Project Manager

Project Manager (Key Personnel)

Fearless is seeking a Project Manager to lead and integrate multiple projects into a cohesive

federal program that delivers meaningful, mission-driven outcomes. This role is responsible

for providing world-class service, ensuring contract compliance, and driving successful

delivery across scope, schedule, and budget. The Project Manager operates independently,

serving as a strategic leader and trusted partner to government stakeholders while

overseeing Agile program execution, financial performance, and risk mitigation to ensure

high-impact results and positive customer retention.

Your Responsibilities in This Role:

• Build and maintain trusted client relationships to ensure long-term retention, high satisfaction, and timely resolution of issues.
• Consistently Identify and pursue opportunities to expand services within existing accounts, driving revenue growth, contract renewals, and increased mission impact
• Acts as a trusted advisor and strategic partner to senior federal stakeholders, helping them adopt modern, scalable, and AI-enabled technology approaches that improve mission outcomes and operational efficiency.
• Provide end-to-end management of federal contracts, ensuring compliance with FAR, DFARS, and all contractual obligations.
• Serve as the primary interface with the Contracting Officer (CO), Contracting Officer's Representative (COR), and federal leadership, maintaining clear and consistent communication.
• Oversee planning, execution, and integration of multiple projects into a unified program strategy that delivers measurable outcomes.
• Provide Agile program oversight across multiple teams, coordinating delivery through SAFe, Scrum-of-Scrums, or other scaled Agile frameworks.
• Ensure world-class service delivery by consistently meeting scope, schedule, budget, and quality expectations.
• Develop and maintain integrated master schedules, project plans, cost estimates, and performance baselines.
• Manage project budgets and financial performance, monitor burn rates, and ensure responsible stewardship of government funds.
• Identify, assess, and mitigate program risks and dependencies; implement proactive mitigation strategies to protect delivery commitments.
• Lead cross-functional and blended federal/contractor teams, fostering accountability, collaboration, and high performance.
• Set clear goals, monitor team performance, and ensure alignment between technical execution and program objectives.
• Maintain comprehensive documentation and provide regular reporting on project health, risks, financial status, and performance metrics.
• Ensure all delivery activities comply with federal regulations, procurement requirements, and security guidelines.
• Partner with stakeholders to define problems, identify opportunities for improvement, and implement process enhancements that increase efficiency and customer satisfaction.
• Contribute to account stability and growth through proactive engagement, strategic insight, and delivery excellence.

Required Skills and Qualifications:

At Fearless, we seek candidates who blend technical know-how with sharp problem-solving and advisory skills to drive real impact in the communities we serve. Here are the key qualifications for this role.

• Minimum of 7 years of experience managing federal government contracts and complex delivery programs.
• Demonstrated experience with federal contract management, including FAR and DFARS compliance.
• Proven experience overseeing Agile programs in scaled environments (e.g., SAFe, Scrum-of-Scrums) while integrating traditional project controls.
• Strong stakeholder management experience in government settings, including direct communication with COs, CORs, and senior federal leadership.
• Demonstrated experience managing budgets, cost estimation, financial tracking, and schedule performance in federal programs.
• Proven ability to identify risks, develop mitigation strategies, and proactively manage program impacts.
• Experience leading and mentoring high-performing teams within blended federal and contractor environments.
• Strong understanding of project management principles, government regulations, contract performance management, and financial accountability.
• Experience supporting financial regulatory agencies or compliance-driven federal environments is a plus
• Experience in CI/CD integration and DevSecOps delivery models is a plus
• Previous experience working on EDGAR or other SEC systems is a plus.
• Project management certification such as Project Management Professional (PMP), Program Management Professional (PgMP), or equivalent is highly desired.
• Bachelor's degree or equivalent professional experience.
• Ability to obtain and maintain a Public Trust clearance.

Skills and Competencies:

Technical Skills:

• Deep understanding of government contracting, including federal regulations, procurement processes, and compliance requirements.
• Strong understanding of project management principles, government procurement rules, federal regulations, and contract management. Proficiency in project management software (e.g., MS Project, Jira) and familiarity with government contracting processes.

