Jobs in Canada

Group jobs by employerEmail me new jobs Save this search

Added 1 day ago
AU
Security Guard
Allied Universal
AB
- $19.32 CAD / hour
- Part-time
Added 1 day ago
SJ
Registered Practical Nurse - Complex Continuing Care (Temporary Part-Time)
St. Joseph’s
Guelph, ON
- Part-time
- Temporary
Added 1 day ago
BR
Rear Load Truck Driver (Class 3)
BluPlanet Recycling Inc
Calgary, AB
- $27.5 to $29 CAD / hour
- Full-time
Added 1 day ago
HH
Casual ELC I or II
Hopes Home Inc
Regina, SK
- Per diem
Added 1 day ago
IG
Senior Project Engineer - North Bay
Insight Global
North Bay, ON
- From $70 CAD / hour
- Contract
Added 1 day ago
IG
Senior Project Engineer - Oakville
Insight Global
Oakville, ON
- From $83 CAD / hour
- Contract
Added 1 day ago
WC
Server
West Coast Seniors Housing Management
Victoria, BC
- Per diem
Added 1 day ago
Server
West Coast Seniors Housing Management
Victoria, BC
Added 1 day ago
SS
Mechanical Designer, Automation
StackTeck Systems Limited
Brampton, ON
- $30 to $45 CAD / hour
Added 1 day ago
RC
Field Service Technician | Electro-Mechanical
Randstad Canada
Mississauga, ON
- $44 to $47 CAD / hour
- Full-time
Added 1 day ago
RC
Operations Officer - 58973
Randstad Canada
Toronto, ON
- $22.36 CAD / hour
- Contract
Added 1 day ago
RC
Électromécanicien
Randstad Canada
QC
- $27 to $34 CAD / hour
- Full-time
Added 1 day ago
RC
GIS System Analyst
Randstad Canada
Edmonton, AB
- Contract
Enjoy a flexible hybrid work schedule requiring only two days per week on site
Added 1 day ago
RC
Expeditor IV
Randstad Canada
Calgary, AB
- Contract
Added 1 day ago
RC
Reach Forklift Operator
Randstad Canada
Richmond Hill, ON
- $23 CAD / hour
- Contract
Standard Day Shift: Predictable Monday to Friday, 9:00 AM to 5:00 PM schedule with no weekends or night shifts · Certification: Must possess a valid, accredited Raymond Reach Forklift License
Added 1 day ago
RC
Info Security Analyst I
Randstad Canada
Toronto, ON
- $32.88 to $40.56 CAD / hour
- Contract
Added 1 day ago
RC
Customer Excellence Specialist
Randstad Canada
Montréal, QC
- $20 to $21 CAD / hour
- Contract
Schedule: 40 hours/week, day shift (Monday to Friday)
Added 1 day ago
CE
Bartender - The Rec Room West Edmonton Mall
Cineplex Entertainment LP
Edmonton, AB
- Part-time
Added 1 day ago
ML
Client Care Coordinator - Service
Motion LP
Victoria, BC
- $40,800 to $57,100 CAD / year
Added 1 day ago
Technical Program Manager
Robots and Pencils
Canada
Added 1 day ago
RI
Customer Service Associate - Customer Service Desk
Rona Inc.
Gloucester, ON
- Part-time
Added 1 day ago
H
Director, Commercial Sales
HP
ON
- Full-time
Added 1 day ago
R(
Team Lead (Full time) - Deerfoot Meadows
Reitmans (Canada) Ltée/Ltd
Calgary, AB
- Full-time
- On-site
Added 1 day ago
SD
T2627-442 1.0 FTE Temporary Speech Language Pathologist
School District #71 (Comox Valley)
Courtenay, BC
- Contract
Added 1 day ago
PS
Administrative Assistant - Calgary Christian Secondary School - Full-Time Permanent
Palliser School Division
Calgary, AB
- Full-time
· Must possess the ability to relate to students and staff and to participate collaboratively in a creative learning team environment

Robots and Pencils

Technical Program Manager

Canada

The salary range for this role is $202,589 CAD - $238,426 CAD or $191,226 - $219,746.

Apply on job-boards.greenhouse.io About employer

Applications open in a new tab.

Job details

Pay: The salary range for this role is $202,589 CAD - $238,426 CAD or $191,226 - $219,746.
Posting language: English
Posted: Nov 4, 2026

Original job description

Technical Program Manager

Remote in Canada or US

Company Overview

Robots & Pencils is an applied AI engineering firm building the next frontier of business architecture. We design and ship AI co-workers that integrate into enterprise operations and deliver measurable results for our clients. We're all in on AWS, combining deep UX capability with senior engineering talent to get AI into production fast and keep it there.
We’ve earned the trust of leaders across Consumer Products and Retail, Education, Energy, Financial Services, Healthcare, and Manufacturing and more, and earned a reputation as the nimble alternative to traditional global systems integrators. Founded in 2009, with delivery centers in Canada, the United States, Eastern Europe, and Latin America, we are smaller, faster, and more senior by design. Our teams average 15+ years of experience. We move fast, sweat the details, and build things that actually ship.

