Executive Assistant

OneDigitalRemote-Massachusetts, MA
$70,000 - $80,000

About The Position

This role is a unique opportunity for an ambitious and forward-thinking Executive Assistant who is interested in growing beyond traditional executive support and into the world of Product, Operations, and AI-driven workflows. Initially serving as the trusted right hand to the Chief Product Officer, this individual will play a critical role in keeping the product organization operating efficiently and effectively, while gaining direct exposure to product strategy, roadmap planning, cross-functional execution, and executive decision-making. Over time, this role is designed to evolve. The individual will have the opportunity to take on increasing ownership of product operations, strategic initiatives, workflow optimization, and product lifecycle activities — including leveraging emerging AI tools to improve how the organization operates. This position offers a clear growth path into Product Operations, Product Analyst, or Chief of Staff roles.

Requirements

  • 3+ years supporting C-level executives or senior leaders in a fast-paced, dynamic environment
  • Exceptional organizational, communication, and time management skills
  • Highly proactive with the ability to anticipate needs and operate with minimal direction
  • Strong attention to detail with excellent follow-through
  • Comfortable managing confidential information with the highest level of integrity
  • Demonstrated ability to coordinate multiple priorities while working across diverse stakeholder groups
  • Naturally curious with a strong interest in technology, product development, and business strategy
  • Interest in leveraging AI tools or automation to improve workflows and productivity
  • Strong written communication and presentation development skills
  • Advanced proficiency with Microsoft Office

Nice To Haves

  • experience with collaboration and project management tools is a plus
  • Bachelor’s Degree preferred
  • Experience supporting Product, Technology, Engineering, or Software executives is highly desirable
  • Exposure to Product Management, Product Operations, Agile environments, project coordination, business analysis, or strategic operations is a plus
  • Demonstrated interest or experience experimenting with AI tools, workflow automation, or building efficiency systems (professional or personal)

Responsibilities

  • Manage a complex executive calendar, meetings, travel, expenses, and confidential communications for the Chief Product Officer
  • Prioritize competing requests, proactively anticipate needs, and ensure the CPO is prepared for meetings, decisions, and strategic initiatives
  • Coordinate executive staff meetings, product leadership meetings, off-sites, and cross-functional planning sessions
  • Manage meeting logistics, prepare agendas, capture action items, and drive follow-up across stakeholders
  • Handle sensitive information with professionalism, discretion, and sound judgment
  • Partner closely with the CPO to support day-to-day product organization operations and strategic initiatives
  • Assist in coordinating product roadmap discussions, planning sessions, and cross-functional communication across Product, Engineering, Design, and Business teams
  • Track action items, strategic initiatives, and key deliverables to ensure priorities continue moving forward
  • Prepare presentations, executive updates, reports, and documentation supporting product leadership
  • Gain exposure to product planning, customer initiatives, product lifecycle activities, and organizational priorities while gradually assuming additional ownership over operational and analytical responsibilities
  • Support special projects and process improvement initiatives that improve visibility, execution, and operational efficiency across the product organization
  • Identify opportunities to improve operational efficiency through automation and AI-enabled tooling
  • Leverage modern tools (e.g., workflow automation platforms, copilots, internal tools) to streamline repetitive tasks, reporting, and communication workflows
  • Experiment with and introduce new approaches to organizing information, tracking initiatives, and enhancing team productivity
  • Partner with stakeholders to improve how information is captured, synthesized, and distributed across the product organization

Benefits

  • health, wellbeing, retirement, and other financial benefits
  • paid time off
  • overtime pay for non-exempt employees
  • robust learning and development programs
  • reimbursement of job-related expenses per the company policy
  • employee perks and discounts
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