Executive Assistant To Chief Executive Officer

19 hours ago

Kolkata, West Bengal, India Total Ai Systems Full time ₹ 4,00,000 - ₹ 6,00,000 per year

Total CollectR (a product of Total AI Systems) is a fast-growing SaaS company transforming the debt collection industry through automation, AI, and customer-centric design. We operate across the U.S., India, and the Philippines and we move fast.

We are hiring a world-class Executive Assistant who will operate as an extension of our CEO, not an administrative helper. This role is for someone who has already excelled in demanding, high-stakes environments and thrives on ownership, precision, and speed.

What You Will Own

  • Executive Control Center: Manage calendars, priorities, communications, and decisions with minimal oversight.
  • End-to-End Execution: Take tasks from idea to completion without reminders or follow-up.
  • Travel Planning: Independently plan seamless international + domestic travel (flights, hotels, itineraries, events).
  • Communication Excellence: Write, summarize and communicate with polished, professional clarity.
  • Operational Efficiency: Build structure, systems and processes that remove chaos and increase velocity.
  • High-Trust Support: Handle confidential, personal, and business matters with absolute discretion.

What Makes You a Fit

  • 10+ years of Executive Assistant experience supporting CEOs, founders, or C-suite leaders.
  • A strong track record in fast-paced, high-pressure environments such as startups, global teams, or complex organizations.
  • Prior experience working in U.S. Eastern hours and handle time-sensitive or urgent matters as they arise.
  • Absolute mastery of Microsoft Outlook, Word, Excel (advanced formulas, analytics) and PowerPoint (professional-grade presentations).
  • Advanced proficiency with ChatGPT and AI tools, using them to accelerate work not replace judgment or create dependency.
  • Demonstrated ability to independently plan international and domestic travel end-to-end, including flights, hotels, logistics, and itineraries with minimal direction.
  • Exceptional project management skills, taking tasks from requirement to execution to completion without reminders.

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