Executive Assistant

DC is seeking a highly trusted, senior-level Executive Assistant to serve as the right-hand operator to the CEO of a growing construction, real estate, and development company. This is not a traditional administrative role. This position exists to create leverage for the CEO by owning time, priorities, communication flow, and execution rhythm, while also serving as a culture carrier and operational partner across the leadership team, with absolute discretion and professionalism.

This role is ideal for someone who thrives in a fast-moving environment, enjoys solving problems before they become problems, and has the judgment and confidence to protect leadership time, drive follow-through, and keep critical work streams moving.

This is an onsite role based out of our HQ in Damascus, Oregon, and requires consistent in-office presence. This role may be eligible for a limited hybrid schedule based on performance and business needs.

• Own and manage the CEO’s calendar, including scheduling meetings, appointments, deadlines, and time blocks with precision
• Act as a gatekeeper for the CEO’s time by prioritizing requests, managing interruptions, and protecting focus time
• Monitor, organize, and manage the CEO’s email inbox and inbound communication flow, ensuring timely follow-up and resolution
• Draft, review, and respond to emails on behalf of the CEO when appropriate
• Flag urgent, time-sensitive, or sensitive communications and elevate only what truly requires CEO attention
• Serve as a liaison between the CEO and internal teams, clients, and external partners
• Attend meetings with the CEO as needed, take detailed notes, and track follow-up action items through completion
• Prepare agendas, briefing materials, reports, presentations, and pre-reads as needed
• Maintain decision logs, priority trackers, and task lists to ensure execution stays aligned and nothing falls through the cracks
• Track tasks, deadlines, deliverables, and commitments across CEO-led initiatives and leadership priorities
• Maintain organized digital and physical files with high confidentiality and consistency
• Coordinate with internal departments to support CEO-led initiatives, leadership projects, and special assignments
• Assist with day-to-day office coordination and operational needs related to the CEO
• Coordinate business travel logistics including itineraries, accommodations, and on-the-ground scheduling
• Prepare travel briefings and ensure smooth execution before and during travel
• Handle highly sensitive information with professionalism, maturity, and discretion
• Support ad-hoc requests and special initiatives, adjusting quickly as business priorities shift
• Anticipate needs and proactively solve problems before they impact schedules, deliverables, or key priorities

• Exceptional organizational and time-management skills with the ability to manage multiple priorities independently
• Strong written and verbal communication skills with a high level of professionalism
• High level of discretion, trustworthiness, and judgment when handling sensitive information
• Strong attention to detail and accuracy in scheduling, documentation, and follow-up
• Proactive, solution-oriented mindset with the ability to anticipate needs and take initiative
• Calm under pressure with excellent follow-through and responsiveness
• Strong interpersonal skills and ability to work effectively with a wide range of internal and external stakeholders
• Proficiency in Microsoft Office and/or Google Workspace

• Proven experience as an Executive Assistant, Personal Assistant, or similar one-on-one executive support role required
• 5–10+ years supporting a CEO or senior executive required
• Experience supporting in-office or hybrid teams and maintaining operational rhythm across leadership preferred

• Prolonged periods of sitting and performing computer-based work
• Ability to remain in a stationary position (sitting or standing) for extended periods of time
• Ability to move throughout the office and work environment as needed, including using stairs
• Ability to lift and carry office materials and equipment up to
  25 lbs
• Ability to operate standard…