Bits In Glass (BIG) is a high-growth AI and automation consulting firm with offices across Canada, the United States, India, and the United Kingdom. Our portfolio spans more than 10 leading technologies across AI, cloud, data, automation, and business applications.

Recognized globally as a Great Place to Work and the recipient of multiple partner excellence awards, BIG is built on collaboration, innovation, and delivering measurable business outcomes for enterprise clients. We are a team of experienced technology professionals who enjoy solving complex challenges, celebrating wins together, and helping customers modernize with confidence.

About the Role The Manager, Delivery Assurance is a senior, billable delivery role accountable for the health of BIG’s engagement portfolio. The person carries live client delivery responsibility at all times. They run independent assurance across the portfolio, absorb delivery escalations, and lead recovery of at-risk engagements.

This role exists to consolidate delivery escalation and assurance work that is currently distributed across the Head of Solution Delivery, DSO leadership, and Client Partners. It is the first position of what is expected to become a small delivery assurance capability as the portfolio grows.

What You'll Do Billable Engagement Delivery

Lead assigned client engagements in the capacity determined by portfolio need, across engagements of varying size and platform

Own delivery outcome, client relationship health, and engagement margin for assigned work

Lead mobilization of recent programs through the establishment window and transition cleanly to steady-state ownership

Deliver paid delivery assessments and independent program reviews as standalone engagements

Escalation & Recovery

Act as the defined intake point for delivery escalations across the portfolio,



triaging and routing or assuming ownership as appropriate

Assume delivery leadership of engagements entering recovery, on a defined and time-bound basis

Diagnose root cause across delivery approach, estimation, staffing, governance, and client relationship management

Produce and execute the recovery plan - re-baseline, revised governance, staffing change, and the client reset

Support the Client Partner in the client-facing recovery narrative, and define exit criteria for return to steady state

Delivery Assurance

Run independent gate reviews at defined checkpoints - mobilization, baseline, SIT entry, UAT entry, go-live readiness, hypercare exit

Maintain a portfolio health view covering schedule, margin, scope, quality, team stability, and client sentiment

Operate defined early-warning triggers and convene review when they fire

Report portfolio health to the Head of Solution Delivery on a fixed cadence, independent of account-team reporting

Ensure every significant engagement carries a named deputy and a documented continuity plan

Automation & AI Leverage BIG expects this role to be substantially AI-enabled from day one. The assurance function is deliberately being built on the assumption that reporting, synthesis, and analysis are automated rather than manually assembled.

Use Claude and comparable tooling to automate portfolio health reporting, status synthesis, and variance analysis

Build reusable assets - review templates, risk checklists,



estimation challenge prompts - that let assurance scale beyond one person

Reduce the manual reporting burden on delivery managers rather than adding to it

Demonstrate measurable time savings from automation as part of ongoing performance expectations

Delivery Excellence

Own the delivery playbook, gate criteria, and estimation standards, and drive their adoption

Convert recovery findings into preventive changes to standards, templates, and estimating practice

Coach delivery managers and program managers; contribute to delivery leadership bench development

Support pre-sales through delivery-approach review, estimation challenge, and risk identification on major pursuits

What You Bring

8+ years in consulting or project delivery, including program or engagement leadership

Demonstrated turnaround of at-risk client programs, including the client-facing element

Commercial fluency across fixed-price, T&M;, and managed services constructs; ownership of engagement margin

Credibility with client executive stakeholders; able to hold a difficult conversation without damaging the relationship

Track record of influence without direct authority across peer delivery leaders

Demonstrated use of AI tooling to automate delivery reporting or analysis

Comfortable carrying a billable target and being deployed to engagements of any size

Comfortable being unwelcome on arrival and useful on departure

Willing to attribute failure to BIG accurately when that is the finding

Treats no assignment as beneath the role

Nice to Have

Delivery experience on low-code platforms or comparable enterprise platforms

Prior formal assurance, PMO, or quality-gate ownership

Experience in a boutique or mid-market consultancy spanning delivery, commercial, and pre-sales

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📌 Manager, Delivery Assurance (Winnipeg)
🏢 bitsinglassca
📍 Winnipeg