Senior Executive Assistant to CEO

Location: Seattle, WA — In-office, Monday–Friday, 8am–5pm\
Compensation: $85,000–$95,000 base + performance bonus (target $95,000–$110,000+)
Type: Full-time

If you’re an experienced Executive Assistant who wants to be a true right hand to a founder – with real ownership over pipeline, operations, and projects – this is for you.

We’re a boutique Seattle residential real estate brokerage averaging ~$1M homes. The CEO is a high-producing operator who needs a partner, not a note-taker. You’ll sit at the center of the business: calendar, pipeline, clients, vendors, and internal projects all run through you.

If you’ve ever felt capped in traditional EA roles and wanted more responsibility, influence, and access without becoming Chief of Staff, you’ll like this job.

What You’ll Own

CEO enablement

• Manage the CEO’s calendar, inbox, and priorities with autonomy.
• Arrive before the CEO, prepare a daily one-page brief with priorities, calendar, and pending decisions.
• Your standard: no surprises in the CEO’s day.

Pipeline management

• Run the sales pipeline in Follow Up Boss independently.
• Keep stages accurate, follow-up cadences active, and lead hygiene clean without being asked.

Transaction oversight

• Manage and hold accountable the TC handling open-to-close transactions.
• Act as the escalation point so nothing falls through the cracks between pipeline and closing.

Client communication

• Draft and send client-facing communication in the CEO’s voice.
• Maintain relationships, follow-through, and proactive updates.

Reporting & insights

• Build and run recurring reports on pipeline health, agent activity, and business performance.
• Turn data into clear takeaways and flag issues before they become problems.

AI & technology

• Evaluate and implement AI and software tools that create leverage for the CEO and team.
• Own rollout and adoption; you don’t need to code, but you do need to be curious and resourceful.

People & operations

• Provide day-to-day direction to support staff and vendors.
• Coordinate contractors and internal projects; hold people to deadlines and standards.

Process improvement

• Identify operational bottlenecks and propose concrete improvements.
• This role has the autonomy and standing to influence how we work.

Content support

• Own logistics and execution of a weekly YouTube content day with the CEO (behind the camera).
• As the brand grows, this is expected to scale to twice weekly.

Office operations

• Keep the small physical office organized, stocked, and functional (typically under one hour per week).

You’re a Strong Fit If

• You have 4+ years in an EA, operations, business manager, or senior admin role.
• You’ve successfully “managed up” for a high-performing executive.
• Your written communication is exceptional.
• You have hands-on CRM experience; Follow Up Boss is a strong plus.
• You’re comfortable with reporting and spotting trends in data.
• You exercise strong judgment and discretion with sensitive information.
• You’re genuinely excited about AI tools and are already using some.
• You can be fully in-office in Seattle, Monday–Friday.
• You’re comfortable with occasional evening/weekend availability for urgent issues or launches (typically a few times per month, with notice when possible).

What You’ll Get

• Direct access to the CEO of a thriving brokerage.
• Full visibility into deals, clients, operations, and strategy.
• A role that grows as you grow, with potential path into broader operations leadership.
• Faster learning in business, real estate, and wealth-building than at a large company.
• A small, high-performing team with minimal politics and maximum ownership.

Benefits:

• 401(k)
• 401(k) matching
• Paid time off

How to Apply

To be considered, please submit:

• Your resume
• Short answers to these questions:
• Briefly describe a time you took chaos off an executive’s plate and turned it into a system.
• What would your last executive say you were best at?
• What about this specific role makes it a “hell yes” for you?

Selected candidates will be invited to a brief next step where you can show how you think and communicate.

Job Type: Full-time

Pay: $85,000.00 - $110,000.00 per year

Benefits:

• 401(k)
• 401(k) matching
• Paid time off

Application Question(s):

• Please write short answers to these questions:

Briefly describe a time you took chaos off an executive’s plate and turned it into a system.
What would your last executive say you were best at?
What about this specific role makes it a “hell yes” for you?

Work Location: In person