Project Manager , (Project Manager)

Fearless•Tampa, FL
•$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. The role coordinates a cross-functional team in a fast-moving Agile engagement, managing day-to-day content strategy, migration workflows, and digital platform implementation. The work will modernize how critical information is organized, accessed, and maintained. The Project Manager partners with client stakeholders and subject matter experts to sustain delivery momentum through client review and approval cycles and ensure transparent, on-time execution. This is a fully remote role. The Project Manager independently manages and integrates multiple projects to deliver a unified outcome, oversees project delivery, and leads and mentors team members. The position supports customer satisfaction, account growth, positive net customer retention, and high-quality delivery on time and within budget. The role also requires awareness of government project management, procurement, customer environments, business challenges, and solution implementation.

Requirements

  • At least 7 years of project management experience in an industry relevant to large-scale digital transformation, website modernization, or content migration.
  • 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.
  • 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/status reporting.
  • Experience identifying and communicating delivery risks, blockers, scope changes, and timeline impacts, and developing actionable mitigation strategies.
  • Ability to maintain accurate, transparent project documentation and provide stakeholders visibility into planned, in-progress, 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 via 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 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 resolve blockers and maintain delivery momentum.
  • Manage schedules, sprint commitments, roadmaps, milestones, dependencies, and approval gates across a multi-phase transformation and migration effort.
  • Prepare weekly status reports and provide visibility into planned, in-progress, and completed work, milestones, risks, mitigations, dependencies, and 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.
  • Coordinate 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 within 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 milestones.
  • Incorporate stakeholder feedback, lessons learned, and delivery outcomes into ongoing planning and execution.
  • Manage and integrate multiple projects to deliver customer outcomes, support account growth, and contribute to positive customer retention.
  • Lead and mentor team members, support strong team performance, and contribute to successful project outcomes.
  • Deliver products and services on time and within budget in support of customers' missions.

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 of 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 technology 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 individual and company performance criteria.
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