Director, Engineering
Fully Remote Chicago
Description

We are seeking a results-oriented Director of Engineering to lead our engineering organization through a period of accelerated innovation, automation, and growth. This role will be instrumental in delivering hc1’s next generation of high-quality, AI-enabled products by streamlining development workflows, embedding automation (including QA automation) into our SDLC, and ensuring that engineering excellence drives business outcomes.


What you’ll do:

  • Lead and Scale the Engineering Team: Build, mentor, and inspire a high-performing team of architects, engineers, and QA professionals to meet hc1’s technology and business goals

Drive Automation and AI Adoption:

  • Identify opportunities to streamline manual tasks across the SDLC (e.g., QA, deployment, monitoring)
  • Champion the use of AI tools for code review, defect detection, test case generation, and performance monitoring

Deliver High-Quality Products:

  • Ensure all software releases meet rigorous quality standards, with a focus on scalability, reliability, and user experience
  • Collaborate with Product Management to translate requirements into elegant, functional software solutions
  • Translate AI ideas into production-ready software solutions

Enhance Engineering Processes:

  • Implement agile best practices, CI/CD pipelines, and test-driven development frameworks to improve throughput
  • Optimize workflows for cross-functional collaboration between engineering, product, and client success teams

Align Technology with Business Outcomes:

  • Partner with stakeholders to ensure that engineering priorities align with company OKRs, growth objectives, and customer value creation
  • Contribute to technical roadmaps and architectural decisions that enable future scalability

Foster a Culture of Innovation:

  • Encourage experimentation with emerging tools, frameworks, and methodologies
  • Promote knowledge-sharing and continuous learning within the team

Own Departmental Performance:

  • Monitor engineering KPIs (velocity, quality, automation coverage, satisfaction metrics) to identify areas of improvement
  • Manage resource allocation effectively
  • Complete other duties as assigned
Requirements

What you bring:

  • Experience: 8+ years of progressive software engineering experience, with 5+ years leading teams in a SaaS, cloud-native environment
  • Proven Expertise in Automation: Hands-on experience implementing automated testing frameworks, CI/CD pipelines, and DevOps practices. Exposure to AI-driven QA or development tools is a strong plus
  • Technical Leadership: Experience with delivering customer facing AI/ML solutions. Deep understanding of modern architectures (microservices, event-driven systems) and ability to guide solution design decisions
  • Commitment to Quality: Track record of delivering robust, scalable, and secure products on time and on budget
  • Business Acumen: Ability to align technology initiatives with business strategy and communicate value to executive stakeholders
  • Collaboration Skills: Adept at cross-functional leadership, working with Product, Marketing, and Customer Success teams to drive results
  • Mindset: Curious, data-driven, and willing to roll up sleeves to solve complex challenges

Our tech stack:

  • Programming languages: Java, React, JavaScript, SQL, Python, C#
  • AI technology: AWS Bedrock, Sagemaker, LLM
  • Container technologies: Docker, ECS
  • Cloud infrastructure: AWS (EC2, SQS, S3, Lambda)
  • Databases: MySQL, PostgreSQL, DynamoDB
  • Tooling: Github, Jenkins, TravisCI, Artifactory, JIRA