Director of Machine Learning, Loopio
Agentic AI
3 days a week in office (Downtown Toronto)
AI-powered proposal request responses
Be an early applicant
AI-powered proposal request responses
201-500 employees
Be an early applicant
3 days a week in office (Downtown Toronto)
201-500 employees
Company mission
To help ambitious companies and people grow.
Role
Who you are
- 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
What the job involves
- We are seeking an accomplished and hands-on Director of Machine Learning & Applied Science to drive the design, development, and delivery of advanced NLP, LLM, and agent-based systems that define the next generation of our AI capabilities
- This role combines deep scientific expertise, architectural vision, and organizational influence with direct contribution to complex design and implementation challenges
- The Director will set the scientific and strategic direction for agentic workflows, champion our AI platform across the enterprise, and ensure innovations are translated into measurable business impact
- 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
Our take
Loopio provides RFP response software to companies in a variety of industries including healthcare, financial services and telecommunications. Its platform streamlines responses to proposal requests, requests for information and due diligence questionnaires, helping firms to improve sales efficiency and unlock growth opportunities.
The company boasts an impressive client list including DocuSign, PayPal and American Express. Loopio expects its client base to continue growing, bolstered by a 2023 independent study that shows that clients of the company can experience a three-year return on investment alongside almost $6 million in business benefits.
Loopio has used funding to accelerate product development and customer acquisition, as well as expand its team. It has also partnered with Door, a digital due diligence platform for asset management and research teams. This partnership exemplifies a mature caution in Loopio's expansion aims, helping them to keep in control of their growing business.
Kirsty
Company Specialist at Welcome to the Jungle
Insights
9% employee growth in 12 months
Company
Funding (2 rounds)
Apr 2021
$200m
GROWTH EQUITY VC
Feb 2018
$8.7m
SERIES A
Total funding: $208.7m
Company benefits
- Robust Health Benefits
- Extended Parental Leave
- Employee Stock Options
- Professional Mastery Budget
- Weekly Loopio Socials
- Annual Company Retreat
- Generous Paid Time Off Program
- Team Wellness Activities
Company HQ
Chinatown, Toronto, ON
Leadership
Zak Hemraj
(Co-Founder & CEO)Progressed from Software Developer to Manager and Team Lead at Achievers within 8 years.
Matt York
(Co-Founder & CTO)Experience as Software Engineering Manager at Achievers, and Vice President of Engineering at Top Hat.
Salary benchmarks
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