Rebrandly

Head of Engineering

Rebrandly

full-time

Posted on:

Location Type: Remote

Location: Alabama • Alaska • United States

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Job Level

Lead

About the role

  • Own the engineering strategy, execution, and culture for the entire organization
  • Partner closely with Product and Design leadership to drive company-wide technical roadmap
  • Drive the AI transformation initiative, making engineering AI-native within 60 days while infusing AI features into our product using our data assets
  • Lead and develop a distributed EU-based engineering team, Grow and develop the team by coaching the current members and bringing in top talent to add to the team 4 full-time hires and 2 contractors within 6 months
  • Coach and mentor the team our leaders on the eng team, building leadership depth across the organization
  • Accelerate both velocity AND quality—shipping faster with fewer defects and less firefighting
  • Oversee high-scale infrastructure maintaining 99.99% uptime
  • Lead tech debt remediation efforts with dedicated budget and contractor support
  • Establish modern DevOps, CI/CD, testing, and deployment practices across the organization
  • Drive the team to simplify the codebase and build sustainable practices
  • Work closely with CEO (product/EPD background) on strategic technical decisions
  • Collaborate with world-class Product and Design partners (industry/domain experts) to accelerate delivery
  • Lead incident response and drive root cause analysis for production issues
  • Champion technical documentation, knowledge sharing, and engineering best practices
  • Communicate frequently and transparently with both technical and non-technical stakeholders

Requirements

  • Scaled API infrastructure experience: Proven track record operating or building systems handling millions of requests with strict uptime requirements
  • Architecture simplification: Successfully rationalized sprawling service architectures, knowing when to consolidate, rewrite, or leave alone
  • Modern engineering practices: Built or transformed teams with contemporary DevOps, CI/CD, testing, and deployment practices representing 2025 standards
  • Player-coach capability: Can read code and participate in code reviews, but primary leverage comes through people and systems, not personal commits
  • Exceptional hiring skills: Track record of spotting and assessing talent, with humility to hire people ahead of you in specific areas (particularly AI-native engineers)
  • AI fluency: Understand how to leverage AI in engineering workflows, build AI-powered product features, and structure data as a strategic asset
  • Distributed team leadership: Successfully led remote/distributed engineering teams with strong async communication and documentation practices
  • Coaching orientation: Demonstrated ability to develop promising ICs into leaders, meeting teams where they are and helping them level up
  • Cultural transformation experience: Shifted engineering cultures from reactive to proactive. You know how to make reliability work feel meaningful
  • Exceptional communication: Ability to communicate frequently, transparently, and precisely across all formats—strategy docs, team syncs, technical decisions
Benefits
  • Real resources: Full budget for AI transformation and tech debt contractors. This isn't a "do more with less" situation.
  • Exceptional product partners: Work with genuine experts who know this space and are AI-forward thinkers. You won't be fighting product—you'll be racing together.
  • CEO partnership: Our CEO comes from product/EPD, speaks your language, and will be genuinely supportive while staying out of day-to-day decisions. Direct, engaged, outcome-oriented leadership style.
  • Hungry team: Our engineering team is fantastic and hungry to continue to grow and learn.
  • Career acceleration: Drive measurable impact in a rapidly scaling SaaS platform with true autonomy and executive support.
  • Work-life harmony: Remote-first culture that balances innovation with sustainable work practices.
  • Periodic travel: Leadership offsites and team gatherings (in both USA and Europe)
Applicant Tracking System Keywords

Tip: use these terms in your resume and cover letter to boost ATS matches.

Hard Skills & Tools
AI transformationDevOpsCI/CDtestingdeployment practicesAPI infrastructurearchitecture simplificationcode reviewstechnical documentationroot cause analysis
Soft Skills
coachingmentoringexceptional hiringcommunicationleadershipcultural transformationcollaborationteam developmentasync communicationproblem-solving