About us

Design Sesh is a creative and marketing agency serving home service businesses and contractors. We produce video content, run social media and manage paid ads for our clients.

The role

You'll be the link between our clients and our team: handling communication, keeping our CRM (ClickUp) organized and making sure projects move forward on time. Part time to start (10–15 hrs/week), with room to grow into Operations Coordinator or Project Manager.

Requirements (please don't apply without all four)

- Hands-on ClickUp experience. You've used it in a real job to build and organize tasks, statuses, deadlines and assignments. "Willing to learn" isn't enough.
- Advanced AI use, especially Claude. You use AI as a working tool, not just a search engine: building documents, SOPs, email templates, trackers or workflows, working with uploaded files, and getting finished work out of it. If you've only used AI to ask quick questions, this role isn't the right fit yet.
- Client-facing agency or service experience. You've managed client communication and juggled multiple projects at once, ideally at a creative, marketing or service agency.
- Experience working with video editors or content teams. You've coordinated with editors or creatives: passing along feedback, tracking revisions and keeping deliverables on schedule.

What you'll do

- Be the first point of contact for clients: answer emails, send updates and follow up on approvals and feedback




- Organize and maintain ClickUp: create tasks, set deadlines, keep statuses accurate, tidy up workspaces
- Coordinate with our team on post-production: make sure they have what they need and that edits move through review on time
- Upload and organize client files and assets in Google Drive
- Spot stuck projects or missed deadlines before they become problems
- Use AI to speed up the work: drafting client emails, building SOPs, summarizing feedback, creating checklists

Nice to have

- Meta Ads Manager
- Slack
- Google Workspace
- Other AI tools (ChatGPT, Gemini, etc.)

Hours and pay

- 10–15 hrs/week to start, with room to grow
- Some availability between 9 AM and 5 PM Eastern
- CA$18.50–20.00/hr

To apply, answer these in your application

1. Start your application with "A-ROLL".

2. Describe how you've set up or managed a workflow in ClickUp. Be specific: spaces, lists, statuses, automations.

3. Tell us about something you built using Claude or another AI tool. What was it, and how did you use it? (Example: "I used Claude to turn our messy client onboarding notes into an SOP and an email template set.")

Applications that skip questions 2 or 3 won't be reviewed.

Pay: $18.50-$20.00 per hour

Experience:

- ClickUp: 1 year (required)
- Claude AI: 1 year (required)
- agency client communication: 1 year (required)
- working with video editors: 1 year (required)

Work Location: Remote

📌 Operations & Client Success Assistant (Remote, Part-Time) (Canada)
🏢 design sesh
📍 Canada