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Executive/Personal Assistant to Tech Entrepreneur

Executive/Personal Assistant to Tech Entrepreneur

Direct message the job poster from Pocketbook Agency

Time Protector | Connector | Mission-Driven | UHNW

We’re seeking a sharp, proactive, and highly adaptable Executive Personal Assistant to support a dynamic entrepreneur leading a fast-paced, high-growth environment. This is a unique opportunity for an experienced EA to play a critical role in both business and personal operations, acting as a trusted partner and strategic right-hand. Candidates must be detail-oriented, emotionally intelligent, tech-savvy, and comfortable wearing many hats.

Requirements:

• 5–10+ years supporting a founder, entrepreneur, or C-suite executive
• Experience in both personal and business executive support
• Exceptional organizational, communication, and judgment skills
• Able to work independently with minimal oversight
• Willing to get hands-on with both high-level strategy and day-to-day execution
• Flexible, calm under pressure, and highly responsive
• Familiarity with tools like Slack, Rippling, Deel, Smartsheet, Google Workspace, and social media platforms

Responsibilities:

• Manage a complex calendar with precision, scheduling in 15/30/45/60-minute increments
• Anticipate timing needs and include buffers for in-person meetings
• Book personal and business travel, appointments, and reservations
• Coordinate personal scheduling (e.g., weekly PT and yoga, monthly haircuts and medical appointments)
• Maintain follow-up lists for outstanding invites and meeting responses
• Research and purchase household or lifestyle items
• Track and send thoughtful birthday gifts and other personal touches to contacts
• Create and share posts on social channels to highlight product launches and updates
• Monitor and flag relevant DMs and mentions across LinkedIn, Twitter, and email
• Collaborate with sales to connect with key prospects on social platforms
• React to and manage replies or mentions appropriately
• Run payroll and apply monthly commissions
• Coordinate with legal on administrative filings and contracts
• Support tax prep and virtual mail management for both personal and business needs
• Onboard new hires (prepare offer letters, coordinate laptops, initiate Rippling/Deel setups)
• Manage scheduling and travel logistics for interviews
• Monitor inbox, flag scheduling emails, CC self on responses, and archive when appropriate
• Proactively mark spam or low-priority emails to reduce noise

Schedule: This is a full-time role that will require flexibility beyond regular business hours

Compensation: Up to $250K BOE, healthcare benefits, bonus, PTO

Location: NYC

Seniority level

• Seniority level

  Mid-Senior level

Employment type

• Employment type

  Full-time

Job function

• Job function

  Administrative and Project Management

• Industries

  Technology, Information and Media

Referrals increase your chances of interviewing at Pocketbook Agency by 2x

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