
VP of Engineering
defcon • Remote
Posted: April 10, 2026
Job Description
About this Role
We’re looking for a highly proactive VP of Engineering to lead and scale a high-performing team building cutting-edge AI enabled technology. This is a hands-on leadership role for someone who can balance technical vision, team building and execution – and thrives in a fast-moving, start-up environment delivering systems that perform reliability in real-world, high stakes environments.
This role goes beyond building scalable products – you'll lead the development of secure, resilient, and auditable systems deployed in demanding customer environments, including government and defense contexts. This role owns the eovlution of a complex platform spanning planning engines, backend services, data and AI systems, secure cloud infrastrcure and user-facing applications.
What You’ll Do
- Lead and grow a high-performing engineering team of 10+ senior software engineers, with a strong focus on mentorship, technical excellence, and healthy delivery practices.
- Set technical vision and execution strategy across our full stack—frontend, backend services, data platforms, and integrations with AI/optimization systems.
- Drive experimentation and thoughtful innovation, encouraging teams to explore unconventional approaches while maintaining reliability, security, and healthy delivery practices.
- Partner closely with optimization researchers and analytics teams to translate complex algorithms and models into scalable, reliable production systems.
- Own engineering delivery: roadmaps, execution plans, engineering standards, and architectural decisions that balance speed, quality, and long-term maintainability.
- Oversee complex, multi-layered systems end-to-end, making high impact technical decisions that account for architecture, data, algorithms and operations together rather than in isolation.
- Drive engineering excellence establishing high standards for code quality, system design, testing and reliability
- Champion engineering at the leadership level, ensuring the team has the tools, clarity, and focus to do their best work.
- Partner with Security and Compliance to ensure engineering systems, processes and environments support CUI handling, NIST SP 800-171, CMMC, DFARS and customer security requirements
What We’re Looking For
- Proven experience leading and scaling high performing engineering teams in a high-growth or startup environment
- Strong technical background across modern web architectures, APIs, distributed systems, and cloud platforms.
- Experience bringing complex AI, optimization, or data-intensive systems into production environments.
- Track record of setting technical direction while also getting things shipped.
- Demonstrated ability to operate effectively in ambiguous problem spaces and translate abstract business or mission goals into concrete technical strategies and execution plans.
- Clear, compelling communication skills—able to translate complex technical concepts for both technical and non-technical audiences.
- Comfort operating in a fast-moving, evolving environment with real ownership and influence.
- Experience operating in DoD, IC, federal or similarly regulated environments.
- Working knowledge of CUI handling, NIST SP 800-171, CMMC, DFARS252.204.7012
- Experience with secure SDLC/DevSecOps, vulnerability management, logging, hardening, and auditability
- This role requires US Citizenship and all work to be performed within the United States
Nice to Have
- Experience integrating production systems with Python-based analytics or AI workflows.
- Familiarity with modern DevOps, observability, and reliability practices.
- Familiarity with real-time systems, asynchronous processing, and data-intensive applications
- Experience supporting live exercises, demonstrations, operational test events, or time-sensitive deployments
- Experience with mathematical optimization and machine learning.
- Experience with RMF, ATO, or cATO processes
- Experience with ITAR/EAR or export-controlled environments
Why DEFCON AI
- Direct impact on company strategy and technical direction
- Opportunity to lead and shape a world-class engineering team
- Meaningful AI-driven problems with real-world applications
- You’ll have both strategic influence and hands-on impact.
What We Offer:
- A fully remote, results-based environment
- Competitive salary, bonus, and equity package
- 100% employer paid, comprehensive health insurance including medical, dental, and vision for you and your family
- Unlimited PTO, with your manager’s approval
- Flexible work environment where you manage your work day
- 14 weeks of fully-paid parental leave
Salary Range: $250,000-$290,000. This represents the typical salary range for this position based on experience, skills, and other factors.
Additional Content
About this Role
We’re looking for a highly proactive VP of Engineering to lead and scale a high-performing team building cutting-edge AI enabled technology. This is a hands-on leadership role for someone who can balance technical vision, team building and execution – and thrives in a fast-moving, start-up environment delivering systems that perform reliability in real-world, high stakes environments.
This role goes beyond building scalable products – you'll lead the development of secure, resilient, and auditable systems deployed in demanding customer environments, including government and defense contexts. This role owns the eovlution of a complex platform spanning planning engines, backend services, data and AI systems, secure cloud infrastrcure and user-facing applications.
What You’ll Do
- Lead and grow a high-performing engineering team of 10+ senior software engineers, with a strong focus on mentorship, technical excellence, and healthy delivery practices.
- Set technical vision and execution strategy across our full stack—frontend, backend services, data platforms, and integrations with AI/optimization systems.
- Drive experimentation and thoughtful innovation, encouraging teams to explore unconventional approaches while maintaining reliability, security, and healthy delivery practices.
- Partner closely with optimization researchers and analytics teams to translate complex algorithms and models into scalable, reliable production systems.
- Own engineering delivery: roadmaps, execution plans, engineering standards, and architectural decisions that balance speed, quality, and long-term maintainability.
- Oversee complex, multi-layered systems end-to-end, making high impact technical decisions that account for architecture, data, algorithms and operations together rather than in isolation.
- Drive engineering excellence establishing high standards for code quality, system design, testing and reliability
- Champion engineering at the leadership level, ensuring the team has the tools, clarity, and focus to do their best work.
- Partner with Security and Compliance to ensure engineering systems, processes and environments support CUI handling, NIST SP 800-171, CMMC, DFARS and customer security requirements
What We’re Looking For
- Proven experience leading and scaling high performing engineering teams in a high-growth or startup environment
- Strong technical background across modern web architectures, APIs, distributed systems, and cloud platforms.
- Experience bringing complex AI, optimization, or data-intensive systems into production environments.
- Track record of setting technical direction while also getting things shipped.
- Demonstrated ability to operate effectively in ambiguous problem spaces and translate abstract business or mission goals into concrete technical strategies and execution plans.
- Clear, compelling communication skills—able to translate complex technical concepts for both technical and non-technical audiences.
- Comfort operating in a fast-moving, evolving environment with real ownership and influence.
- Experience operating in DoD, IC, federal or similarly regulated environments.
- Working knowledge of CUI handling, NIST SP 800-171, CMMC, DFARS252.204.7012
- Experience with secure SDLC/DevSecOps, vulnerability management, logging, hardening, and auditability
- This role requires US Citizenship and all work to be performed within the United States
Nice to Have
- Experience integrating production systems with Python-based analytics or AI workflows.
- Familiarity with modern DevOps, observability, and reliability practices.
- Familiarity with real-time systems, asynchronous processing, and data-intensive applications
- Experience supporting live exercises, demonstrations, operational test events, or time-sensitive deployments
- Experience with mathematical optimization and machine learning.
- Experience with RMF, ATO, or cATO processes
- Experience with ITAR/EAR or export-controlled environments
Why DEFCON AI
- Direct impact on company strategy and technical direction
- Opportunity to lead and shape a world-class engineering team
- Meaningful AI-driven problems with real-world applications
- You’ll have both strategic influence and hands-on impact.
What We Offer:
- A fully remote, results-based environment
- Competitive salary, bonus, and equity package
- 100% employer paid, comprehensive health insurance including medical, dental, and vision for you and your family
- Unlimited PTO, with your manager’s approval
- Flexible work environment where you manage your work day
- 14 weeks of fully-paid parental leave
Salary Range: $250,000-$290,000. This represents the typical salary range for this position based on experience, skills, and other factors.