Senior Project Manager – Strategic AI

2 weeks ago


Toronto, Ontario, Canada Insight Global Full time

Job Description:

Insight global are seeking a seasoned
Project Manager
to lead strategic initiatives aligned with our top banking client's commitment to generate $1bn in enterprise value by 2027. This role supports the delivery of high-impact programmes within the AI & Digital Transformation portfolio, focusing on cost reduction and revenue uplift through AI integration and infrastructure transformation.

Key Responsibilities:

  • Lead end-to-end project delivery across multiple ADT programmes, each valued at $25MM+ and involving teams of 20+.
  • Manage project governance, financials, release schedules, and stakeholder engagement.
  • Coordinate with technical teams on infrastructure elements (cloud, on-prem, hybrid).
  • Drive delivery of AI-enabled tools such as:
  • Agentic Banker
    : Automating pitchbook generation and client prep.
  • Personal Banking Advice
    : Leveraging AWS Transcribe to reduce call handling times.
  • Navigate complex stakeholder landscapes and maintain momentum across multiple workstreams.
  • Support procurement, onboarding, and testing processes with confidence and clarity.

Required Skills & Experience:

  • Demonstrable Project Management experience (consulting, PMP, or similar).
  • Comfortable discussing infrastructure options, costing, and scoping with SMEs.
  • Proven ability to build structured plans, manage risks/issues, and lead governance forums.
  • Strong stakeholder management and communication skills.
  • Familiarity with cloud and VM environments (not hands-on technical, but conceptually fluent).
  • Experience managing cross-functional teams and adapting to ambiguity.

Desirable:

  • Experience in AI-related projects (depth not required, but exposure is a plus).
  • Prior leadership of teams with potential to scale as resources grow.
  • Confidence to challenge and drive clarity in complex environments.


  • Toronto, Ontario, Canada Arteria AI Full time

    About Arteria AIArteria AI is an award-winning, AI powered documentation platform that transforms documents into data, facilitating critical banking processes like trading and lending. Leading banks worldwide use Arteria to connect costly, manual documentation processes to enterprise automation, providing valuable insights to decision-makers.Founded in...


  • Toronto, Ontario, Canada Arteria AI Full time

    About Arteria AIArteria AI is an award-winning, AI-powered documentation platform that transforms documents into data, facilitating critical banking processes like trading and lending. Leading banks worldwide use Arteria to connect costly, manual documentation processes to enterprise automation, providing valuable insights to decision-makers.Founded in...

  • AI Strategist

    2 weeks ago


    Toronto, Ontario, Canada Siena AI Full time

    Meet Siena Siena is the first intelligence layer for customer experience. We're creating an operating system of AI agents that learn, remember, and act across every customer touchpoint—from support conversations to shopping experiences to voice and social media interactions. Siena doesn't just automate support; it powers shopping agents, builds...

  • AI Strategist

    2 weeks ago


    Toronto, Ontario, Canada Siena AI Full time

    Meet SienaSiena is the first intelligence layer for customer experience. We're creating an operating system of AI agents that learn, remember, and act across every customer touchpoint—from support conversations to shopping experiences to voice and social media interactions.Siena doesn't just automate support; it powers shopping agents, builds persistent...


  • Toronto, Ontario, Canada Arteria AI Full time

    About Arteria AIArteria AI is an award-winning, AI-powered documentation platform that transforms documents into data, facilitating critical banking processes like trading and lending. Leading banks worldwide use Arteria to connect costly, manual documentation processes to enterprise automation, providing valuable insights to decision-makers.Founded in...


  • Toronto, Ontario, Canada Corpay Full time

    Senior Program Manager; Strategic Initiative & Integrations – Financial ServicesWhat We NeedCorpay is currently looking to hire a new Senior Program Manager; Strategic Initiatives & Integrations, within our Crossborder Division. This position falls under our Corporate Payments line of business and is located in Toronto, CA or London, UK.As a successful...

  • Senior Manager AI

    5 days ago


    Toronto, Ontario, Canada Thomson Reuters Full time

    Senior Manager AI, Software Development EngineeringWe are seeking a highly experienced and dynamic Senior Manager AI to lead our AI Software Development Engineering team. This role will be instrumental in driving the design, development, and deployment of innovative AI-powered solutions more specifically use Agentic flows and LLMs, ensuring our products...


  • Toronto, Ontario, Canada Global Technical Talent, an Inc. 5000 Company Full time

    Primary Job Title:Senior Project Manager - Business TransformationAlternate/Related Job Titles:Business Transformation Program ManagerSenior Change Management Project ManagerFinancial Services Project LeaderStrategic Initiatives ManagerSenior Enterprise Transformation ConsultantLocation:Toronto, ONOnsite Flexibility:Hybrid (4 days onsite)Contract...


  • Toronto, Ontario, Canada Arteria AI Full time

    About Arteria AIArteria AI is an award-winning, AI-powered documentation platform that transforms documents into data, facilitating critical banking processes like trading and lending. Leading banks worldwide use Arteria to connect costly, manual documentation processes to enterprise automation, providing valuable insights to decision-makers.Founded in...


  • Toronto, Ontario, Canada Armilla AI Full time

    About Armilla AIArmilla AI is a cutting-edge startup based in Toronto, Ontario, Canada, operating at the intersection of artificial intelligence and insurance. We're not just talking about AI risk; we're actively building the solutions to manage, underwrite, and insure it. Our dynamic team is passionate about pioneering the future of AI risk management...