Hybrid Director of Machine Learning

at Loopio

• Job title: Director of Machine Learning
• Job type: Full Time
• Experience level: Lead
• Salary: Not specified
• Degree requirement: Bachelor's Degree
• Tech skills: PyTorch, Tensorflow
• Location requirements: Hybrid, Toronto, Canada

About the role

• Director of Machine Learning leading applied science and AI initiatives at Loopio. Driving strategic direction and overseeing engineering workflows across global teams.

Responsibilities

• 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.