Program Manager

We’re looking to change the world by building software with a soul, and we want your help.

The Program Manager is the prime interface for our clients, partners, and project teams, and is responsible for managing day-to-day operations, financial monitoring, and staffing of a subset of teams in a greater portfolio. The Program Manager III is a team player with excellent skills in leadership, communication, time management, and organization, and who is professional, positive, and dependable. The Program Manager III is responsible for various activities while regularly working with the following departments: People Operations, Finance, and Business Development.

We need your Program Management skills! What other skills will help you succeed at Fearless? Glad you asked! We’re excited about candidates who can accomplish the following:

Organizational Leadership

• Is accountable for day-to-day activities of their program.
• Proactively breaks down strategies from Portfolio Directors, directing and managing the implementation of those strategies across projects.
• Maintains awareness of challenges that bubble up from the project team and either manages them or resolves them.
• Provides coaching and leadership to project leads assigned to the program.
• Grows the eminence of their program and portfolio to support their success.

Functional Role

• Proactively resolves programmatic, contractual, and Fearless internal obstacles.
• Provides input into the portfolio strategy and ensures program leads understand it.
• Provides updates to Portfolio Directors and other stakeholders on project status, escalating risks and concerns where relevant, and implementing mitigation strategies as needed.
• Develops an evaluation method to assess program strengths and identify areas for improvement.
• Supports project teams in planning scope and meeting contract objectives.
• Produces accurate and timely reporting of program status throughout its life cycle, including project burn rate.
• Approves timecards.
• Monitors program financials.
• Manages performance goals with input from Portfolio Directors, Passion Coaches, and Scrum Master.
• Proactively and regularly provides feedback to Passion Coaches on team members to support individual, project, and program success.
• Tracks resource needs, including contract funding and staffing, throughout the lifecycle of the project, and proactively suggests strategies to improve team and program function.
• Works with the Passion Coaches when individual performance challenges occur on the team, and helps the team to grow through the challenge.
• Manages behavioral challenges, where applicable, with input from Portfolio Directors, Passion Coaches, and Scrum Master.
• Interviews candidates, makes hiring recommendations, and provides feedback for termination decisions.
• Works closely with Portfolio Director and Business Development to proactively prepare for follow-on contracts and opportunities for new and/or expanded work.
• Works with the Portfolio Director to identify people and tools needed to deliver contract requirements.
• Provides inputs into Business Development tasks, including proposals, past performance, challenge coordination, staffing plans, etc.
• Manages company communications to the team.
• Works with Practice Directors to influence and set technical vision on the project.
• Works with Practice Directors when tech concerns require escalation.
• Stands up project, if a project lead hasn’t yet been identified.
• Acts as backup for Scrum Masters, other Program Managers, and the Portfolio Director, if needed.
• Provides input and feedback into operational systems building.
• Works with recruiters to meet staffing needs of new BD opportunities.

Must-Have Skills

• Must have an active Public Trust Clearance.
• Active Project Management Professional (PMP) certification.
• 8 years or more relevant hands-on experience in a program management role on programs of a size and scope to this order.
• Comfortable selling, technically savvy domain expertise in military logistics if in the DOD.
• Experience managing DevOps teams, customer intimacy and FAR's experience.
• Advanced experience in project or program management leading complex projects or teams.
• Expert programmatic leadership skills.
• Advanced relationship-building skills, with the ability to drive collaboration toward outcomes.
• Proven ability to gather and synthesize situational data and context to inform smart, business-focused decisions.
• Demonstrated expertise in stakeholder engagement and management.
• Demonstrated expertise in agile environments.
• Advanced experience managing teams.
• Advanced understanding of project management.
• Ability to operate and manage work, strategically reason, build relationships, and influence others.

Highly Desired Skills and Experience

• Experience working with federal, state or local Government (if applicable).
• Experience with contract management and/or finance.
• Certified Scrum Master, Product Owner, SAFe, or equivalent agile training or certification.
• Advanced experience with product thinking and product ownership.
• Proven ability to adapt, support, grow and optimize teams and processes working in different models (kanban vs. sprints, internal vs external delivery).
• Willingness to play different roles to fill gaps, and/or work with customer leadership teams to proactively fill gaps.
• Exemplary facilitation skills within a team or group setting.
• Motivated self-starter who is driven to move tasks to complete.

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: $114,844 - $170,000

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

Part-Time & Interns:

• 8.75 days of safe & sick leave annually
• Eligible for our 401(k) plan with employer contributions

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:

The 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

The 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.