Executive / Personal Assistant for Private Principal

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