Chief Technology Officer

Join Our Innovative Team at Mile 2!Are you into solving tough problems and building cool tech? Do you thrive in a team where your ideas are heard and your creativity is encouraged? If you're nodding along, Mile 2 might be the place for you.We're all about creating advanced solutions that really make a difference for our government partners. Our team uses the latest technologies to make a tangible impact, creating seamless integrations between human expertise and machine capabilities to tackle complex challenges.Our core values guide everything we do: Supported Autonomy: We trust you to take initiative and make decisions, but we've always got your back. Humble Expertise: We respect everyone's knowledge and skills, creating an environment where we can all learn and get better together. Success is a Team Effort: We believe that we can only achieve great things when we work as a team. Tangible Results: We're motivated by the desire to create real, measurable impacts through our work.When you join us, you'll work on meaningful projects that challenge you and help you grow. We offer a supportive and inclusive environment, competitive benefits, and plenty of opportunities to advance your career. If you're ready to level up your career and be part of something special, check out our current openings and apply today.Position OverviewThe Chief Technology Officer is a senior leadership role responsible for Mile 2's technical vision, engineering execution, and innovation strategy. You will serve as the company's senior-most technologist, reporting directly to the CEO, and will be deeply engaged both in high-level strategy and hands-on technical decisions.You will set the standards for a talented technical team to deliver solutions that operate at the intersection of AI, human factors, and mission-critical software. You will be expected to represent Mile 2's technical capabilities to government customers, partners, and in proposal efforts.As a member of the executive team, the CTO will align technical strategy with company growth objectives, drive enterprise technical maturity, support scalable delivery models, guide productization and reusable capability development, and partner with executive leadership on long-term business strategy.The ideal candidate is technically exceptional, strategically minded, operationally grounded, growth-aware, mission-focused, and execution-oriented — capable of engaging effectively with engineers, operators, executives, acquisition officials, proposal teams, and mission customers.Key ResponsibilitiesTechnical Leadership & VisionDefine and own Mile 2's technology strategy, roadmap, and architecture standards across all programs and internal initiatives.Champion human-machine teaming principles throughout the software development lifecycle — ensuring technology decisions are grounded in how real users think, decide, and act.Evaluate and guide adoption of emerging technologies including AI/ML, large language models, computer vision, and autonomous systems in the context of DoW use cases.Maintain sufficient technical depth and credibility to review architectures, guide technical tradeoffs, mentor engineering leadership, and engage deeply in solution strategy when required.Lead the strategic technical direction for integrated systems, specifically overseeing the convergence of custom software with hardware and embedded electronics for mission-critical environments.Provide executive oversight for the full product development lifecycle of both cloud-native applications and edge-computing devices.Establish and govern enterprise architecture standards, ensuring consistency, interoperability, and reuse across all programs and product lines.Define and steward reusable technical frameworks, shared capabilities, and a productization strategy that evolves one-off program work into sustainable mission systems.Align the capability roadmap with corporate growth priorities and prioritize technical investments (IRAD/R&D, infrastructure, tooling) against business outcomes.Engineering ExcellenceEstablish and enforce engineering best practices: code quality, DevSecOps pipelines, testing frameworks, and documentation standards appropriate for classified and unclassified environments.Oversee technical delivery across active contracts, ensuring teams meet performance, schedule, and quality requirements.Drive technical risk identification and mitigation across the portfolio.Establish enterprise technical governance and standardize engineering processes and frameworks to improve delivery consistency across programs.Reduce duplicate technical efforts and increase technical reuse across programs and business units.Strengthen transition-to-production pathways and support scalable sustainment models for fielded systems.Scale the engineering organization in step with company growth, maturing operations, hiring pipelines, and leadership bench depth.Customer & Business DevelopmentServe as a trusted technical advisor to DoW customers — translating complex mission problems into actionable software solutions.Partner with Growth to lead technical volumes in proposal efforts, including architecting technical approaches and estimating level of effort.Represent Mile 2's capabilities at customer briefings, conferences, and inter-agency engagements.Build and sustain relationships with DoW program offices, research labs (DARPA, AFRL), and key industry partners.Shape Mile 2's technical growth strategy and align IRAD/R&D investments with emerging market and mission opportunities.Support strategic capture efforts as a senior technical voice — developing scalable service offerings and improving technical differentiation in competitive pursuits.Drive successful transition of SBIR, OTA, and prototype efforts into programs of record and enduring mission capabilities.Human-Machine Teaming & UXIntegrate user-centered design and human factors engineering into the core of MileTwo's software development process.Oversee UI/UX research activities — user interviews, usability testing, cognitive task analysis — and ensure findings directly shape system design.Ensure that AI and automation features augment rather than replace operator decision-making, in line with DoW responsible AI principles.Drive adoption of iterative, design-led development practices across engineering and product teams.Advance Mile 2's leadership in operational AI, trusted and explainable AI, and human-centered decision support systems for mission environments.Technical Steering Group (TSG) LeadershipLead and mature Mile 2's Technical Steering Group (TSG), aligning technical direction across business units and domains.Improve collaboration between AI/ML, platform engineering, CSE/HMT, mission applications, and delivery teams.Drive enterprise technical alignment and reduce siloed development efforts.Ensure TSG efforts support growth, delivery, capability evolution, and operational scale.RequirementsRequiredActive Secret clearance (TS/SCI preferred); must be able to obtain and maintain clearance appropriate to contract requirements.10+ years of progressive software engineering experience, with at least 3 years in a technical leadership role (CTO, VP Engineering, Chief Architect, or equivalent).Proven track record leading engineering teams across diverse disciplines, including software, firmware, and electronic systems integration.Demonstrated experience delivering open-standards-based software solutions for DoW or other federal government customers.Deep proficiency in modern software engineering practices: open standards and open-architecture design, cloud-native development (GCP), containerization (Docker/Kubernetes), CI/CD pipelines, and agile/DevSecOps methodologies.Hands-on experience with AI/ML integration in production systems — NLP, computer vision, decision-support, or reinforcement learning applications.Strong command of user-centered design principles and experience working alongside UI/UX researchers and designers.Excellent written and verbal communication skills; ability to present complex technical topics to both technical and non-technical audiences including senior government officials.Experience supporting capture and proposal strategy, technical solutioning, customer engagement, and technical growth planning.Experience scaling engineering organizations, maturing technical operations, standardizing delivery frameworks, and operationalizing technical governance.Demonstrated experience transitioning R&D, SBIR, or prototype technologies into scalable operational environments.Experience with edge/disconnected environments, DDIL operations, secure mission systems, and/or operational deployment realities.PreferredExperience with cognitive systems engineering, human-machine teaming, human factors engineering, or human-autonomy interaction research.Familiarity with DoW acquisition frameworks: JCIDS, DAS, Software Acquisition Pathway (