AI-Driven Operations Executive Assistant

AI-Driven Operations Executive Assistant

We’re looking for a high-agency, technically capable Executive Assistant who can operate as a true operational partner inside a fast-moving US startup environment. This role is evolving beyond traditional support. As the business integrates AI more deeply into customer service and internal workflows, you will help shift operations from manual execution to structured, AI-enabled systems. You will support leadership directly while also identifying opportunities to automate, streamline, and improve how work gets done. This is not a task-only admin role. We are looking for someone who understands US startup pace, thinks like an operator, and can independently drive execution without constant oversight. This role requires full alignment with EST business hours.

Why You’ll Love Working With Us

• You will be paid in USD (bi-monthly: every 15th and 30th)
• Up to 14 days of Paid Time Off annually (starting Day 1)
• Observance of Holidays per company guidelines
• 100% remote setup so you can work wherever you’re most productive
• Direct exposure to US startup leadership
• High-ownership role with real operational impact
• Opportunity to help transition operations toward AI-enabled systems

What You’ll Own

Executive Support with Operational Depth

• Manage complex calendars, scheduling, inbox priorities, and travel logistics
• Track priorities across multiple workstreams and ensure follow-through
• Prepare summaries, documents, and internal updates for leadership
• Act as a central coordination point across internal teams and contractors

AI-Enabled Workflow Automation

• Identify manual processes that can be streamlined using AI tools
• Implement and maintain automations using tools such as Make, Zapier, and AI copilots
• Support AI-driven customer service workflows and operational systems
• Document processes and build repeatable operational playbooks
• Continuously evaluate and recommend practical AI applications

Startup Operations and Execution

• Translate high-level direction into structured next steps with minimal guidance
• Improve clarity and organization across tools such as Notion, Google Workspace, Slack, and task managers
• Create systems that reduce bottlenecks and unnecessary founder involvement
• Operate with strong judgment in fast-changing situations

Transition and Knowledge Continuity

• Lead knowledge transfer from the current contractor
• Consolidate documentation, workflows, and institutional context
• Identify operational gaps during transition and implement improvements

What You Bring

• 3 to 6+ years of experience supporting founders or executives in US startup environments
• Strong understanding of startup pace, ambiguity, and rapid iteration
• Demonstrated experience implementing workflow automations
• Working knowledge of modern AI tools and practical AI use cases in operations
• High agency with the ability to execute independently
• Strong written and verbal communication skills
• Systems thinker with strong organizational instincts
• Ability to work consistently during EST business hours

Nice to Have

• Experience supporting AI-enabled customer service or operational systems
• Background in tech, SaaS, e-commerce, or digital-first businesses
• Experience working with distributed contractor teams
• Exposure to light technical integrations or implementation work

How to Apply

Please include: Your updated resume. A short 1 to 2 minute Loom video explaining your experience supporting a founder in a US startup environment and how you have used AI or automation tools to improve operations. Only applications with a Loom video will be considered.

If you are proactive, technically fluent, and capable of turning AI tools into real operational leverage inside a US startup, this role offers ownership, visibility, and meaningful impact.

Key skills/competency

• Executive Support
• AI Integration
• Workflow Automation
• Operational Efficiency
• Process Optimization
• Startup Environment
• Calendar Management
• Project Coordination
• Independent Execution
• Systems Thinking