Program Manager

Summary

Join Fearless as a Program Manager and manage, influence, and facilitate high-quality deliverables of assigned programs. You will manage one or more programs and their projects, requiring expertise in program management, stakeholder engagement, and cross-functional team leadership. Responsibilities include risk mitigation, stakeholder buy-in, and reporting program progress to senior leadership. The role involves achieving long-term customer retention, ensuring on-time and within-budget project delivery, enhancing team performance, and increasing account growth. The position is 100% remote or in Baltimore, MD, offering a competitive salary and comprehensive benefits package. Fearless is committed to equal pay and fostering a positive work environment.

Requirements

• Deep understanding of current and emerging technologies and their application to business processes
• Expertise in managing government projects, ensuring compliance with federal regulations, and delivering results on time and within budget
• Strong understanding of government agencies, including contracting officers, acquisitions, procurement rules, and regulations
• Strong ability to identify challenges and guide, recommend, and implement effective solutions to stakeholders
• Demonstrated experience in managing client relationships, growing accounts, and leading teams
• Ability to build credibility, influence stakeholders, and advocate for strategic initiatives within client organizations
• Skilled at influencing, identifying, engaging, and influencing relationships with senior leadership, key stakeholders., and external stakeholders, negotiating program goals, timelines, and outcomes
• Excellent written and verbal communication skills, including using data to drive decisions and presenting complex information to senior executives and non-technical audiences
• Proven ability to manage, coach, and develop high-performing teams and future leaders focusing on achieving results
• Proficient in leading change within teams and projects to adapt to evolving business needs and challenges
• Strong financial management skills, including budgeting, cost control, and financial forecasting, with an emphasis on maximizing ROI
• Expertise in developing cost estimates and managing budgets in compliance with federal guidelines
• Strong ability to manage resources, budgets, and team performance metrics effectively
• 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, which may involve driving or flying
• 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)

Responsibilities

• Delivery of World Class Services & Customer Intimacy
• Ensure that Fearless positively impacts our customers' missions and the lives of the people they serve by consistently delivering world-class products and services on time and within budget
• Serve as the primary point of contact for all program activities, ensuring the cohesive execution of multiple projects under the program
• Present Fearless capabilities to potential customers in detail, highlighting how those capabilities could impact the potential customer to meet the previously identified requirements
• Influence and Leadership
• Build credibility as a subject matter expert and advocate for the organization’s strategic direction
• Motivate staff and stakeholders to support organizational goals and build consensus among leaders
• Oversee and validate project manager assessments of individual team members within the program to ensure accuracy, fairness, and consistency with performance expectations. Ensure evaluations reflect project contributions and align with the program's strategic goals
• Building Relationships & Networking
• Build, engage, and influence strong relationships with individuals and groups connected to the program. Identify, monitor, and manage relationships with stakeholders to ensure positive outcomes
• Regularly update key stakeholders on program performance, risks, and critical milestones through detailed reports and presentations
• Advocate for the program within the organization, ensuring stakeholder buy-in and support across all levels
• Domain Expertise
• Lead the strategic planning and execution of large-scale programs, ensuring alignment with organizational objectives
• Stay up-to-date and apply developments in information technology (hardware, software, telecommunications) and emerging technologies
• Utilize knowledge of contracting officers and procurement regulations to ensure successful outcomes
• Defining Problems and Opportunities
• Proactively identify program risks and develop comprehensive mitigation strategies to ensure program continuity
• Analyze complex business problems and present clear, actionable solutions to senior leadership
• Monitor project interdependencies within the program and resolve conflicts or bottlenecks to keep projects on track
• Budgeting, Executing, Organizing & Planning
• Oversee the execution, management, and delivery of assigned programs and projects within the scope, timeline, and budget
• Work with finance teams to ensure accurate forecasting, reporting, and cost control measures are in place
• Drive cost-saving initiatives without compromising the program’s overall quality and performance
• Managing Team Execution
• Lead, mentor, and support cross-functional teams, including project managers, engineers, and other specialized professionals, to ensure successful program execution
• Foster a culture of high performance, accountability, and continuous improvement within program teams
• Attract, develop, coach, and motivate team members, ensuring career growth and addressing demotivating factors
• Conduct regular performance reviews, set measurable goals, and provide constructive feedback to team members

Preferred Qualifications

• Minimum of 7 years of experience in program management, including experience managing government contracts
• Experience with government procurement processes, contracts, and compliance regulations (e.g., FAR/DFAR) is a plus
• Experience with IT project delivery, software development, or digital transformation programs is highly preferred
• Understanding of cybersecurity and data privacy regulations in federal contracts
• PMP or similar project management certification preferred
• Other relevant certifications (e.g., Lean Six Sigma, Agile, ITIL) are highly desirable
• Proven track record of managing large, complex programs with multiple work streams and budgets exceeding $XM

Benefits

• We cover 100% of your premium for our medical HSA plan + the deductible portion of HSA contributions, 80% of your premium for our HMO or PPO plans, and offer competitive dependent coverage
• We cover 100% of dental and vision premiums for you and your dependents and offer medical and dependent care FSA options
• We also offer life insurance, short- and long-term disability coverage, and legal planning and support insurance
• Tech, education / training, and wellness allowances
• Safe Harbor 401(k) plan with employer contributions (current match = 4%) and immediate vesting
• Referral bonus: Bring your friends! If someone you refer is hired, you’ll get a bonus of $6–12k!
• Total Pet Plan
• Employee Assistance Program
• Up 12 weeks of FMLA paid at 100%
• PTO is provided to team members as a lump sum allowance, not an accrual
• 8.75 days of sick leave
• 11 federal holidays
• Their birthday (8 hours)
• Up to 15 days for jury duty
• Up to 3 days (24 hours) of bereavement leave per eligible instance
• Life-friendly schedules
• Family-friendly workplace