Strategic Thinking & Problem-Solving:

• Ability to evaluate business challenges and define technical solutions that align with strategic objectives.
• Strategic advisor skills, with the ability to guide teams in innovative, effective solutions.
• Understand financial statements, ROI calculations, and other financial metrics relevant to client accounts.
• Monitor and control costs associated with delivering services to clients.

Communication & Influence:

• Excellent communication skills, capable of articulating complex ideas to diverse audiences.
• Ability to build credibility, influence stakeholders, and advocate for strategic initiatives within client organizations.

Leadership & Team Management:

• Ability to foster a collaborative and goal-oriented work environment.
• Proven ability to manage, coach, and develop high-performing teams focusing on achieving results.
• Strong ability to manage resources, budgets, and team performance metrics effectively.

Account Growth & Relationship Management:

• Proven track record of growing and maintaining accounts, leveraging technical expertise to identify expansion opportunities.
• Skilled in building and maintaining solid relationships with customers, stakeholders, and partners.
• Ability to manage client budgets, ensuring projects are completed within financial constraints.

Physical Requirements:

• Ability to sit for extended periods while working on a computer or during meetings.
• Must be able to travel occasionally to client sites or company meetings.
• Ability to communicate effectively via phone, email, and in-person, requiring clear speech, listening, and written communication skills.
• Ability to move within an office environment, including reaching for files, using office equipment, and occasional light lifting (up to 10 pounds).

Life at Fearless

We're a digital integration consultancy on a mission to build a better tomorrow. At Fearless, we combine technology, people, and organizational development to solve meaningful problems. Through iterative development, we deliver smart, user-friendly solutions that make tech work better-for everyone.

But great tech is just part of the story. What really makes us Fearless is our Purple Culture.

What Makes Us Purple?

Being Purple means you:

• Are valued as a whole person-not just a job title
• Get matched with work that plays to your strengths and passions
• Are supported by coaches, not micromanagers
• Have the autonomy and clarity to make decisions and drive impact
• Join a community that celebrates equity, curiosity, and innovation
• Do work that matters-every day

We believe in flexibility, growth, and balance. Our benefits and culture are designed to support you in doing your best work-while making space for what matters to you outside of it.

We're proud to be an equal opportunity employer. At Fearless, we're building a workplace that welcomes and respects everyone-across race, gender, age, religion, identity, background, and ability.

Compensation at Fearless

Fearless is committed to providing a competitive compensation package that will meet your current and future needs. Our philosophy is aimed at rewarding team member contributions, supporting long-term financial growth and security, and overall well-being.

We believe in paying people fairly, so we've established a compensation model aimed to ensure everyone at Fearless - regardless of race, ethnicity, gender, sexual orientation, disability, religion, age, nationality, or willingness/ability to negotiate - is consistently paid fairly based on alignment to the needs and requirements of the role.

The salary range for this position is:

Minimum Salary: $114,844

Salary Midpoint: $149,299

Maximum Salary: $183,752

Hiring Range for Role: $149,000

*This position is eligible for a discretionary bonus based on individual and company performance criteria.

Benefits at Fearless

At Fearless, we take care of our team-because when you're supported, you can do your best work. We offer a flexible, family-friendly environment with benefits designed to support your health, growth, and life outside of work.

For Full-Time Team Members (Starting Day One):

• 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

Reasonable Accommodations

Fearless is committed to providing reasonable accommodations for applicants and candidates with disabilities. If a reasonable accommodation is needed to participate in the job application or interview process, please contact the Human Resources Department at hr@fearless.tech.

So, What's Next?

We've refined our hiring approach to make sure every team member is a great fit for Fearless-and that we're a great fit for you, too. If there's alignment, we'll reach out to kick off the interview process. Depending on the role or project, your experience may vary slightly, but it typically includes:

Introductory Interview

You'll connect with a recruiter to:

• Build rapport and get to know each other
• Review your experience and skills
• Talk through salary expectations and role details
• Set expectations for the rest of the process

Skills + Business Fit Interview

This is where we dig deeper to:

• Review findings from any technical assessments
• Walk through situational and values-based questions
• Explore how your approach aligns with Fearless culture and project needs

Some roles may also include customer interviews based on specific project requirements in addition to background check and security clearance requirements.