Director of Machine Learning, Agentic AI at Loopio

Toronto, Ontario, Canada

Loopio Logo
Not SpecifiedCompensation
Senior (5 to 8 years), Expert & Leadership (9+ years)Experience Level
Full TimeJob Type
UnknownVisa
Technology, Artificial IntelligenceIndustries

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

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
  • Attract, retain, and grow top applied science talent in a globally distributed environment
  • 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

Skills

NLP
LLM
fine-tuning
generative AI
agentic systems
multi-agent architectures
data pipelines
ML workflows
model training
deployment
monitoring
reasoning engines
planner-reflector loops

Loopio

RFP response software for enterprises

About Loopio

Loopio specializes in simplifying the process of responding to Requests for Proposals (RFPs), Requests for Information (RFIs), Due Diligence Questionnaires (DDQs), and Security Questionnaires. Its main product is RFP response software that helps businesses manage and automate the intricate task of creating high-quality responses. The software features a smart content management system that organizes a company's knowledge base, making it easy for teams to collaborate, assign tasks, and review projects efficiently. Loopio operates on a subscription-based model, allowing clients to access its software and tools for a recurring fee. This model helps clients save time and improve the quality of their responses, enabling them to win more business. Loopio stands out from competitors by focusing on enhancing collaboration and efficiency for medium to large enterprises across various industries, including technology, healthcare, and finance.

Toronto, CanadaHeadquarters
2014Year Founded
$203MTotal Funding
GROWTH_EQUITY_VCCompany Stage
Data & Analytics, Consulting, Enterprise SoftwareIndustries
201-500Employees

Benefits

Remote Work Options
Hybrid Work Options
Phone/Internet Stipend
Professional Development Budget

Risks

Increased competition from established players like SAP threatens Loopio's market share.
Potential over-reliance on CRM integrations poses risks if policies change.
Recent layoffs may indicate internal financial or strategic challenges.

Differentiation

Loopio integrates seamlessly with CRM systems like Salesforce and HubSpot.
The Response Management Loop Framework offers a holistic approach to proposal management.
Loopio's smart content management system centralizes and organizes knowledge efficiently.

Upsides

Growing demand for AI-driven content management boosts Loopio's market potential.
Integration with CRM systems streamlines sales and proposal workflows.
Expansion into new markets enhances Loopio's global presence and capabilities.

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