[Hiring] Project Manager @Fearless

Role Description

At Fearless, we are seeking a Project Manager to lead delivery of a large-scale digital transformation and content migration effort for a public-sector client. This role coordinates a cross-functional team through a fast-moving Agile engagement, managing the day-to-day delivery of content strategy, migration workflows, and digital platform implementation that will modernize how critical information is organized, accessed, and maintained. This is a fully remote role.

As a Project Manager, you manage and integrate multiple projects to deliver a single, impactful outcome. You operate independently, providing world-class service that drives account growth and ensures positive net customer retention across all assigned project offices. This role involves overseeing project delivery and leading and mentoring team members, equipping them with the skills necessary to be effective in their roles.

• Lead day-to-day delivery activities across a cross-functional team of strategists, writers, designers, and engineers, maintaining alignment across workstreams and project priorities.
• Plan and facilitate team check-ins, Agile ceremonies, stakeholder meetings, and other working sessions to maintain alignment, resolve blockers, and sustain delivery momentum.
• Manage project schedules, sprint commitments, roadmaps, milestones, dependencies, and approval gates across a multi-phase digital transformation and content migration effort.
• Prepare weekly status reports and maintain clear visibility into work planned, in progress, and completed, including progress against milestones, risks, mitigations, dependencies, and key decisions.
• Proactively identify and communicate delivery risks, scope or timeline deviations, resource constraints, and emerging issues, recommending and coordinating mitigation strategies before they impact project outcomes.
• Coordinate with client stakeholders and subject matter experts to manage review cycles, approvals, dependencies, and timely inputs required to keep delivery on schedule.
• Manage cross-functional activities and sequencing across content strategy, information architecture, UX, content migration, technical implementation, quality assurance, and launch activities.
• Maintain project plans, decision logs, risk tracking, status documentation, and other delivery artifacts as accurate, current, and transparent living documents.
• Ensure project work and documentation are appropriately organized, versioned, and maintained within client-designated collaboration and project management tools.
• Serve as the primary point of coordination between the delivery team and client stakeholders, ensuring expectations, responsibilities, decisions, and definitions of done are clearly understood.
• Facilitate effective stakeholder collaboration and feedback loops while balancing client priorities, delivery constraints, and established project milestones.
• Support continuous improvement throughout the engagement by incorporating stakeholder feedback, lessons learned, and delivery outcomes into ongoing planning and execution.

Qualifications

• Minimum of 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 work across multiple concurrent workstreams.
• Experience developing and managing project plans, roadmaps, schedules, milestones, dependencies, risks, and mitigation strategies in complex delivery environments.
• Demonstrated 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/status reporting.
• Strong experience identifying and communicating delivery risks, blockers, scope changes, and timeline impacts, with the ability to develop actionable mitigation strategies.
• Demonstrated ability to maintain clear, accurate, and transparent project documentation and provide stakeholders with visibility into work planned, in progress, and completed.
• 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.

Requirements

• 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.

Benefits

• Flexible, life-friendly schedules.
• 100% coverage for our medical HSA plan + HSA contributions.
• Dental & vision covered 100% for you and your dependents.
• Competitive premiums for HMO/PPO and dependent coverage.
• 401(k) with 4% match & 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: $6K–$12K for each successful referral.
• Pet insurance & discount plans.
• Employee Assistance Program (EAP).
• Legal support, life insurance, disability coverage.
• Performance-Based Bonuses.