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Executive Operations Lead @ Textlayer

CAHybridFull-time
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About this role

About Textlayer

TextLayer helps enterprises and funded startups deploy advanced AI systems. We work with organizations across fintech, healthtech, and other sectors to bridge the gap between AI potential and practical implementation.

Our approach combines deep technical expertise with proven frameworks to accelerate development and ensure production-ready results. From bespoke AI workflows to agentic systems, we help clients adopt AI that actually works in their existing tech stacks.

We're on a mission to help address the implementation gap that over 85% of enterprise clients experience in adding AI to their operations and products. We're looking for sharp, curious people who want to meaningfully shape how we build, operate, and deliver.

If you're excited to work on foundational AI infrastructure, solve complex problems for diverse clients, and help define what agentic software looks like in practice, we'd love to meet you.

The Role

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

Culture and team experience

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

Business operations and exec-team partnership

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

What You'll Bring

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

Skills

Operations

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