ABOUT APPLYAPPLY is the Agentic Customer Experience (ACx) partner for the world's most ambitious consumer and entertainment brands. We bring together deep domain expertise across Retail, CPG, Sports, and Media with AI-native delivery capability, designing and delivering agentic solutions that turn CX vision into commercial reality. APPLY TALENT PIPELINE:Submit your resume below and we’ll add you to our Talent Pipeline.

When new opportunities open up at APPLY, we'll check our Pipeline. APPLY is hybrid/remote friendly. PT or ET . THE ROLE:As a Project Management Lead at APPLY, you will sit at the intersection of delivery, people, and growth, owning multi-track programs and portfolios across digital strategy, products, platforms, and marketing.

With a background in digital agency or consultancy environments, you have a track record of running large digital programs and leading delivery practitioners. APPLY delivers through an agentic model in which human practitioners work alongside AI agents across the project lifecycle, and the Project Management Lead is accountable for making that model work at program and team level: defining the guardrails your teams operate within, owning the review gates across workstreams, and keeping human judgment at the centre of everything that leaves our door. RESPONSIBILITIESProgram & Portfolio Management Lead small-to-medium programs and portfolios (up to $5M annual revenue) with multiple tracks of work, providing day-to-day delivery direction to the Project Managers aligned to your program and running individual tracks yourself where needed.

Proactively manage risks, issues, dependencies, assumptions, and decisions across programs and projects to resolution. Enforce project management best practices and refine or establish processes to address gaps. Oversee team capacity planning in collaboration with discipline leads, and act as backfill for your Project Managers when needed.

Coach teams on Waterfall, Kanban, Agile and Agentic delivery methods, selecting the right approach for each engagement and its stage. Establish delivery guardrails for agentic engagements, ensuring human review and approval for all AI-assisted outputs across workstreams. Structure work between AI agents and team members with clear review gates, risk logs, and permission boundaries.

Align senior client stakeholders to an agentic operating model, emphasizing outcome-based metrics, transparent AI usage, and fast review cycles. Champion reusable and scalable prompts, skills, agents,



and automations across the Project Management discipline. Client & Stakeholder Management Cultivate and manage direct client relationships at middle-management and executive levels, acting as the senior delivery voice on your programs.

Communicate program status, risks, and trade-offs clearly to internal teams and external stakeholders, delivering difficult news early and constructively. Partner with Client Services and account leadership to identify growth opportunities, bringing commercial awareness to every delivery conversation. Collaborate with other disciplines to create standardized delivery approaches for common service offerings.

REQUIREMENTSProject Management Excellence 8–15 years leading end-to-end digital solution delivery in consulting or agency environments for enterprise clients, including multi-track programs. Proven ability to build trusted relationships with senior client leadership (Director, VP, C-suite). Expertise in Agile, Kanban, waterfall and agentic delivery frameworks, with the judgment to select and coach the right approach for each engagement.

Strong commercial acumen across program budgets, forecasting, fixed-price and T&M; agreements, and proposal estimates. Previous experience successfully delivering small-to-medium programs or portfolios (up to $5M annual revenue) from kickoff through closure as a trusted senior delivery partner and partner with Client Services to secure portfolio expansion opportunities. Ability to demonstrate measurable value and maintain baseline margin targets while proactively mitigating scope, timeline, and commercial risks.

Experience with contemporary digital ecosystems (Composable/Headless CMS, E-commerce/Commerce, Loyalty, Personalization, Analytics). Solid proficiency in industry-standard project management and collaboration tools including Claude, Gemini, Co-pilot, JIRA, Confluence, Notion, Instagantt, Smartsheet, and Google Suite. Deep knowledge of the full software development lifecycle, CI/CD, and related delivery workflows across product, design, development, and QA.

Knowledge of technical concepts including AI, machine learning,



data analytics, cloud computing, and platform integrations. Demonstrable critical thinking, creative problem-solving, and willingness to take ownership of complex challenges.

Interpersonal Intelligence: High emotional intelligence, navigating conflict with empathy, practicing compassionate candor, and influencing stakeholders without formal authority. Strong accountability for program outcomes, customer-centric mindset, and adaptability to coach teams in a fast-changing AI landscape. Experience-based judgment to guide teams, address complex challenges, and serve as a trusted voice in decision-making.

You will use these tools daily, coach others in them, and comfortably lead discussions around agentic workflows with clients and internal teams. Hands-on experience using LLMs and AI workflows to accelerate planning, documentation, and reporting, alongside strong critical evaluation skills to refine outputs for quality and set team review standards.

Experience leading program-level agentic delivery, designing human-AI workflows, and guiding team change management is a nice to have.

Claude

Code), and MCP connectors is a bonus.

Experience building or sponsoring reusable AI skills, agents, or automations adopted across practice areas is a bonus. GCP Generative AI Leader, Gemini Enterprise, Anthropic Academy) is considered an asset. $We provide you with modern tools, systems and approaches, value your time, safety, and health, and strive to build a work community where you can thrive and grow.

Here are a few benefits we offer to support you: Broaden your skills on a range of engagements with international brands that have a global impact. We’re truly committed to building a culture where you are celebrated and everyone feels welcome and safe. Accelerate your professional growth with generous training budgets and mentorship, with a specific focus on Agentic AI expertise and the critical human skills required for the future of work.

Generous vacation policy: Work-life balance is key to our team’s success, so we offer flexible personal time off (PTO); Tailor your extended health and dental plan to your needs, priorities, and preferences.

Flexible work arrangements: We work in a variety of ways, from remote, to in-office, to a blend of both. APPLY is a safe, respectful, and inclusive community where differences are celebrated. Learn more in our Diversity, Equity, and Inclusion (DEI) section.

📌 Project Management Lead - Talent Pipeline (Winnipeg)
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📍 Winnipeg