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Executive & Personal Assistant

Location: San Juan Island, WAPosition: Full-Time, In-PersonReports To: Owner & CEO

About the Role

We are seeking an exceptional Executive Operations & Personal Assistant to become the trusted right hand to a busy entrepreneur, owner-manager of multiple companies, and licensed psychologist. This is far more than an administrative position—it is an opportunity to become an indispensable partner in helping a high-performing professional operate at their highest level.

The ideal candidate is highly organized, proactive, warm, emotionally intelligent, and genuinely enjoys bringing order to complexity. You should be someone who naturally anticipates needs, creates systems, follows through relentlessly, and can kindly but confidently help keep your employer accountable for priorities and deadlines.

If you're the type of person who sees inefficiency and instinctively creates a better system, loves checking things off a list, and enjoys making someone else's life dramatically easier, we'd love to meet you.

What You'll Do

No two days will be the same. Responsibilities may include:

Executive Support

• Manage complex calendars, appointments, meetings, and scheduling
• Organize, prioritize, and respond to email communications
• Screen calls and messages
• Coordinate travel and logistics
• Prepare documents, presentations, and correspondence
• Track projects, deadlines, and follow-up items
• Help prioritize competing demands and keep the CEO focused on high-value work
• Provide friendly accountability by ensuring important tasks, commitments, and deadlines stay on track
• Implement organizational systems that improve efficiency
• Perform a wide variety of executive support tasks, including errands, meal pickups, supply procurement, tidying/occasional light cleaning, and other duties that enable the CEO to remain focused on high-priority work.

Psychology Practice Support

• Become HIPAA certified (training provided if needed)
• Handle confidential client communications with professionalism and discretion
• Screen prospective clients and manage initial inquiries
• Coordinate scheduling and appointment management
• Maintain strict confidentiality and professionalism at all times

Operations & Technology

• Create workflows and systems that improve efficiency across multiple businesses
• Improve digital filing and document management
• Identify opportunities to streamline repetitive tasks and increase productivity
• Research and implement AI tools and automation to improve productivity and organization

Personal & Household Assistance

• Assist with household organization
• Grocery shopping and household errands
• Occasional school drop-offs or pickups
• Coordinate personal appointments and scheduling
• Manage purchases, returns, and deliveries

General Support

This role is designed to remove as many tasks as possible from the owner's plate. If it can appropriately be delegated, you'll likely help make it happen.

We're looking for someone who enjoys variety, adapts quickly, takes initiative, and is excited to jump in wherever needed. The ideal person enjoys being the "person who gets things done."

What We're Looking For

You are someone who is:

• Exceptionally organized and detail-oriented
• Warm, friendly, approachable, and emotionally intelligent
• Professional and polished in every interaction
• Naturally proactive—you solve problems before they become problems
• Comfortable keeping a busy executive accountable while maintaining a positive, respectful relationship
• Excellent at prioritizing multiple projects
• Calm under pressure and adaptable when plans change
• Highly trustworthy and able to maintain complete confidentiality
• An excellent written and verbal communicator
• Tech-savvy and excited to learn new software, AI tools, and productivity systems
• Comfortable working independently with minimal supervision
• Resourceful and able to figure things out without constant direction
• Someone who genuinely enjoys making other people's lives easier

Preferred Qualifications

• Experience supporting executives, business owners, physicians, attorneys, psychologists, or other professionals
• Experience in executive assistance, operations, office management, project coordination, or similar roles
• Strong computer skills, including Microsoft Office and Google Workspace
• Experience using AI tools such as ChatGPT, Claude, or similar productivity software—or enthusiasm for learning
• Valid driver's license and reliable transportation
• Ability to become HIPAA certified (if not already certified)
• Ability to lift and carry typical office and household items

Compensation

Compensation is based on experience, qualifications, and the level of responsibility you are able to assume.

Starting pay is $25.00 per hour for candidates with limited experience who are primarily assisting with entry-level support tasks such as errands, organizing, light tidying, and general personal assistance. This position offers meaningful opportunities for growth as you gain experience, develop new skills, and take on increasing responsibility.

For candidates with significant experience in executive support, operations management, project management, or Chief of Staff–level responsibilities, we are prepared to offer substantially higher compensation commensurate with your experience and demonstrated ability to independently manage complex executive, operational, and strategic responsibilities.

We are looking for the right long-term partner—not simply someone to fill a position. Exceptional talent, initiative, and reliability will be recognized and compensated accordingly.

Success in This Role

The ideal candidate will become someone the CEO can rely on completely. You'll create order where there is complexity, protect valuable time, improve efficiency, and ensure important tasks never fall through the cracks.

You should enjoy being the person who makes everything run smoothly behind the scenes while enabling a busy executive to focus on the highest-impact work.

Why This Position Is Different

This is a unique opportunity to work closely with an accomplished entrepreneur and licensed psychologist while helping shape the systems, operations, and growth of multiple businesses. You'll have significant autonomy, meaningful responsibility, and the opportunity to make a measurable impact every day.

We are looking for someone who brings not only strong organizational skills and initiative, but also warmth, positivity, and a genuine desire to support others. This role is built on trust, collaboration, and becoming a valued partner who helps create more ease, efficiency, and balance in a busy professional's life.

We're looking for someone who doesn't just want a job—they want to become an indispensable partner. If you're energized by variety, enjoy solving problems, embrace new technology, bring a positive attitude to challenges, and take pride in helping others perform at their best, we'd love to hear from you.

To apply send resume and cover letter to merriss@saltwaterfarmSJI.com

Pay: From $25.00 per hour

Benefits:

• 401(k)
• 401(k) matching
• Employee discount
• Paid time off
• Professional development assistance

Ability to Commute:

• Friday Harbor, WA 98250 (Required)

Ability to Relocate:

• Friday Harbor, WA 98250: Relocate before starting work (Required)

Work Location: In person