This is not a standard Executive Assistant role. This position is for someone who is energized by supporting a CEO in a fast-paced, high-impact environment, and who takes pride in being a trusted partner, protector of time, and extension of the CEO’s brain. To excel here, you must be an exceptional communicator with high emotional intelligence, impeccable judgment, and the confidence to act as a gatekeeper between the CEO, clients, team members, and outside professionals. You must be able to say “no” gracefully, redirect requests, and keep the CEO focused on high-priority work. Discretion, loyalty, and attention to detail are essential. You will work closely with our Leadership Team and be relied upon to ensure operational efficiency, organize priorities, support marketing and podcast initiatives, and track tasks across the firm. You will also support the CEO with personal tasks that ultimately enable her to operate at the highest level. Care, compassion, and excellence are at the core of Caress Law, P.C. We expect you to be a team player, build strong collaborative relationships, think independently, offer solutions, and consistently uphold the standards of the firm. We offer a comprehensive benefits package including: • Supportive, collaborative team culture • Competitive salary starting at $70,000+ DOE • Health, dental, and vision insurance • Paid time off and paid sick leave • 401(k) retirement plan • Professional development opportunities • Room for advancement as role expands Schedule: Full-time **** Monday–Friday, 8:30 AM – 5:00 PM Location: Remote & In-person at our Portland, Oregon office (97225) with possible travel to Washington Responsibilities: Executive Support & Gatekeeping • Act as the CEO’s primary point of contact while protecting her time, energy, and focus. • Serve as a firm, tactful gatekeeper — triage requests from staff, clients, vendors, and others, determining what requires the CEO’s direct attention. • Manage the CEO’s calendar with precision, including scheduling, travel arrangements, task prioritization, and meeting preparation. • Anticipate needs and proactively ensure the CEO is prepared for all commitments. • Follow up on open tasks and administrative duties related to the CEO and Leadership Team. • Draft emails, correspondence, internal communications, and reports on behalf of the CEO. • Maintain confidentiality and exercise discretion at all times. Project & Operations Coordination • Track firm priorities, action items, and deadlines — ensuring nothing falls through the cracks. • Hold direct reports accountable for follow-up items when assigned by the CEO. • Assist with project coordination, data collection, and preparation of materials for high-level meetings. • Identify operational inefficiencies and propose improvements. • Serve as backup to the Operations & People Manager. • Maintain vendor, contractor, and professional relationships. Marketing, Social Media & Podcast Support • Assist with scheduling guest appearances, coordinating logistics, and preparing materials for the CEO’s podcast, webinars, and speaking and media engagements. • Set up podcast equipment, organize files, and send recordings to the editor. • Support social media efforts, including drafting posts, coordinating with marketing vendors, and tracking content deadlines. Personal Assistance (to support executive effectiveness) • Assist the CEO with personal tasks that reduce stress and free her to focus on firm leadership and strategic initiatives. Qualifications: Knowledge, Skills & Abilities • Exceptional written and verbal communication skills that reflect warmth, clarity, and compassion. • High emotional intelligence with the ability to redirect, filter, and handle sensitive conversations. • Ability to build rapport with clients, professionals, staff, and community members. • Strong follow-through and reliability; you do what you say you will do. • Extremely organized, detail-oriented, and skilled at managing competing priorities. • Capable of thinking several steps ahead and anticipating needs before they arise. • Comfortable working independently and confidently in a fast-paced environment. • Ability to exercise sound judgment, professionalism, discretion, and confidentiality. • Growth mindset with a willingness to learn, accept feedback, and adapt. • Ability to work both in-person and remotely when needed. • Commitment to living out the Caress Law Core Values daily. Education & Experience • Bachelor’s degree preferred. • 2+ years of experience as an Executive Assistant (supporting senior leadership). • 5+ years of administrative experience. • Experience in a law firm is preferred but not required. • Proficiency with or ability to quickly learn Adobe, Microsoft 365, SharePoint, Clio Manage, Lawmatics, and other technology platforms. Compensation: $70,000+ yearly DOE

• Executive Support & Gatekeeping • Act as the CEO’s primary point of contact while protecting her time, energy, and focus. • Serve as a firm, tactful gatekeeper — triage requests from staff, clients, vendors, and others, determining what requires the CEO’s direct attention. • Manage the CEO’s calendar with precision, including scheduling, travel arrangements, task prioritization, and meeting preparation. • Anticipate needs and proactively ensure the CEO is prepared for all commitments. • Follow up on open tasks and administrative duties related to the CEO and Leadership Team. • Draft emails, correspondence, internal communications, and reports on behalf of the CEO. • Maintain confidentiality and exercise discretion at all times. Project & Operations Coordination • Track firm priorities, action items, and deadlines — ensuring nothing falls through the cracks. • Hold direct reports accountable for follow-up items when assigned by the CEO. • Assist with project coordination, data collection, and preparation of materials for high-level meetings. • Identify operational inefficiencies and propose improvements. • Serve as backup to the Operations & People Manager. • Maintain vendor, contractor, and professional relationships. Marketing, Social Media & Podcast Support • Assist with scheduling guest appearances, coordinating logistics, and preparing materials for the CEO’s podcast, webinars, and speaking and media engagements. • Set up podcast equipment, organize files, and send recordings to the editor. • Support social media efforts, including drafting posts, coordinating with marketing vendors, and tracking content deadlines. Personal Assistance (to support executive effectiveness) • Assist the CEO with personal tasks that reduce stress and free her to focus on firm leadership and strategic initiatives.