Position Overview

As a Technical Program Manager, you own the full arc of large, multi-workstream programs, from translating a client’s business goals into a technical plan through launch and the value it delivers afterward. You sit at the intersection of business and engineering: facilitating architecture and engineering discussions, shaping technical direction alongside our engineering leads, and keeping multiple distributed teams moving toward the same outcome.

Why This Role Matters

The biggest engagements Robots and Pencils takes on are enterprise AI, cloud, and agentic transformations with many teams, many stakeholders, and real money on the line. Technical Program Managers are what keep those programs from fragmenting. You can sit with a client executive in the morning and an engineering lead in the afternoon and make sure both are working toward the same business result. When priorities conflict, or risk shows up with limited information and a tight deadline, you frame the trade-off clearly and drive the decision, so our promise of production-ready AI holds at enterprise scale.

What You’ll Do

Program Leadership

Own end-to-end delivery of large-scale ($10M+) AI, digital, and cloud transformation programs, from strategy and roadmap through launch and realized business value
Take large, complex programs and break them down into manageable, deliverable workstreams with clear ownership, sequencing, and dependencies
Drive program schedules from design to launch across multiple concurrent Agile teams, keeping delivery managers and product managers aligned on one integrated plan
Define program-level KPIs and governance, using data to report program health and guide decisions across scope, timeline, budget, and quality

Technical Direction

Bridge business requirements and technical solutions, distilling customer needs into clear technical requirements and mapping each one back to the business outcome it serves
Facilitate engineering and architecture discussions, and build a deep enough technical understanding of the products, across frontend and back-end technologies, to help drive the technical direction of the teams
Decompose complex technical problems into actionable, deliverable solutions the teams can execute against
Contribute to technical documentation and define the documentation standards your programs follow

AI Enablement

Own the AI Development Life Cycle (AIDLC) at the program level, and set the standard Senior Delivery Managers follow for standing it up across workstreams
Set the program-wide definition of done for probabilistic and AI-driven features (evaluation thresholds, human-in-the-loop checkpoints, post-launch monitoring) and hold every workstream to it
Partner with AI engineering leads on model risk, data readiness, evaluation strategy, and observability for agentic work, and translate technical uncertainty into a program plan and risk register the client can act on
Define what success looks like for AI-augmented delivery across the program (quality, rework, review overhead, and velocity, not just tests passed) and drive status visibility across complex AI-driven pipelines
Make the call on when an agentic approach is the wrong tool for a client’s needs, weighing context management, latency, infrastructure, and cost, and defend that call to the client
Use AI yourself every day, with tools like Claude, to accelerate planning, specifications, reporting, and stakeholder communication, and model that for the delivery leaders on your programs

Stakeholder Alignment & Communication

Serve as the senior program partner to client executives, building trust through transparency, consistency, and clear communication
Anticipate bottlenecks before they land, provide escalation management, and make the trade-offs that balance business needs against technical constraints
Facilitate and lead trade-off decisions with customers, stakeholders, and partner teams when priorities conflict, and manage escalations or misalignments whenever committed outcomes or quality are at risk
Communicate program schedules, progress, and business impact to stakeholders and senior leaders, so executives see ongoing value, not just status
Partner with Client Partners to shape the follow-on work and expansion opportunities that grow out of the program

Leadership & Influence

Lead and mentor the Senior Delivery Managers and Delivery Managers on your programs with concrete feedback and stretch opportunities
Thrive in an innovative environment where ambiguity and conflicting priorities are the norm, and create clarity for the teams around you
Shape R&P’s delivery practice, tools, and frameworks beyond your own programs
Assess program staffing and capability gaps, and partner with Client Partners and leadership on staffing needs and high-potential talent
Conduct executive interviews and serve as an essential voice in go/no-go hiring decisions across the firm

What You’ll Bring

5+ years of experience leading multiple Agile teams (including Scrum Masters and Product Owners) concurrently or at scale
5+ years of experience leading and delivering enterprise-level IT engagements
Proven track record leading large-scale ($10M+) AI, digital, or cloud transformation programs from strategy through to realized business value
Practical application of frameworks (Well-Architected, Cloud Adoption Framework) to inform program decision-making and solution governance
Strong technical foundation: able to engage credibly on architecture, frontend and back-end technologies, and cloud-native design, and to decompose complex technical problems into deliverable solutions; ability to distill customer needs into technical requirements and functional specifications, map them to business outcomes
Track record leading programs where AI/ML or agentic capability was core to the solution, including how you managed model risk, evaluation, and client expectations, and the ability to set program-wide standards for evaluation, human-in-the-loop checkpoints, and monitoring
Demonstrable daily use of AI tools (e.g., Claude) to enhance planning, specifications, reporting, and documentation
Experience with delivery and engineering tooling (e.g., Jira, Confluence, GitHub, Azure DevOps, CI/CD pipelines)
Comfort operating in ambiguity, and the credibility with clients to bring growth conversations forward with Client Partners

