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Executive & Personal Assistant
Job
CYSmith Holdings, LLC
Remote
$53,101 Salary, Full-Time
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Job Description
Position Summary As the Executive & Personal Assistant, you will provide high-level administrative, operational, and personal support while helping manage multiple businesses, nonprofit initiatives, community engagements, and executive responsibilities. You will act as a strategic partner who ensures priorities are executed efficiently and deadlines are met with excellence. Responsibilities Executive Support Manage complex calendars, appointments, and scheduling Coordinate meetings, events, and travel arrangements Prepare agendas, reports, presentations, and correspondence Monitor emails and assist with communications management Track projects, deadlines, and action items Administrative Operations Conduct research and gather information for business initiatives Maintain digital filing systems and records Assist with vendor communications and contract management Support business development and special projects Create systems and workflows to improve efficiency Personal Assistance Coordinate personal appointments and logistics Manage errands and local tasks as needed Assist with event planning and personal scheduling Support household and lifestyle management activities Anticipate needs and proactively resolve issues Qualifications Required 3+ years of Executive Assistant, Personal Assistant, Operations, or Administrative experience Strong organizational and time management skills Exceptional written and verbal communication skills High level of discretion and confidentiality Proficiency with: Microsoft Office Suite Google Workspace Zoom Canva Calendar management systems Preferred Experience supporting CEOs, founders, executives, or entrepreneurs Project management experience Event planning experience Social media or marketing support experience Familiarity with nonprofit organizations and/or behavioral health organizations Ideal Candidate You are: ✔ Highly organized and detail-oriented ✔ Proactive and resourceful ✔ Professional and trustworthy ✔ Calm under pressure ✔ Adaptable and flexible ✔ A quick learner ✔ Solutions-focused ✔ Comfortable managing both business and personal priorities ✔ Able to maintain confidentiality at all times Compensation & Benefits Competitive pay based on experience Flexible work environment Direct mentorship from an accomplished entrepreneur and executive leader Opportunity for professional growth and advancement Exposure to multiple industries, including: Behavioral Health Nonprofit Leadership Wellness & Skincare Publishing Community Development Schedule Monday-Friday (flexible) Some evening and weekend flexibility may be required Hybrid and local travel within Hampton Roads may be necessary Application Instructions Please submit: Resume Cover Letter One Professional References In your cover letter, tell us: "Why are you the right-hand person every visionary needs?" Only serious inquiries and strong referrals will be considered. Entry Level (2-3 years): $22-$28/hour