Director of Engineering Position Available In Miami-Dade, Florida

What We’re Building CVRD Health (pronounced “covered”) is revolutionizing the employee benefits space with our innovative ICHRA + Prevailing Wage fringe optimization platform. We’re transforming how businesses manage healthcare and fringe benefits while scaling rapidly in the GovCon space. Our technology is poised for explosive growth, and we need an exceptional technical leader to take us to the next level. How We Do Things At CVRD Health, we live by these core values: Do good work. Have fun .

• Excellence and enjoyment aren’t mutually exclusive. Stay curious .
• The best solutions come from asking “what if?” Do the right thing .
• Integrity is our foundation. Don’t take life too seriously, you’ll never get out alive .
• A little humor goes a long way.

What You’ll Be Doing All Day We’re looking for a hands-on technical leader who can serve as both a strategic visionary and tactical executor. As a “player-coach,” you’ll balance high-level technical strategy with day-to-day development oversight, managing both our existing outsourced development team and building our in-house capabilities. You’ll be responsible for transforming our current product into a scalable, long-term technical asset while dramatically increasing our development velocity without sacrificing quality. Key Responsibilities What You’re Awesome At Product Leadership Partner with executive leadership to define and execute our product vision and roadmap Translate business requirements into technical specifications and priorities Make critical product decisions based on customer feedback, market trends, and business goals Measure product performance and iterate based on metrics and user feedback Serve as the ultimate authority on product functionality and quality standards Demonstrated ability to be customer facing as and when appropriate Technical Leadership Develop a comprehensive technical strategy that leverages both in-house and outsourced development resources Lean-in to AI early and often

• identifying opportunities to integrate AI capabilities into our product and development processes Evaluate and optimize our current architecture for scalability, security, and performance Implement development best practices, coding standards, and quality assurance processes Very strong knowledge of DevOps and CI/CD, with strong opinions on how to leverage automated workflows to ensure quality and agility Manage technical debt while maintaining rapid development cycles Make strategic technology decisions that position us for long-term success Team Leadership Build and lead a high-performing hybrid team of in-house and outsourced engineers Create processes that maximize the effectiveness of distributed development resources Coach and mentor team members to reach their full potential Foster a culture of ownership, innovation, and continuous improvement Recruit top technical talent as we grow our in-house capabilities What Makes You Our ‘Ace’ Experience 5+ years of experience in technical leadership roles at fast-growing technology companies Proven track record of successfully managing outsourced development teams Experience transitioning from outsourced to in-house development (or hybrid models) Background in healthcare technology, SaaS platforms, or GovCon industries preferred Startup experience strongly preferred, especially in early-stage environments Technical Skills Contribute in all technical aspects to get the job done (software development, infrastructure, IT, architecture, etc.

..) Strong understanding of modern software development methodologies and frameworks (Go/Java, Javascript/Typescript, …) Experience leveraging AI technologies to enhance product capabilities and development efficiency Expertise in web application development, API design,cloud infrastructure (ideally AWS), DevX Strong understanding of data and its critical role in building intelligent insights and positioning it as an asset for the business Knowledge of security and compliance requirements relevant to healthcare and government sectors Ability to evaluate technical trade-offs and make pragmatic decisions under uncertainty Familiarity with agile development practices and project management tools Leadership & Personal Attributes Exceptional problem-solver who thrives in ambiguity and moves with urgency Bias toward action; comfortable making decisions with incomplete information Strategic thinker who can also execute tactically when needed Excellent communicator who can translate complex technical concepts for non-technical stakeholders Customer-obsessed with a focus on delivering business value Self-starter who takes ownership and holds themselves accountable for results Team player who leads by example and isn’t afraid to roll up their sleeves Growth mindset with a passion for continuous learning and improvement What Success Looks Like You’ve transitioned our product from an outsourced development model to a scalable, in-house or hybrid approach You’ve doubled or tripled our development output within 6-12 months You’ve maintained or improved our quality standards while accelerating velocity You’ve built an engineering culture that’s both highly productive and fun to work in You’ve successfully integrated AI capabilities that give us a competitive edge in the market You’ve established CVRD Health as a technology leader in the ICHRA space What Your Lifestyle Looks Like Remote position with quarterly travel to our Miami headquarters Flexibility to build your team according to your vision What’s In It For You Competitive base salary Equity package in a high-growth SaaS company Comprehensive benefits package Chance to revolutionize how government contractors handle health benefits CVRD Health is an equal opportunity employer committed to diversity in the workplace. Ready to transform our technology strategy and drive our growth? Apply now and join our mission to revolutionize the ICHRA and fringe benefits space.