Loopio

Director of Machine Learning

Loopio

full-time

Posted on:

Location Type: Hybrid

Location: Toronto • 🇨🇦 Canada

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Job Level

Lead

Tech Stack

PyTorchTensorflow

About the role

  • Set strategic vision and direction for Agentic Proposal Workflows, ensuring alignment with enterprise priorities to maximize business impact.
  • Define and execute the roadmap for the Agentic Proposal Workflows suite, establishing policies and standards while anticipating industry shifts in multi-agent architectures.
  • Serve as the executive champion for the Agentic AI Platform, articulating its value to senior stakeholders, influencing enterprise decision-making, and fostering a culture of AI innovation and accountability.
  • Set the scientific and technical direction for the ML function, leading advancements in NLP, LLM fine-tuning, generative AI, and agentic systems.
  • Oversee architecture and technical strategy for end-to-end ML workflows, including data pipelines, training, deployment, monitoring, and continuous improvement.
  • Design and implement intelligent agent workflows, such as reasoning engines, planner-reflector loops, and adaptive feedback pipelines, while adapting emerging research into scalable production systems.
  • Build, scale, and mentor a world-class applied science organization across Canada, India, and the UK, including developing future managers and science leaders.
  • Foster a high-performing culture centered on ownership, urgency, technical excellence, and continuous learning.
  • Oversee planning, prioritization, and execution of ML initiatives, managing dependencies, risks, and alignment with business goals.
  • Establish robust evaluation pipelines, golden datasets, and measurement frameworks to ensure rigor and tie outcomes to business metrics.
  • Champion operational excellence by embedding observability, drift and bias monitoring, and root cause analysis into ML systems and processes.
  • Partner with Product, Design, and Engineering to integrate ML systems into workflows, communicate trade-offs, and deliver measurable customer impact.

Requirements

  • Proven experience setting technical strategy for applied ML initiatives and aligning them with enterprise business priorities.
  • Ability to influence executive stakeholders and articulate the value of AI platforms in driving organizational impact.
  • Deep expertise in NLP, transformers, LLMs, retrieval-based methods, and multi-agent systems, with a track record of moving research into production.
  • Strong programming and architecture skills, with hands-on experience in PyTorch, TensorFlow, and designing scalable ML services and APIs.
  • 4+ years leading applied ML teams, including experience mentoring managers and building globally distributed, high-performing organizations.
  • Demonstrated success fostering cultures of accountability, technical excellence, and continuous learning.
  • Strong execution skills in planning, prioritization, and risk management for complex applied science initiatives.
  • Experience implementing evaluation pipelines, monitoring systems, and operational processes that ensure both scientific rigor and production reliability.
  • Ability to drive measurable customer and business outcomes through applied AI systems.
Benefits
  • Your manager supports your development by providing ongoing feedback and regular 1-on-1s, we leverage __Lattice__ for our 1:1s and performance conversations
  • You will have the opportunity to elevate 🪄 your craft and the opportunity to explore your creativity, with a dedicated professional mastery allowance for more learning support! We encourage experimentation and innovative thinking to drive business impact.
  • We offer a wide range of __health and wellness benefits__ to support your physical and mental well-being, starting day 1️⃣ with Loopio.
  • We’ll set you up to work remotely with a MacBook laptop 🍏, a monthly phone and internet subsidy, and a work-from-home budget to help get your home office all set up.
  • You’ll be joining a supportive culture that has thoughtfully built out opportunities for connections in a remote first environment.
  • Participate in 🎤 townhalls, AMA (Ask-Me-Anything), and quarterly celebrations to celebrate the big wins and milestones as #oneteam!
  • Our four active __Employee Resource Groups__ offer opportunities for employees to learn and connect year-round.
  • You’ll be a part of an award-winning workplace 🏆with an opportunity to make a big impact on the business.

Applicant Tracking System Keywords

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

Hard skills
machine learningnatural language processingLLM fine-tuninggenerative AIdata pipelinesPyTorchTensorFlowscalable ML servicesAPIsevaluation pipelines
Soft skills
influencing stakeholdersmentoringbuilding high-performing teamsfostering accountabilitytechnical excellencecontinuous learningplanningprioritizationrisk managementexecution