Engineering Manager

Engineering Manager

We are revolutionizing the employee benefits space with an innovative platform focused on fringe benefit optimization and compliance. Our mission is to transform how businesses manage healthcare and fringe benefits, rapidly scaling within the government contracting sector. Our technology is poised for significant growth, and we are seeking an exceptional technical leader to help us reach the next level.

We live by these core values:

• Do good work. Have fun. — Excellence and enjoyment go hand in hand.
• Stay curious. — The best solutions come from asking "what if?"
• Do the right thing. — Integrity is our foundation.
• Don't take life too seriously. — Humor is important.

We are looking for a true "player-coach" who thrives in a fast-paced, "building while flying" startup environment.

• Directly manage a high-performing team of 2 Senior Developers.
• Write production code when necessary.
• Own the technical roadmap from start to finish.
• Be proactive, with a strong bias toward Test-Driven Development (TDD).
• Leverage your network to bring in trusted freelancers or boutique agencies to meet tight deadlines.

Key Responsibilities

Product & Technical Ownership

• Own the entire technical roadmap, collaborating with leadership to convert business needs into specifications and priorities rapidly.
• Write high-quality, production-ready code to unblock bottlenecks and accelerate delivery.
• Architect scalable web applications and design robust, secure API integrations.
• Promote a culture of automated testing, including end-to-end tests, to maintain high velocity without regressions.

AI Evangelism & Operational Efficiency

• Serve as an active evangelist and power user of AI-native coding tools.
• Design developer workflows to optimize coding agents, maximizing output, accuracy, and speed.

Team Leadership & Hiring

• Manage, mentor, and elevate a team of 2 Senior Software Engineers.
• Lead engineering hiring and talent acquisition as the team expands.
• Use your trusted network of freelancers and agencies to support critical deadlines.

What Makes You Our 'Ace'

Essential Experience & Skills

• 10+ years of commercial software engineering experience.
• Action-oriented mindset: comfortable making decisions in ambiguity and focused on solutions.
• Deep commitment to test automation, with experience in E2E testing frameworks (e.g., Playwright) and tools like Test Containers.
• Power user of AI coding tools, with a track record of orchestrating them for maximum productivity.
• Strong expertise in building scalable web applications, API design, and debugging.
• Experience in early-stage, fast-moving environments where adaptability is key.

Domain Expertise (Strongly Preferred)

• Payroll & Employee Benefits (Top preference)
• HRIS or Financial Software
• Healthcare Technology, Compliance-heavy SaaS, or Enterprise Workflow Systems

What Success Looks Like

• Embedding an AI-first workflow that boosts the output of your team.
• Establishing rigorous TDD and E2E testing standards that maintain code quality at scale.
• Contributing to the codebase with key features and fixes while managing product scope and hiring.
• Effectively leveraging your network of external talent to meet deadline spikes.
• Positioning as a technology leader in the employee benefits space.

What Your Lifestyle Looks Like

• Remote position with quarterly travel to company 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.
• Opportunity to revolutionize how government contractors handle health benefits.