Top Benefits
About the role
Take your career to new heights with Loopio!
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.
What You’ll Be Doing:
Strategy and Technical Leadership
- 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.
Applied Science and Systems Design
- 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.
Leadership and Talent Development
- 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.
Delivery and Operational Excellence
- 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.
What You’ll Bring to the Team:
Strategy and Technical Leadership
- 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.
Applied Science and Systems Design
- 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.
Leadership and Talent Development
- 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.
Delivery and Operational Excellence
- 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.
Where You’ll Work
- Loopio is a global company, HQ’d in Canada, that embraces flexible and effective work models. While many of our teams operate remotely, this role is part of a new, strategic product team that will work in a hybrid model to accelerate innovation and foster deep collaboration.
- For this role, you will be based in our Toronto, Ontario hub, with the expectation of working from our co-working space in downtown Toronto 3 days per week. This approach is intentionally designed to give you the best of both worlds: high-impact, in-person collaboration with your team to drive impactful product initiatives, and the flexibility of focused work-from-home days.
- Our co-working space located in the heart of Downtown Toronto and a 12-minute walk from Union Station
- Our employees (or Loopers, as we call ourselves!) live and work in Canada (British Columbia and Ontario), London, and India (specifically in Gujarat, Maharashtra, and Bengaluru).
- You’ll collaborate with your teams virtually across the UK, India, and North America (we’re just a Zoom call and Slack message away!) with core sync hours and focus time for headsdown work during the workday
- We encourage asynchronous collaboration to effectively work as a global #OneTeam!
Why You’ll Working at Loopio
-
Your manager supports your development by providing ongoing feedback and regular 1-on-1s, we leverage Latticefor 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 benefitsto support your physical and mental well-being, starting day 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 activeEmployee Resource Groupsoffer 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.
Questioning your qualifications? Read this Hi there, we recognize that all too often, potential candidates don’t apply for a position simply because they don’t hit every single criteria included in the job description—particularly members of underrepresented groups.
Whether or not your experience checks off all the boxes on a job posting, we still encourage you to apply to ensure that your application receives a review from our team. We understand that a resume can only showcase so much during the applicant stage, so we've created prompts in the application for you to share more about yourself. If you've made a career transition (or a few!), you’re self taught in a new role, or you have skills/experience you’d like to highlight, we want to hear more about what you could bring to the table.
AI in Recruitment At Loopio, we leverage artificial intelligence (AI) technology to enhance our recruitment process. These tools assist with tasks such as resume screening, drafting preliminary job descriptions, generating initial interview questions, and occasionally sourcing prospective candidates. However, AI is never used to make final hiring decisions; our use of AI serves to support repetitive and administrative tasks in order to streamline our hiring and recruitment workflows. We are committed to the responsible use of AI in our hiring practices, prioritizing both an improved candidate experience and operational efficiency. Our standardized hiring practices remain focused on reducing biases, with all key hiring decisions solely made by our team. We continuously review and refine our hiring practices to align with industry best practices and evolving legal guidelines
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. Please contact a member of our Talent Experience team (work@loopio.com) should you require accommodations at any point during our virtual interview processes.
About Loopio
Loopio is a Toronto-based RFP response software provider that helps companies streamline their process for RFPs, DDQs, and Security Questionnaires. With Loopio, teams can respond faster, improve response quality, and win more business.
Loopio is one of Canada’s fastest-growing tech startups. It ranked twice as one of the fastest-growing companies on the Deloitte Technology Fast 50™ list and was selected twice as one of LinkedIn’s Top Startups in Canada.
Visit www.loopio.com to learn more.
Top Benefits
About the role
Take your career to new heights with Loopio!
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.
What You’ll Be Doing:
Strategy and Technical Leadership
- 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.
Applied Science and Systems Design
- 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.
Leadership and Talent Development
- 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.
Delivery and Operational Excellence
- 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.
What You’ll Bring to the Team:
Strategy and Technical Leadership
- 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.
Applied Science and Systems Design
- 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.
Leadership and Talent Development
- 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.
Delivery and Operational Excellence
- 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.
Where You’ll Work
- Loopio is a global company, HQ’d in Canada, that embraces flexible and effective work models. While many of our teams operate remotely, this role is part of a new, strategic product team that will work in a hybrid model to accelerate innovation and foster deep collaboration.
- For this role, you will be based in our Toronto, Ontario hub, with the expectation of working from our co-working space in downtown Toronto 3 days per week. This approach is intentionally designed to give you the best of both worlds: high-impact, in-person collaboration with your team to drive impactful product initiatives, and the flexibility of focused work-from-home days.
- Our co-working space located in the heart of Downtown Toronto and a 12-minute walk from Union Station
- Our employees (or Loopers, as we call ourselves!) live and work in Canada (British Columbia and Ontario), London, and India (specifically in Gujarat, Maharashtra, and Bengaluru).
- You’ll collaborate with your teams virtually across the UK, India, and North America (we’re just a Zoom call and Slack message away!) with core sync hours and focus time for headsdown work during the workday
- We encourage asynchronous collaboration to effectively work as a global #OneTeam!
Why You’ll Working at Loopio
-
Your manager supports your development by providing ongoing feedback and regular 1-on-1s, we leverage Latticefor 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 benefitsto support your physical and mental well-being, starting day 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 activeEmployee Resource Groupsoffer 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.
Questioning your qualifications? Read this Hi there, we recognize that all too often, potential candidates don’t apply for a position simply because they don’t hit every single criteria included in the job description—particularly members of underrepresented groups.
Whether or not your experience checks off all the boxes on a job posting, we still encourage you to apply to ensure that your application receives a review from our team. We understand that a resume can only showcase so much during the applicant stage, so we've created prompts in the application for you to share more about yourself. If you've made a career transition (or a few!), you’re self taught in a new role, or you have skills/experience you’d like to highlight, we want to hear more about what you could bring to the table.
AI in Recruitment At Loopio, we leverage artificial intelligence (AI) technology to enhance our recruitment process. These tools assist with tasks such as resume screening, drafting preliminary job descriptions, generating initial interview questions, and occasionally sourcing prospective candidates. However, AI is never used to make final hiring decisions; our use of AI serves to support repetitive and administrative tasks in order to streamline our hiring and recruitment workflows. We are committed to the responsible use of AI in our hiring practices, prioritizing both an improved candidate experience and operational efficiency. Our standardized hiring practices remain focused on reducing biases, with all key hiring decisions solely made by our team. We continuously review and refine our hiring practices to align with industry best practices and evolving legal guidelines
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. Please contact a member of our Talent Experience team (work@loopio.com) should you require accommodations at any point during our virtual interview processes.
About Loopio
Loopio is a Toronto-based RFP response software provider that helps companies streamline their process for RFPs, DDQs, and Security Questionnaires. With Loopio, teams can respond faster, improve response quality, and win more business.
Loopio is one of Canada’s fastest-growing tech startups. It ranked twice as one of the fastest-growing companies on the Deloitte Technology Fast 50™ list and was selected twice as one of LinkedIn’s Top Startups in Canada.
Visit www.loopio.com to learn more.