • Referral bonus of $6,000–$12,000 for each successful referral.
  • Pet insurance and discount plans.
  • Employee Assistance Program (EAP).
  • Legal support, life insurance, and disability coverage.
  • Performance-based bonuses based on company success and individual contributions.
  • Discretionary bonus based on individual and company performance criteria.
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