Ready to help reshape a $26B industry and build the future of branded merch?

commonsku is revolutionizing the promotional products industry. Our platform empowers branded merch distributors to work smarter — managing projects, building quotes, placing orders, and collaborating with clients and suppliers seamlessly through the power of the Connected Workflow.

We’re a remote-first, community-driven team obsessed with elevating our customers, their clients, and the broader industry. Our values – Community First, Ten Steps Ahead, Fast Forward, and Delightful Work – guide us. We believe you can innovate, push forward, and do more, while also sharing a laugh, supporting your colleagues, and having a life outside of work.

If you’re energized by ambitious work, creative collaboration, and helping to build something great, you’ll want to keep reading.

About the Role: AI Orchestration & Operations Lead

We’re growing — and we’re hiring an AI Orchestration & Operations Lead to join our team! In this role, you’ll help us lead our internal AI transformation by identifying, designing, and deploying AI-augmented workflows across the company in collaboration with functional leaders.

You will partner with teams to embed AI into daily work, drive team-level enthusiasm, and build a measurable foundation for AI-first operations.

Beyond automation, you’ll design and orchestrate AI agents—specialized systems that collaborate with one another and with humans—to manage complex, multi-step processes that drive business impact.

This role is pivotal in shaping how the people at commonsku work day-to-day now and into the future. By reimagining workflows, this role not only drives efficiency but helps our teams spend more time on creative, high-value work that supports our community-first approach in an AI-first way.

About You

You’re not just looking for a job — you’re looking for a place to do your best work. You bring:

• A community mindset — You see customers as partners and coworkers as collaborators. You lift others up, always follow through on your commitments, and thrive in a team that does the same. (Community First)

• Momentum and ownership — You act with optimism, take initiative, and turn ideas into results. You move fast and bring others with you. (Fast Forward)

• Vision and boldness — You don’t just react — you anticipate. You think big, challenge the status quo, and push the work (and the industry) forward. (Ten Steps Ahead)

• Joy in the craft — You care deeply about what you build and how it makes people feel. You bring thoughtfulness, transparency, and a sparkling sense of humour to the table. (Delightful Work)

️ What You’ll Do

Here’s what you’ll do:

• Map high-value use cases for AI across the company; prioritizing highest impact work to drive overall business (revenue) enablement and Delightful Work.

• Maintain a prioritized roadmap of internal AI initiatives across departments, with clear alignment with department leads on focus areas for their groups and cross-functional opportunities.

• Design, implement, and orchestrate AI-powered workflows and multi-agent systems (using tools such as GPTs, LangChain, CrewAI, Zapier, Make, Airtable, or browser automation).

• Develop and manage a framework for AI agent orchestration, ensuring agents collaborate effectively, escalate intelligently to humans, and integrate smoothly with existing tools.

• Manage and evolve tracking and reporting of AI automation, optimization, and efficiency gains, in collaboration with department leads.

• Support teams in adopting and operationalizing AI tools in their workflows

• Create playbooks, training sessions, and enablement assets to scale adoption

• Build relationships with internal champions and early adopters and serve as a subject-matter advisor

• Manage and support AI tools (e.g., GPT-based platforms, copilots, automation suites), supporting selection of tools where needed

• Support the maximization of existing tools to reap the highest return on investment

• Stay current on AI tool landscape and test emerging capabilities

• Set internal best practices for AI usage, privacy, and data integrity

What You Bring

Some of the qualities that help you thrive in this role:

• 3-5 years of lead-level experience in technical program management, business operations, transformation, RevOps, or systems/process roles in a tech environment
• Experience in creating minimum viable product (MVP) type automations and AI-powered systems without deep engineering (Zapier, APIs, GPTs, Google Scripts, Airtable, Notion, etc.)
• Experience with AI agent orchestration (multi-agent workflows, LLM-powered task delegation, or similar frameworks).
• Strong communication, influence, and enablement skills to drive excitement and adoption across technical and non-technical stakeholders
• Proven experience with change management, workflow re-design, and leading multi-team programs with measurable business impact (e.g. efficiency, throughput, adoption)
• Ability to work independently and prioritize based on business value, not visibility or novelty

Bonus Points For:

• Familiarity with agentic AI platforms (e.g., LangChain, CrewAI, AutoGen, or custom orchestration layers).

• Experience designing multi-agent AI systems or orchestrating copilots to work in tandem across business functions.

Compensation & Perks

We believe in fair, transparent compensation. Starting salary for this role is $130,000–$170,000, depending on previous experience and skillset, plus a 10% annual bonus opportunity based on company performance.

New hires are expected to come in at the midpoint of this range. However, if this role sounds perfect for you and your expectations are outside of this range, we encourage you to apply and let us know in your application about your ideal package. If we agree that it’s a good fit, we will have open discussion around what’s possible.

Plus

• Remote-first culture (with plenty of excellent in-person experiences sprinkled in)

• Company-wide closure between December 25th and January 1st

• Health and dental benefits, effective from your first day of work, including a $1,000 healthcare spending account

• RRSP/TFSA contributions up to $3,000 a year (no employee contribution required!)

• Twice-yearly company wide summits (we call it HQ and you’ll love it)

• A delightful team of smart people who are good at what they do

Location

This role is open to candidates eligible to work in Canada, with the exception of Quebec (we’re not set up to operate there yet — désolé!).

We’re remote-first, but if you’re based in Toronto, even better. That’s where we were founded and where we maintain our HQ today!

A Bit More About Us

commonsku supports hundreds of promotional products distributors and suppliers with technology that drive efficiency, growth, and connection. Our skummunity (commonsku + community = skummunity, get it?) is powered by events, education, and shared knowledge and is core to who we are.

We’ve grown by being “for promo by promo” and now, we’re scaling our impact to elevating an entire industry. We’d love your help doing it.

A Note About AI

We use AI every day at commonsku to be faster and better. If you use AI tools to help you draft your resume or cover letter, that’s totally fine — just make sure what you submit reflects you. We want to hear your authentic voice, not ChatGPT’s.

How to Apply

If this role feels like a fit, apply now at https://commonsku.com/careers!

We try our level best to review and respond to every application we receive. So, once you’ve applied, wait to hear from a member of our People team with an update. If it looks like a good fit, expect a phone interview as the first step.

By the way, you don’t need to meet 100% of the requirements — we value potential, learning, and diversity of thought. Tell us why you're excited, and let’s chat.

❤️ commonsku is an Equal Opportunity Employer

We’re committed to building a diverse team that reflects the skummunity we serve. We welcome applicants of all backgrounds, experiences, and identities.