Loopio

Director of Software Development

Loopio

full-time

Posted on:

Location Type: Remote

Location: Canada

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Salary

💰 CA$177,800 - CA$220,000 per year

Job Level

Lead

About the role

  • lead and grow multiple engineering pods, including supporting other managers and technical leads.
  • foster a high-performing, inclusive engineering culture centered on accountability, autonomy, and craft.
  • mentor and develop engineering leaders through coaching, clear feedback, and career investment.
  • drive the architecture and evolution of Loopio's document ingestion and processing platform, covering various source documents and customer portal integrations.
  • partner with Data and ML teams to integrate AI-powered extraction and understanding models into the import pipeline.
  • oversee planning, prioritization, and execution across multiple pods, ensuring delivery against a roadmap that directly impacts customer retention and deal conversion.
  • champion high-quality engineering practices including observability, testing, and performance optimization across ingestion and processing systems.
  • serve as a key technical voice in strategic planning for the RFX I/O Mission Roadmap.

Requirements

  • 10+ years of experience in software development, including 3–5+ years in engineering leadership roles.
  • proven success managing and scaling multiple engineering pods and/or other managers.
  • experience building and scaling document ingestion and processing systems - handling complex, real-world file formats reliably at scale.
  • technical fluency in building reliable backend systems, with experience navigating the complexity of real-world document formats and data quality challenges.
  • familiarity with AI/ML applied to document understanding - such as extraction, classification, layout analysis, or structured data recognition.
  • excellent communication skills, with the ability to connect technical decisions to business outcomes.
  • track record of building inclusive, high-trust team environments.
  • Bachelor's or Master's degree in Computer Science or related field — or equivalent industry experience.
Benefits
  • flexible co-working locations available to Loopers in ON and BC.
  • remote setup with a MacBook laptop, monthly phone and internet subsidy, and a work-from-home budget.
  • opportunities for connections in a remote-first environment.
  • health and wellness benefits to support well-being, starting from day 1.
  • ongoing feedback and regular 1-on-1s for your development.
  • dedicated professional mastery allowance for learning support.
  • participation in townhalls, AMAs, and quarterly celebrations to celebrate wins as #oneteam.
  • opportunities to connect through four active Employee Resource Groups.
Applicant Tracking System Keywords

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

Hard Skills & Tools
software developmentengineering leadershipdocument ingestion systemsprocessing systemsbackend systemsAI/MLdata qualityextractionclassificationlayout analysis
Soft Skills
communication skillsmentoringcoachingfeedbackteam buildingaccountabilityautonomyinclusivitytruststrategic planning
Certifications
Bachelor's degreeMaster's degree