Loopio Inc. is hiring a Director of Software Engineering

Loopio is seeking a Director of Software Engineering to lead the Library Mission Team, which builds the content retrieval systems at the core of our platform. You will own the technical vision and execution for hybrid search, OpenSearch infrastructure, and investments in natural language search, semantic indexing, and ML-enhanced content retrieval. This is a strategic leadership role where you will manage multiple pods, including other engineering managers, and collaborate closely with Product, Data Science, Infrastructure, and Design.

What You'll Do

• 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 and clear feedback.
• Attract, retain, and nurture top technical talent across Canada, India, and the UK.
• Drive the architecture and evolution of Loopio’s content retrieval and hybrid search platform.
• Partner with Data and ML teams to integrate semantic search, ranking models, and NLP-enhanced retrieval.
• Make technical decisions balancing short-term velocity with long-term scalability and maintainability.
• Provide hands-on architectural guidance, ensuring strong design patterns and system reliability.
• Oversee planning, prioritization, and execution across multiple pods, ensuring timely delivery and alignment to roadmap goals.
• Collaborate with Product and Design partners to translate customer needs into intelligent, performant features.
• Proactively manage technical dependencies, risks, and cross-team coordination.
• Champion high-quality engineering practices, observability, testing, and performance optimization.
• Lead incident response and root cause analysis for content retrieval systems.
• Continuously refine workflows, tooling, and delivery processes for team efficiency.
• Serve as a key voice in strategic planning and technical vision for Library-related initiatives.
• Collaborate with Data, Infrastructure, and Platform teams on scalable solutions for data ingestion, indexing, and retrieval.
• Effectively communicate technical decisions to stakeholders across the business.
• Explore and implement ML techniques to improve search quality, semantic understanding, and ranking.
• Keep up with trends in search infrastructure, vector databases, LLM integration, and AI-enhanced UX.
• Encourage innovation and experimentation in how users interact with large content libraries.

What We're Looking For

• 10+ years of experience in software development.
• 3–5+ years in engineering leadership roles.
• Proven success in managing and scaling multiple engineering pods and/or other managers.
• Deep experience in search infrastructure, information retrieval, or ML/NLP applications.
• Technical fluency in building and optimizing large-scale distributed systems.
• Familiarity with semantic search, vector embeddings, hybrid search strategies, or LLM-enhanced search.
• Excellent communication skills, with the ability to align technical initiatives with business outcomes.
• Track record of fostering inclusive, high-trust team environments.
• Bachelor’s or Master’s degree in Computer Science or related field—or equivalent industry experience.

Nice to Have

• Experience with OpenSearch or Elasticsearch internals (sharding, relevancy tuning, ingest pipelines).
• Background in ML/AI pipelines or ranking models for search.
• Experience with SaaS platforms, especially multi-tenant architectures.

Technical Stack

• OpenSearch, Elasticsearch
• Vector databases
• LLM integration

Team & Environment

You will lead multiple engineering pods, including other managers.

Benefits & Compensation

• Manager supports development with ongoing feedback and regular 1-on-1s.
• Dedicated professional mastery allowance for learning support.
• Wide range of health and wellness benefits starting day 1.
• Remote work setup with MacBook laptop.
• Monthly phone and internet subsidy.
• Work-from-home budget for home office setup.
• Opportunities for connection in a remote-first environment.
• Participation in townhalls, AMAs, and quarterly celebrations.
• Four active Employee Resource Groups.

Work Mode

This role is open to candidates based in Canada (British Columbia and Ontario), the United Kingdom (London), and India (Gujarat, Maharashtra, Bengaluru).

Loopio is an equal opportunity employer that is deeply committed to building equitable workplaces that are diverse and inclusive. We actively encourage candidates from all backgrounds and lifestyles to consider us as a future employer.