Ai Delivery Lead: Complex Programs & Agile Leadership - $110,000 - $125,000 A Year (Winnipeg)

Ai Delivery Lead: Complex Programs & Agile Leadership - $110,000 - $125,000 A Year (Winnipeg)

12 Sep
|
Bechtel
|
Winnipeg

12 Sep

Bechtel

Winnipeg

AtRange Groupwe believe in the power of the professional travel advisor. We represent over $4.5 billion in annual travel sales. All our investments stem from a common thesis, that travel advisors add real value to a trip. Travel advisors when equipped with technology and 24/7 support are irreplaceable. Equally important is our philanthropy. Range Foundation channels 10% of group profits to social impact. From exploration grants, improved access to education, new discoveries on sea and land, cultural infrastructure, and helping our global neighbors in times of need — we are investing to build a better future.This is a hybrid position with currently 2-days a week onsite from our office located at 2 Queen St. E in Toronto, ON.The RoleWe are looking for a Senior Delivery Manager who drives change, coaches people, and holds the delivery standard across multiple teams simultaneously. You will go deep into what each team is actually doing, surface problems before they become incidents, and build the kind of delivery muscle that makes the whole organization more capable overtime. Coaching is central to this role. You will raise the delivery capability of the teams around you, identify where people need to grow, and model what good looks like in practice. TripArc is mid-SAFe adoption. Hands-on SAFe experience and PI Planning expertise are a strong asset. That said, we welcome exceptional candidates who bring deep delivery maturity and multi-team leadership experience and are ready to embrace the framework.Who We AreTripArc develops AI-powered products on an AI-assisted delivery workflow. We expect our Senior Delivery Manager to be a genuine advocate for both. That means understanding how tools like Claude and similar AI assistants change the velocity and quality dynamics of a development team, and knowing what effective quality gates, review practices, and coaching look like in that context. Candidates who have led delivery for AI-assisted engineering teams will stand out.Key ResponsibilitiesDelivery Execution Across Multiple PodsFacilitate all Scrum ceremonies across multiple parallel pods, including stand-ups, backlog refinement, sprint planning, sprint reviews, and retrospectivesGo deep into each team's delivery reality, understand what is being built, what is at risk, and what is being avoidedOwn SAFe activities including PI Planning, coordinating across pods to align program increments, surface cross-team dependencies, and maintain delivery confidence at the portfolio levelMonitor sprint velocity, team capacity, and progress against goals; surface variance proactively and with specificity, not just through reportsManage release plans in close collaboration with the Release Manager and Product Owners, maintaining accuracy across scope, release versions,



and launch datesOwn and maintain risk and decision trackers; identify blockersand surface dependencies before they impede deliveryCoaching and Team DevelopmentCoach team members and delivery practitioners: identify capability gaps, support their growth, and raise the standard of delivery practice across the organizationCoach teams and Product Owners on Scrum best practices, AI-native ways of working, and what good delivery hygiene looks like in practiceDrive retrospectives with genuine intent: diagnose root causes, assign action items, and follow up on whether anything actually changedIdentify where teams are operating as order-takers rather than owners and actively shift that dynamicModel what good delivery management looks like at a level that raises the bar across the whole organizationTooling and ReportingEstablish and enforce Jira ticket conformity across all teams: structured, consistent data is the raw material; the expectation is thatyou turn it into actionable insights, not just dashboardsAnalyze delivery data from Jira, leveraging AI tools including Claude to surface patterns, forecast risks, and translate numbers into meaningful insights that drive decisionsTranslate reporting data into clear, insight-led status updates for teams and leadership, covering milestones, deliverables, dependencies, risks, and recommended actionsStakeholder and Cross-Team CoordinationCollaborate with Product Owners to maintain prioritized backlogs, align delivery timelines, and manage competing demands across podsLead Scrum of Scrums to surface and resolve cross-pod dependencies before they become delivery risksWork cross-functionally to remove impediments, resolve conflicts, and develop actionable risk mitigationsMaintain a close working relationship with the QA organization, ensuring quality gates are respected and QA is a structural part of the delivery process, not a downstream stepMaintain a close working relationship with the Release Manager, aligning sprint outputs to release windows and ensuring nothing advances without appropriate oversightWho You Are7+ years of experience as a Delivery Manager or Senior Scrum Master, with demonstrated success leading multiple concurrent teamsA track record of driving real change in delivery culture, not just facilitating ceremonies. You can describe specific teams you improved, specific behaviors you changed, and how you measured itProven coaching ability: you have developed other delivery managers or Scrum Masters and can speak to what you did,



not just that you did itDeep, applied Scrum fluency with the judgment to adapt ceremonies and practices appropriately rather than executing them by the bookAdvanced proficiency in Jira: you extract meaningful signals from delivery data and know how to translate them into actionsProven capacity to manage cross-team dependencies and communicate risk escalations without generating unnecessary noiseExceptional facilitation and conflict resolution skills, with the confidence to hold difficult conversations and drive alignmentThe professional presence to coach upward as well as downward: senior stakeholders require delivery clarity, not delivery theatreAdditional AssetsSAFe certification (SA, SSM, or SAFe Agilist) with hands-on PI Planning experience is strongly preferred; strong candidateswith equivalent scaled delivery experience and willingness to certify are also welcomeExperience coaching a delivery team through a SAFe adoption or Agile transformationBackground in software development or quality assurance: understanding the technical realities your teams navigate makes you a better partnerExperience leading delivery for teams operating with AI-assisted development toolingFamiliarity with Claude or equivalent AI productivity toolsTools and EnvironmentJira, ConfluenceScrum of Scrums, SAFeAzure DevOpsClaude and AI-assisted toolingWhy TripArcMultiple pods delivering in parallel. One platform. Thousands of advisors watching every release. A delivery organization ready to grow. A SAFe transition underway that needs someone ready to lead from the front.The Senior Delivery Manager who steps into this role will have direct visibility into one of TripArc's most strategically significant platforms and a material impact on whether it delivers at quality, on time, with high-performing teams intact. For a delivery skilled who takes genuine pride in the craft of execution and the development of people, this role is worth having.CompensationWe provide a competitive compensation package with a strong pay-for-performance rewards approach. Employees have the opportunity to participate in incentive programs and compensation tied to business and individual performance. The expected base compensation range for this position is: $110,000 to $125,000.The actual compensation may vary depending on local market conditions, geography, and relevant job-related factors such as knowledge, skills, qualifications, experience, and education/training. -HybridWe are committed to providing employment accommodation in accordance with the Ontario Human Rights Code and the Accessibility for Ontarians with Disabilities Act. If you require accommodation due to a disability at any stage of our hiring process, please advise us when completing your application.#J-18808-Ljbffr

📌 Ai Delivery Lead: Complex Programs & Agile Leadership - $110,000 - $125,000 A Year (Winnipeg)
🏢 Bechtel
📍 Winnipeg

Reply to this offer

Impress this employer describing Your skills and abilities, fill out the form below and leave Your personal touch in the presentation letter.

Subscribe to this job alert:

Get the latest job offers by email for: ai delivery lead: complex programs & agile leadership - $110,000 - $125,000 a year (winnipeg) / winnipeg

Subscribe to this job alert:

Get the latest job offers by email for: ai delivery lead: complex programs & agile leadership - $110,000 - $125,000 a year (winnipeg) / winnipeg