About Fearless Digital

Fearless Digital builds software with a soul. As a division inside Fearless, we're part of its digital services integrator model to unlock the power of organizations, people and tech. Our division designs, engineers, and delivers digital solutions to solve problems and drive impact. Using iterative development cycles, we minimize risk for our customers and efficiently deliver intuitive and responsive technology. In this way, we help set the stage for tech to work better for people. That's not our only goal, though. We also strive to create a purple culture that makes our team members excited to come to work every day. We take a holistic approach to our people’s well-being, and our culture and benefits are designed to support our people in working the way they like best. We encourage our people to pursue their passions, both in and out of the office. With flexible schedules, continuing education support, and a family-friendly work environment, we’ve created a culture that allows our team to thrive professionally and personally.

Fearless believes in equal opportunity employment. We won’t discriminate against any employee or applicant on the basis of race, gender, nationality, age, religion, disability, military status, or sexual orientation. As a company and as individuals, we’re committed to providing an inclusive and welcoming environment for our team, our family members, our clients, our subcontractors, and our vendors.

Fearless Digital Benefits

Benefits Eligibility:

Full-time team members are eligible for benefits upon beginning employment at Fearless
Part-time, intern, 1099 team members are not eligible for Fearless benefits

Our people make us who we are. We believe that every member of the Fearless team has something to share, and we value the unique viewpoint you’ll bring to our community. But we value your community, too, so we offer fulfilling work that stays in balance with the rest of life. Because everyone has different needs, desires, and goals, our benefits offer the choices and flexibility that our team members need to live well and succeed. Here are a few highlights of our benefits package, for full-time team members, exclusively:

Life-friendly schedules
Family-friendly workplace
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. PTO is prorated based on your start date (see table below) on a quarterly basis (with tenure-based increases), 8.75 days of sick leave, 11 federal holidays, their birthday (8 hours), up to 15 days for jury duty, and up to 3 days (24 hours) of bereavement leave per eligible instance.

Start Date PTO Allocation Allocation Timing Jan 1 - March 31 100% January April 1 - June 30 75% April July 1 - Sept 30 50% July Oct 1 - Dec 31 25% October

Compensation

Our Compensation System is designed to reward remarkable work, grow your impact and support the whole “you” over the course of your career.

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 negotiation skills — is given equal pay for equal work. Our approach to compensation is intended to ensure our total package serves all of your needs and includes base pay, medical and other benefits, performance rewards, 401k matching, plus a few perks (tech and wellness reimbursement programs)! Our salary ranges are determined based on role, level and location and provide team members salary growth within a salary grade over time. Team members automatically progress within a salary range through annual increases (given to reward service at Fearless) or merit increases (given to reward and individual's demonstrated performance and growth within the position). Fearless team members are also eligible for discretionary bonuses based on company performance.

The salary ranges for this position based on location are listed below. The base pay range is subject to change and may be modified as a part of our annual salary range review.

Salary Range

AL, FL, GA, TN Residents: $126,294 (min) - $167,340 (mid) - $208,385 (max)
NC Residents: $130,200 (min) - $172,515 (mid) - $214,830 (max)
DE, MD, PA, TX, VA Residents: $136,710 (min) - $181,141 (mid) - $225,572 (max)
DC Residents: $153,636 (min) - $203,568 (mid) - $253,500 (max)
CA, NY, NJ Residents: $158,844 (min) - $210,468 (mid) - $262,093 (max)

Location:

The selected candidate will primarily work on-site at the customer’s location in San Antonio, Texas, 3-5 days per week. Candidates must live within a commutable distance (90 miles) of San Antonio. Hybrid work options may be considered after the first year. Travel may be required up to once a quarter for out-of-state client engagements or Fearless-related activities, including meetings at our Headquarters in Baltimore.

Background

Fearless builds software with a soul. As Fearless Digital, a subdivision of Fearless, we leverage a digital services integrator model to develop the power of organizations, people, and tech. Our division designs, engineers, and delivers digital solutions to solve problems and drive impact. Using iterative development cycles, we minimize risk for our customers and efficiently deliver intuitive and responsive technology. In this way, we help set the stage for tech to work better for people.

