Executive Assistant

Job Description

Job Description

About the Role

We're looking for an Executive Assistant to support the owner of a diverse business portfolio spanning managed IT services, data center/colocation operations, domain and hosting services, and a large real estate holding structure. This isn't a typical calendar-and-email role. The owner operates across many entities with overlapping stakeholders, vendors, and financial threads, and needs someone who can bring order to that complexity, not just keep up with it. This person will also serve as a connective point across the team, making sure tasks assigned to others don't fall through the cracks.

What You'll Do

• Manage the owner's calendar, communications, and daily priorities across multiple businesses
• Act as a filter and gatekeeper, triaging what needs the owner's direct attention versus what can be delegated or handled independently
• Coordinate across a wide range of internal contacts (IT/dev staff, accounting, property managers, tenants) and external vendors and partners
• Track action items and follow-ups across multiple, unrelated business lines without losing thread of any of them
• Follow up with team members on outstanding tasks and deadlines set by the owner, keeping things moving without requiring the owner to chase people down personally
• Maintain a running view of who owns what across the portfolio, and flag when something is stalled or at risk of slipping
• Handle correspondence and light research on the owner's behalf, often with minimal context provided upfront
• Maintain confidentiality around sensitive financial and operational information
• Assist with travel arrangements, meeting prep, and documentation
• Anticipate needs before being asked, and course-correct quickly when priorities shift
  

What We're Looking For

• Proven experience supporting a busy executive or business owner, ideally across more than one business or entity at a time
• Strong organizational instincts. You should be the kind of person who creates a system before anyone asks for one
• Comfortable holding others accountable. You're not afraid to follow up more than once to get something closed out
• Comfortable with ambiguity. This owner moves fast and won't always hand you a clear directive.
• Discretion. You'll have visibility into sensitive financial and business information
• Confident communicator who can hold their own with vendors, staff, and the owner directly
• Ability to work with a wide range of personalities and communication styles
• Tech-comfortable across email, calendar, and basic office tools; able to pick up new systems quickly
• Someone who doesn't need constant reminders or check-ins to stay on track
  

Nice to Have

• Experience as an Executive Assistant or experience in a small business, real estate, or IT/MSP environment
• Familiarity with managing multiple stakeholders across unrelated projects at once
• Experience using a task tracker or similar tool to keep a team accountable