Executive Operations Lead

🔥 14 hours ago

🇨🇦 Canada – Remote

💵 CA$100k - CA$150k / year

⏰ Full Time

🟠 Senior

⚙️ Operations

👻 Ghost score 0%

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Logo of Textlayer

Textlayer

1 - 10 employees

🤖 Artificial Intelligence

🏢 Enterprise

☁️ SaaS

Artificial Intelligence • Enterprise • SaaS

TextLayer is a company that specializes in integrating cutting-edge AI capabilities into existing enterprise infrastructures without the need for extensive rewrites or replacements. They focus on enabling organizations to ship production-ready AI features swiftly, allowing businesses to stay competitive in a market that increasingly prioritizes AI adoption. TextLayer creates a modular approach that ensures enterprises can evolve with new AI advancements while maintaining ownership and control over their systems and data.

📋 Description

• Support the executive team with scheduling, inbox and calendar management, meeting preparation, and follow-through • Draft leadership communications • Manage invoicing end to end, including 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, working with engineers where needed • Document processes for consistent business operations as the team grows • Plan and host team meetups, socials, and offsites, including travel and logistics coordination • Own staff recognition, gifts, milestones, welcome experiences, and celebrations • Help maintain connection across a distributed, project-based team • Gather team feedback and bring it to leadership • Support hiring operations and onboarding logistics • Assist leadership with operating cadence, meeting rhythms, planning cycles, and priority tracking • Manage vendors, tools, subscriptions, and light administrative and compliance tasks • Serve as a trusted, discreet partner to leadership on sensitive matters

🎯 Requirements

• 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 • Ability to draft in someone else's voice and know when to escalate • Strong ownership and follow-through • Genuine enthusiasm for AI tools and automation; experience with Zapier, Make, n8n, or LLMs, or willingness to learn quickly • Warmth and energy for bringing teams together • Discretion and professionalism with confidential information • Comfort with Google Workspace and modern SaaS tools • Willingness to travel for team events and company needs • Experience in a startup, consultancy, or professional services firm is a bonus • Experience coordinating events, offsites, or team programs is a bonus • Basic finance operations experience is a bonus • Light technical aptitude such as scripting, APIs, or no-code automation is a bonus • Experience supporting a remote or distributed team is a bonus

🏖️ Benefits

• Team meetups, socials, and offsites • Travel and logistics for team events • Staff recognition gifts, milestones, welcome experiences, and celebrations • Distributed-team connection initiatives

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