Technical Team Lead

San Antonio, TX, United States

Fearless is looking for a Technical Team Lead and Advisor to add to our diverse team of 250+ employees (and counting!).

What you’ll be doing

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

The Technical Team Lead and Advisor will play a crucial role in supporting the United States Air Force's defensive cyber warfare operations by providing expert consulting, guidance and strategic insight on the implementation, optimization, and maintenance of cyber warfare platforms. In this role, you will not only provide technical support to the customer but also play a major role in advising the customer on everything from team structure and operational systems and processes.

The Technical Team Lead and Advisor will work on the strategic level to reevaluate organizational and technology team structure, implement DORA metrics, define impactful mission outcomes, influence stakeholder decisions, provide actionable recommendations, help improve flow of valuable end-to-end mission capability and deliver data-driven technical prototypes.

Work Environment/Location: The selected candidate will be expected to report 5 days per week to the customer's site located in San Antonio, Texas. Candidates will ONLY be considered if they live within a commutable distance radius not to exceed 90 miles from San Antonio. Fearless is exploring hybrid options, however, the selected candidate must also be open to an onsite model (potentially, 5 days, weekly).

Responsibilities and Contributions

Organizational and Leadership Role

Represents Fearless at a local level and provides leadership to team members and stakeholders, and builds solid relationships with USAF and other customers.

Strengthens strategic relationships with peers, leaders, customers, users, and stakeholders, interfacing directly with our customers as a technical Subject Matter Expert (SME), including creating revenue growth opportunities for Fearless with incumbent customers.

Maintains accountability for the performance of technical team members, including professional growth and development, ensuring they are equipped with the skills and support needed to thrive in their roles.

Functional Role

Leads the technical direction, working in close collaboration with the National Security Solutions (NSS) Business Group Director and additionally Offerings & Solutions Director to align with the business group and customer’s strategy and vision.

Develops and implements strategies for technical solutions and plans, navigating strict regulatory landscapes and addressing key risks and controls.

Grows stakeholders' technical understanding through effective coaching and leadership

Provides technical and management leadership on major tasks or technology assignments.

Oversees the day to day operations of the technical teams.

Facilitates organizational development and growth by promoting effective team structures and enhancing collaboration across the organization.

Advises and develops inputs to strategy, future force design, capability development guidance, and operational capability requirements.

Identifies key areas of innovation and investment where Fearless can actively engage sponsors and provide technical recommendations through rapid and agile development processes.

Essential Skills, Experience, or Competencies

Must-Have Skills

A minimum of 10 years of demonstrated related working experience.

Must be eligible to obtain TS/SCI (but an active clearance is not currently required).

Demonstrated ability to serve as a trusted advisor to senior leadership

Experience working on federal government agency projects as a contractor

Strong interpersonal skills as well as effective verbal and written communication skills

Demonstrated ability to use appropriate breadth and depth of context and data to make sensible and timely decisions, and displays sound judgment when faced with opportunities and challenges

Deep experience in the following domains:

Cloud infrastructure

Software Engineering

Kubernetes

Cybersecurity

DoD Cyber Operations &/or Cyber Acquisition

Experience coaching or leading teams of Software Engineers, Site Reliability Engineers, Test Engineers, and Data Engineers.

Ability to develop product roadmaps, backlogs, and measurable success criteria to ensure effective mission capability delivery.

Experience in supporting organizational or team change initiatives and contributing to adjustments in team structures and processes.

Skilled in translating technical topics, requirements, and processes for non-technical stakeholders to ensure clear understanding and effective collaboration.

Icing-on-the-Cake Skills

BS/MS/M.Eng. in Computer Science, Information Systems, Information Technology, Mathematics, Electrical Engineering, Computer Engineering, or similar technology-related degree.

Holds a current CISSP or other information security certification.

Holds a current AWS Certified Developer Associate, Solutions Architecture Associate, or Solutions Architect Professional, or similar certification in another cloud platform.

Experience with The Party Bus - Platform One, Cloud One, or other DOD-aligned platforms

Proficient in fostering healthy team dynamics and implementing people-focused practices to drive continuous improvement, demonstrating a strong commitment to operational excellence.

Demonstrated experience in driving organizational change, successfully leading initiatives that reshaped organizational structures. E.g. Knowledge and experience applying Team Topologies, FLOW Systems, or the like in order to help organizations business and tech teams achieve fast flow.

Improved technical teams’ flow, delivery, and overall performance through strategic organizational development efforts.

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