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TextLayer

AI implementation partner for regulated industries

Executive Operations Lead

Full-Time
CA$100k - CA$150k/yr
Mid
Ottawa, ON, Canada
Hybrid
Business & StrategyBusiness Operations

About the job

Requirements
  • Experience as an executive assistant, chief of staff, operations manager, or office manager, ideally supporting senior leaders in a fast-moving company.
  • Ability to draft leadership communications in another person's voice and exercise sound judgment about when to escalate.
  • Ability to identify gaps, take ownership, resolve issues, and follow tasks through.
  • Enthusiasm for AI tools and automation; experience building workflows with tools such as Zapier, Make, or n8n, using large language models in daily work, or ability to learn quickly.
  • Discretion and professionalism when handling confidential information.
  • Comfort with Google Workspace and modern software-as-a-service tools.
  • Willingness to travel for team events and company needs.
Responsibilities
  • 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, collaborating with engineers when needed.
  • Document processes to keep business operations consistent as the team grows.
  • Plan and host team meetups, social events, and offsites, including coordinating travel and logistics.
  • Manage staff recognition, including gifts, milestones, new-hire welcome experiences, and celebrations.
  • Help a distributed, project-based team stay connected.
  • Gather feedback about team operations and share it with leadership.
  • Support hiring operations and onboarding logistics.
  • Support leadership's operating cadence, including meeting rhythms, planning cycles, and priority tracking.
  • Manage vendors, tools, subscriptions, and basic administrative and compliance tasks.
  • Serve as a trusted, discreet partner to the leadership team on sensitive matters.
Desired Qualifications
  • Experience in a startup, consultancy, or professional services firm.
  • Experience coordinating events, offsites, or team programs.
  • Basic finance operations experience, including invoicing, accounts receivable, or bookkeeping tools.
  • Light technical aptitude, such as scripting, application programming interfaces, or no-code automation.
  • Experience supporting a remote or distributed team.

About the company

TextLayer helps large organizations move AI from a promising demo to a production system they can actually rely on, with a focus on regulated, high-stakes industries like financial services, compliance, and operations. It serves as an AI implementation partner, working closely with teams rather than directing from above. From scoping through deployment, TextLayer is embedded in the process, collaborating with the client's team to deliver and hand over a system they understand and can extend. Its differentiator is the emphasis on practical integration, governance, and hands-on collaboration in regulated environments, not just tooling. The goal is to produce production-ready AI that teams can operate safely and scale over time.

Company Size

1-10

Company Stage

N/A

Total Funding

N/A

Headquarters

N/A

Founded

N/A

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Simplify Jobs

Simplify's Take

What believers are saying

  • TextLayer posted hiring in 2026 for AI architects and product leaders.
  • The June 2025 fellowship still feeds developer attention and recruiting.
  • Recent site updates in August 2026 signal active commercialization and delivery.

What critics are saying

  • TextLayer disclosed no funding, revenue, or major customers as of August 2026.
  • Its services business can vanish when PE-backed clients pause AI budgets.
  • OpenAI, LangChain, and cloud vendors can absorb its middleware niche by 2027.

What makes TextLayer unique

  • TextLayer Core standardizes production AI deployment for PE-backed software teams.
  • It combines Flask, Terraform, evals, and observability into one modular stack.
  • Spencer Porter targets compliance, FP&A, financial services, and logistics customers.

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Benefits

  • Remote Work Options