Helpful Extras and Unique Skills

Vertical depth in one or more of Consumer Products and Retail, Education, Energy, Financial Services, Healthcare, or Manufacturing
Experience delivering agentic, AI co-worker, or app0lied-AI initiatives in enterprise
Comprehensive knowledge of AWS services, architectures, and best practices, applied to guide technical decisions and strategic planning
Owned the end-to-end delivery of complex, multi-workstream agentic AI transformation programs
Prior career experience in client-facing roles (engagement management, consulting, account leadership) that informs growth conversations

You’ll Do Well Here if You Are

A doer. You see something broken and fix it. You'd rather move on clarity than wait for certainty.
A fast learner who knows you don't know everything. The AI landscape changes weekly. You're senior enough to know better and curious enough to keep learning anyway.
Direct in a way that makes the work better. You give honest feedback. You'd rather have the hard conversation than blow smoke.
Obsessed with craft. You know genius is in the details. You ship exceptional, not perfect, and you don't put your name on work you wouldn't stand behind.
Built for ownership. You honor commitments, admit mistakes fast, and back your teammates when a decision costs something. No handoffs, no finger-pointing.
All in. You treat clients' businesses like your own. You take the work seriously without taking yourself seriously.
Resourceful when the budget, timeline, or team is tight. Constraints don't slow you down. They sharpen you.
Calm when it gets hot. When scope, timeline, and stakeholders pull in three directions, you slow the room down enough to make the right call. You’d rather raise the hard trade-off in week two than absorb it in week eight.
Glad to be in the room with people who care as much as you do. Our teams average fifteen-plus years of experience. We hire people who push each other to do better work.

The below range reflects the range of possible compensation for this role at the time of this posting. We may ultimately pay more or less than the posted range. This range may be modified in the future. An employee's position within the salary range will be based on several factors including, but not limited to, relevant education, qualifications, certifications, experience, skills, seniority, geographic location, performance, shift, travel requirements, sales or revenue-based metrics, any collective bargaining agreements, and business or organizational needs. The salary range for this role is $202,589 CAD - $238,426 CAD or $191,226 - $219,746. We offer a comprehensive package of benefits including paid time off, medical/dental/vision insurance and 401(k) to eligible employees.

An offer of employment may be conditional upon successful completion of a background check in accordance with local legislation and our candidate privacy notice. Your current employer will not be contacted without your permission. We are committed to ensuring equal employment opportunities for all job applicants and employees. Employment decisions are based upon job-related reasons regardless of an applicant's race, color, religion, sex, sexual orientation, gender identity, age, national origin, disability, marital status, genetic information, protected veteran status, or any other status protected by law.

Apply on job-boards.greenhouse.io About employer

More about this job

Responsibilities

The Technical Program Manager at Robots and Pencils will run large AI and cloud programs from strategy to launch, breaking them into workstreams and keeping distributed teams aligned. They translate client needs into technical plans and make trade-off decisions when priorities or risks conflict.

Requirements

Candidates need 5+ years leading multiple Agile teams and enterprise IT engagements, plus a proven record delivering $10M+ AI, digital or cloud programs. They need a strong technical foundation in architecture, cloud design and frameworks such as Well-Architected, and they use AI tools like Claude daily.

Skills

Program management
Agile delivery
Multi-team coordination
Scrum Master leadership
Product Owner collaboration
Architecture discussions
Cloud-native design
AWS
Frontend and back-end technology understanding
AI/ML program delivery
Model risk management
Evaluation and monitoring for AI
Risk register management
Stakeholder management
Executive communication
Escalation management
Jira
Confluence
GitHub
Azure DevOps
CI/CD pipelines
Claude
Staffing and capability planning
Mentoring

Keywords

Technical Program Manager
program management
AI transformation
cloud transformation
agentic AI
AWS
Agile
Scrum
SAFe
Jira
Confluence
GitHub
Azure DevOps
CI/CD
Well-Architected Framework
Cloud Adoption Framework
AIDLC
Claude
enterprise IT
delivery management

Seniority

Senior

Tools

Jira
Confluence
GitHub
Azure DevOps
AWS

Languages

English

Report this job

Work requirements

Jobs in Canada