This is a remote position.
We seek a proactive, highly organized Executive Administrative Assistant. You will orchestrate a complex calendar; manage high-stakes communications; coordinate travel, events, and vendor relationships; and ensure flawless execution across theexecutive’sportfolio.
This high-visibility role requires exceptional judgment, discretion, and a solutions-first, anticipatory mindset that increases executive leverage and accelerates company growth.
Key Responsibilities
- Calendar and scheduling
- Manage a high-volume, dynamic, cross-time-zone calendar; prevent conflicts and sequence priorities.
- Coordinate calls, meetings, meals, and events with clear briefs, objectives, locations/links, materials, and attendee confirmations.
- Build buffer times, travel time, and preparation windows; maintain an executive “run of show.”
- Confirmattendees, locations/links, objectives, and outcomes.
- Communications and follow-through
- Serve asliaisonto internal/external stakeholders; draft and triage emails/messages in the executive voice.
- Capture decisions, action items, and deadlines; ensure timely follow-up and closure.
- Maintain professional, brand-aligned communication loops that enhance relationships.
- Travel and logistics
- Plan end-to-end domestic and international travel: flights, hotels, ground transport, dining, visas, and contingency plans.
- Create detailed itineraries and digital packets; monitor changes andre-accommodations.
- Finance and operations support
- Process bills, invoices, reimbursements, and expenses; liaise with accounting/finance and vendors.
- Support light bookkeeping and documentation for audits and tax prep as needed.
- Multi-business and project coordination
- Coordinate across theexecutive’sportfolio (investments, books, podcasts, speaking engagements, and other ventures).
- Manage vendor/partner relationships, contracts, deliverables, and timelines.
- Support content scheduling, outreach, and logistics for media, publishing, and events.
- Information and knowledge management
- Maintain organized files, contacts, and knowledge bases; ensure information is current, searchable, and secure.
- Build Standard Operating Procedures (SOP) and checklists to streamline repeatable processes; propose improvements proactively.
- Confidentiality and risk management
- Handle sensitive information with absolute discretion; manage access, permissions, and privacy.
- Anticipate risks (schedule bottlenecks, travel disruptions, reputational exposures) and propose mitigations.
Requirements
- 3+ years of experience supporting C-level or high-profile executives in fast-paced environments.
- Demonstrated excellence in complex calendar operations, high-stakes communications, and global travel.
- Exceptional written and verbal communication; ability to write clearly, concisely, and in an executive voice.
- Strong business judgment, discretion, and professionalism with VIP stakeholders.
- Demonstrated ability to anticipate needs, solve problems quickly, and operate with minimal guidance.
- High proficiency with productivity, CRM, finance, and automation tools; eager to learn and implement new systems.
- Experience coordinating across multiple businesses, media projects, and external partners.
- Availability for time-sensitive requests; ability to support across time zones.
- Meticulous attention to detail, organization, and follow-through; zero-defect mindset.
- Ability to manage multiple priorities and deadlines while maintaining calm and clarity.
- Strong financial acumen for invoices, expenses, and vendor management.
- Bachelor’s degree or equivalent experiencepreferred.*
Tools and platforms (preferred experience)
- Productivity and collaboration: Microsoft 365 andZoom.
- Project/knowledge:ClickUp.
- Scheduling and email: Calendly or similar for email triage.
- CRM and relationships: HubSpot.
- Finance andcontracts: QuickBooks;DocuSign.
- Travel: Tripadvisor; airline/hotel statusprograms.*
- Media and content:SquadCast; Descript;Libsyn; Canva or Adobe Express.
- Automation and AI: Zapier; AI assistants (ChatGPT, Microsoft Copilot, Google Workspace Duet); Otter.ai/Fireflies.ai/Fathom for meetings; Scribe or Tango for SOP capture.
- Security: 1Password; OneDrive permissions and data privacy practices.
Success metrics (examples)
- Calendar accuracy and conflict-free execution; on-time starts and prepared participants.
- Executive time leverage: increased focus hours, reduced context switching, high-value meeting mix.
- Service Level Agreement (SLA) adherence: response and turnaround times for internal/external stakeholders.
- On-time, error-free payment processing and expense reconciliation.
- Stakeholder satisfaction scores/feedback; repeat invitations for speaking/media.
- SOP coverage and continuous process improvementsimplemented.
Benefits
- 100% remote work — enjoy the comfort and flexibility of working from home
- 18 paid vacation days + U.S. federal holidays
- Paid maternity/paternity leave (up to 2 months with 50% salary coverage after 1 year)
- A dedicatedTalent Coordinatorwho serves as your guide and liaison between you, WorkBetterNow, and your assigned company—helping you navigate your role and continue growing professionally.
- A supportive, people-first environment where your voice matters.
