Executive Operations Lead @TextLayer
All Others
Salary cad 100,000 - 1..
Remote Location
Employment Type full-time
Posted YDay

[Hiring] Executive Operations Lead @TextLayer

YDay - TextLayer is hiring a remote Executive Operations Lead. πŸ’Έ Salary: cad 100,000 - 150,000 per year πŸ“Location: Canada

Role Description

The Executive Operations Lead is part executive assistant, part operations owner, and part cultural force. You'll be a key member of the exec team, keeping leadership moving, keeping the business running smoothly, and making TextLayer a place people love working.

TextLayer is an AI-native company, and this role is designed that way. The routine work (drafting emails, scheduling, invoicing and follow-ups, account provisioning) should run on AI-assisted workflows that you build, monitor, and improve. That leaves your time for what most needs a person: relationships, judgment, and culture.

Key Responsibilities

  • Executive support, automated where possible
  • Support the executive team with scheduling, inbox and calendar management, meeting prep, and follow-through
  • Draft leadership communication
  • Manage invoicing end to end: sending invoices, tracking payment status, and following up on overdue accounts
  • Handle account and tool provisioning for new hires and projects
  • Identify repetitive tasks and build or configure AI-assisted workflows to handle them, working with our engineers where needed
  • Document processes so the business keeps running consistently as the team grows
  • Plan and host team meetups, socials, and offsites, including coordinating travel and logistics
  • Own staff recognition: gifts, milestones, welcome experiences for new hires, and celebrations
  • Help keep a distributed, project-based team feeling connected
  • Gather feedback on what's working for the team and bring it to leadership
  • Support hiring operations & onboarding logistics
  • Help leadership with operating cadence: meeting rhythms, planning cycles, and tracking priorities
  • Manage vendors, tools, subscriptions, and light admin and compliance tasks
  • Serve as a trusted, discreet partner to the leadership team on sensitive matters

Qualifications

  • Experience as an executive assistant, chief of staff, operations manager, or office manager, ideally supporting senior leaders in a fast-moving company
  • Excellent written communication and sound judgment, with the ability to draft in someone else's voice and know when to escalate
  • Strong ownership: you spot gaps and fix them without being asked, and you follow things through
  • Genuine enthusiasm for AI tools and automation, whether you've built workflows with tools like Zapier, Make, or n8n, used LLMs in your daily work, or are eager to learn quickly
  • Warmth and energy for people: you enjoy bringing teams together and make others feel valued
  • Discretion and professionalism with confidential information
  • Comfort with Google Workspace and modern SaaS tools
  • Willingness to travel for team events and company needs

Bonus Points

  • Experience in a startup, consultancy, or professional services firm
  • Experience coordinating events, offsites, or team programs
  • Basic finance operations experience (invoicing, accounts receivable, bookkeeping tools)
  • Light technical aptitude, such as scripting, APIs, or no-code automation
  • Experience supporting a remote or distributed team
Before You Apply
️
remote Be aware of the location restriction for this remote position: Canada
β€Ό Beware of scams! When applying for jobs, you should NEVER have to pay anything. Learn more.
Executive Operations Lead @TextLayer
All Others
Salary cad 100,000 - 1..
Remote Location
Employment Type full-time
Posted YDay
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remote Be aware of the location restriction for this remote position: Canada
β€Ό Beware of scams! When applying for jobs, you should NEVER have to pay anything. Learn more.
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