EA to the CEO - AI, Ops & CEO Leverage Partner

Executive Assistant to CEO (High-Performance, AI-Forward)

We’re hiring a high-performance Executive Assistant to serve as the CEO's leverage partner across multiple fast-growing, U.S.-based SaaS ventures — including Expedite Commerce and Re:them.

This is not a traditional EA role. You’ll operate at the center of AI experimentation, customer research, internal organization, and external visibility. To thrive, you’ll need more than organizational skills — you’ll bring empathy to support and anticipate human needs, curiosity to dive deep and uncover insights, and problem-solving instincts to keep the CEO focused, informed, and friction-free.

Your job is to multiply the CEO’s time and impact by using judgment, speed, and tools (especially AI) to reduce friction and increase leverage.

Key Responsibilities

Calendar, Inbox & Communication Support

• Manage calendar proactively with clear priorities
• Process and filter CEO inbox daily — draft replies, flag critical issues, clear distractions
• Write, edit, and polish internal and external messages with CEO’s voice in mind
  

AI-Powered Research & Task Execution

• Use ChatGPT, Notion AI, Perplexity, or similar tools to:
• Research people, companies, topics
• Create executive summaries and smart briefs
• Generate content outlines, posts, or talking points
• Help build reusable AI prompts and lightweight playbooks
  

Ops & Enablement Support

• Help build decks, talking point outlines, or internal updates
• Track delegated tasks and follow-ups via Notion, Salesforce, Jira or other task boards
• Maintain clean checklists, templates, or documentation to support recurring CEO workflows
  

Voice of the Customer (VoC) Coordination

• Manage outreach to customers, partners, or target users for interviews
• Schedule calls, track completion, send follow-ups
• Help summarize insights or tag recordings
• Support lightweight testing using tools like UserTesting

Salesforce & Reporting Support

• Build and maintain basic Salesforce reports and dashboards
• Extract data for CEO prep, reviews, or presentations
• Verify that reports are accurate, clear, and current
  

Brand Visibility & Social Coordination

• Schedule and coordinate podcasts, speaking slots, and media moments
• Draft LinkedIn posts or email announcements
• Organize prep materials and bios for external appearances
  

What Success Looks Like

• CEO’s time is focused on highest-leverage work
• Inbox is clear, calendar is strategic, tasks don’t get dropped
• AI tools are actively used to save time, increase quality, and speed up thinking
• Customer interviews and VoC workflows happen seamlessly
• Presentations and reports are clean, polished, and ready ahead of time
• Demonstrated empathy in supporting executives and stakeholders
• Natural curiosity to research, learn, and anticipate needs
• Proven problem-solving ability under time and resource constraints
  

Requirements

• 3+ years supporting senior executives (remote or U.S.-based ideal)
• Strong written English and professional communication skills
• Fluent with productivity tools (Notion, Jira, Salesforce, Google Workspace, etc.)
• Comfortable with AI tools and eager to experiment and optimize
• Familiar with CRM tools like Salesforce (report-level access)
• Highly self-directed, discreet, organized, and fast-moving
• Demonstrated empathy in executive and customer interactions
• Curiosity to dig deeper and anticipate needs
• Proven problem-solving ability under time and resource constraints
• Ability to clarify vague requests and deliver high-quality results quickly

Work Timings - 6 AM EST - 3 PM EST

Benefits

• Competitive pay and regular reviews
• Remote-first with flexible scheduling
• Access to premium tools and platforms (AI, automation, design)
• Learning budget + optional certifications
• Exposure to multiple fast-growing ventures