In this contract, Fearless Digital will be partnering directly with Fearless Guides. Fearless Guides specialize in helping customers identify issues, optimize flows, and adopt new behaviors that drive success. They empower leaders to be effective in their roles by optimizing strategies and breaking down silos. Their holistic approach to people and organizational development streamlines every aspect of our customers’ workflows, ensuring that they can achieve their missions with greater efficiency and impact.

At Fearless we strive to create a purple culture that makes our team members excited to come to work every day. We take a holistic approach to our people’s well-being, and our culture and benefits are designed to support our people in working the way they like best. We encourage our people to pursue their passions, both in and out of the office. With flexible schedules, continuing education support, and a family-friendly work environment, we’ve created a culture that allows our team to thrive professionally and personally.

What You’ll Be Doing

Fearless is seeking a Value Stream Architect (VSA) to join our dynamic and diverse team of 250+ employees. In this pivotal role, you will support the United States Air Force’s defensive cyber warfare operations by designing, analyzing, and optimizing value streams—defined as the end-to-end flow of activities across processes, system interfaces, and requirements that deliver value to the mission. As our inaugural VSA, you will be instrumental in shaping our value stream management approach, driving continuous improvement, and fostering collaboration across the organization. You will also serve as a bridge builder between business and IT, mentoring and guiding teams toward operational excellence.

This role is critical to driving significant organizational change, ensuring that Fearless remains at the forefront of defensive cyber warfare operations. The VSA will play a key role in translating high-level goals into actionable plans that align with our mission-critical objectives and will be deeply aligned with Team Topologies principles to optimize team structures and value delivery.

Strategic Leadership and Flow Optimization

Organizational Design and Team Topologies Implementation: Reevaluate and restructure organizational and technology team structures using the principles of Team Topologies. Your focus will be on creating team structures optimized for fast flow, minimizing dependencies, and aligning communication paths with architectural constraints.
Continuous Delivery (CD) Models: Lead initiatives to achieve Continuous Delivery by eliminating bottlenecks and delivering stable, rapidly evolving solutions. Mentor teams in CD practices and Team Topologies concepts, fostering an environment where value is consistently delivered efficiently and without unnecessary friction.
Cyber Mission Architecture: Collaborate with subject matter experts to structure and refine value streams that directly enhance mission-critical operations. Your role involves facilitating the integration of strategic objectives into these value streams, ensuring they contribute to the overall effectiveness of cyber defense efforts.

Consultation and Technical Expertise

Cyber Warfare Platform Optimization: Collaborate with technical teams to support the optimization of cyber warfare platforms, ensuring they are aligned with value stream management principles. Focus on advising organizational changes and process improvements that enhance platform performance, resilience, and enable fast, autonomous operations.
Flow Framework and Team Topologies Leadership: Act as the principal Flow Advisor within Fearless, leveraging the Flow Framework and Team Topologies to drive enterprise-level optimization across stream-aligned teams. Contribute to thought leadership in value stream management, promoting the adoption of these best practices across the organization.
Enterprise Systems Architecture: Apply your experience with enterprise systems architecture frameworks such as DoDAF, TOGAF, or similar, ensuring that the technical solutions you develop are robust, scalable, and aligned with both mission objectives and organizational goals.

Collaboration and Stakeholder Engagement

Stakeholder Relationships: Represent Fearless at a local level, building and maintaining strong relationships with the USAF and other key customers. Ensure that technical strategies are aligned with broader mission objectives and foster collaboration across teams.
Implementation of Organizational Changes: Collaborate with Fearless counterparts to implement organizational changes throughout the project, ensuring alignment with strategic goals and contributing to continuous improvement, with a specific focus on adopting and scaling Team Topologies practices.
Systems Engineering Integration: Apply systems engineering principles to inform and enhance stakeholder engagements, ensuring that technical solutions are not only aligned with strategic goals but also grounded in sound engineering practices.

