Executive/Personal Assistant for Private Principal Job at Pocketbook Agency, Portland, OR

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  • Pocketbook Agency
  • Portland, OR

Job Description

A private principal with multiple personal and business ventures is seeking a proactive and highly capable Executive/Personal Assistant to provide seamless support across both professional and household operations. The ideal candidate is thoughtful, resourceful, and able to manage a wide range of responsibilities with grace, integrity, and efficiency. This is an excellent opportunity for a sharp, grounded professional who enjoys variety and thrives in a role where no two days are the same.

Responsibilities:

  • Serve as the principal’s right hand, managing scheduling, correspondence, and day-to-day priorities
  • Handle personal and executive administrative needs, ensuring all details are managed with precision and care
  • Coordinate vendors, household staff, and outside professionals to keep personal and property operations running smoothly
  • Oversee contracts, invoices, and project timelines related to real estate and construction initiatives
  • Provide light estate management support for multiple residences, including a large coastal property
  • Organize personal errands, appointments, and household purchases
  • Act as a trusted liaison and gatekeeper, maintaining discretion and protecting the principal’s time and interests
  • Support special projects and new business ventures, including potential product and brand acquisitions
  • Maintain strong communication with the principal, ensuring proactive follow-up and organization across all areas

Requirements:

  • 5+ years of experience as an Executive Assistant, Personal Assistant, or hybrid EA/PA in a private or entrepreneurial setting
  • Outstanding organizational and communication skills; able to multitask with calm efficiency
  • Strong judgment, discretion, and emotional intelligence
  • Confident managing vendors, service providers, and external partners
  • Experience in real estate, construction, or project management is a major plus
  • Tech-savvy, reliable, and able to work both independently and collaboratively
  • A natural problem solver who stays one step ahead and thrives in dynamic environments
  • Loyal, honest, and grounded with a service-oriented attitude and sense of humor
  • Availability for limited travel, occasional local or regional site visits

Schedule: This is a full-time role, Monday through Friday

Compensation: Up to $100K+ based on experience

Location: Portland, OR (mostly remote), limited travel

Job Tags

Full time, Local area, Remote work, Monday to Friday,

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