Functional Role and Continuous Improvement

Value Stream Analysis and Mapping: Lead the analysis and mapping of current value streams, identifying bottlenecks, inefficiencies, and opportunities for improvement. Collaborate with cross-functional teams to define future-state value stream architectures that align with strategic objectives and Team Topologies.
Optimization and Automation: Develop and implement strategies to optimize value streams, including process redesign, automation, and necessary organizational changes. Promote a culture of continuous improvement, encouraging collaboration and knowledge sharing, and ensuring alignment with Team Topologies principles.
KPI Development: Design and implement key performance indicators (KPIs) to measure the effectiveness of value stream improvements and track progress. Use these metrics to drive decision-making and prioritize investments for systemic improvement across value streams.
Platform and Tooling Influence: Influence enterprise-level decisions regarding platforms and tools, continuously guiding teams toward improving CI/CD and mission capability delivery, aligned with Team Topologies.

Qualifications

Core Qualifications and Hard Requirements (Must Haves)

Experience: A minimum of 10 years of demonstrated related working experience.
Clearance: Active TS/SCI clearance.
Systems Engineering: Exposure through education or relevant experience.
Value Stream and Team Topologies Expertise: Demonstrated experience in supporting value streams, identifying dependencies, delivery constraints, and continuous improvement opportunities, with a focus on implementing and scaling Team Topologies.
Leadership: Proven ability to serve as a trusted advisor to senior leadership and guide teams through complex technical and organizational challenges.
Federal Experience: Experience working on DoD projects or in highly regulated environments. Preferably with the Airforce.
Organizational Change: Experience supporting organizational or team change initiatives, with a focus on fostering collaboration and systemic improvement through the application of Team Topologies principles.
Communication: Strong interpersonal skills with effective verbal and written communication capabilities, particularly in translating technical topics for non-technical stakeholders.
Team Dynamics: Proficient in fostering healthy team dynamics and implementing people-focused practices.
Mentorship and Training: Experience identifying training and skill development opportunities across the enterprise, with the ability to run teams through a Dojo if required.
Coaching: Experience leading and coaching teams of Software Engineers, SREs, Test Engineers, and Data Engineers.

Specific Skills And Soft Requirements (Highly Desired)

Education: BS/MS/M.Eng. in Systems Engineering, Computer Science, Information Systems, or a related field.
Certifications: CISSP, Flow Ambassador, Scaled Agile DevOps Accredited Facilitator (SAD AF), or other relevant certifications.
Technical Platforms: Experience with DoD-aligned platforms such as Big Bang, Platform One, or Cloud One.
Cybersecurity Knowledge: Familiarity with MITRE ATT&CK and the Purdue Security Model Framework.
Domain Experience: Expertise in Cloud Infrastructure, Software Engineering, Kubernetes, Cybersecurity, DoD Cyber Operations, or Cyber Acquisition.
Enterprise Systems Architecture: Experience with DoDAF, TOGAF, or similar frameworks is highly desirable.
Cyber Mission Architecture: A deep understanding of cyber mission architecture, particularly with Air Force experience.

So, what’s next?

Over the years, we’ve honed our interview process to help ensure that every employee we hire is the right fit for us and that we’re the right fit for them. If we think you’re a good fit, we’ll get in touch and start scheduling your interviews! Depending on the role's/project's requirements, the interview process may include some differences. At the minimum

Introductory Interview: This is where you and your recruiter will build rapport, explore your career and educational background, discuss salary expectations, role requirements, and set expectations for the interview process, specific to the position of interest.
Technical Interview (Skills Fit): This is where we get into the nitty gritty of the project. During the Technical Interview, you’ll be interviewed by the technical team to dig more into your background and technical capabilities.
Business Interview: At this point, you’ve made it to the final frontier! The Business Interview is when you’ll meet with Fearless leadership to dot the i’s, cross the t’s, and determine whether or not we’ll be moving forward with the hiring process.

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Value Stream Architect (Air Force)

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