Executive Assistant & Scheduling Coordinator (Remote)
Part-Time (10 hours/week to start)
Independent Contractor
About Awarded
Awarded LLC is a boutique consulting and digital-products company serving the property management and real estate industry. The Founder & CEO is an industry speaker, consultant, and operator with multiple ongoing projects, events, and publishing opportunities.
Awarded is seeking a highly organized, detail-driven Executive Assistant & Scheduling Coordinator to support the CEO/Founder across scheduling, logistics, travel, organization, and visibility-related coordination. This role begins part-time and expands as value is demonstrated.
Key Responsibilities
1. Executive Support & Personal Logistics (Primary Focus)
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Manage and optimize the CEO/Founder’s calendar, ensuring accuracy, clarity, and no conflicts.
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Maintain the CEO’s Motion task system, keeping priorities current and preventing backlog.
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Deliver a 9:30am daily check-in highlighting:
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The day’s top priorities
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Potential issues or upcoming conflicts
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Provide a brief end-of-day summary:
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Completed tasks
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Outstanding items
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Decisions needed from the CEO
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Coordinate travel arrangements (flights, hotels, transportation), presenting:
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Options
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A recommended choice
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The ability for the CEO to override
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Manage important reminders (birthdays, deadlines, renewals, key dates).
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Handle basic ordering and purchasing (Amazon, supplies) under $100 without approval.
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Assist with personal appointments (doctor, dentist, car service) as trust and scope increase.
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Ensure the CEO/Founder remains prepared, organized, and ahead of schedule.
2. Awarded Operations Support
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Maintain a clean, logical SharePoint folder hierarchy for clients, engagements, and internal projects.
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Organize files, SOPs, assets, and project materials using consistent structure and naming conventions.
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Complete light research projects (conferences, podcasts, workflow tools, vendors, etc.).
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Provide quality control by catching typos, inconsistencies, and schedule conflicts.
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Track follow-ups, deadlines, and commitments to prevent things from slipping through the cracks.
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Present decisions with options + a recommended choice, while allowing flexibility.
3. Speaking, Podcast & Publication Scheduling (Secondary but Important)
This is a logistics role, not a PR role.
Responsibilities include:
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Researching and identifying relevant speaking, podcast, and publication opportunities.
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Preparing and submitting applications, bios, headshots, and required materials.
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Coordinating dates, times, tech requirements, and run-of-show details with hosts and organizers.
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Tracking opportunities through a simple pipeline:
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Identified
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Pitched
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In conversation
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Booked
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Completed
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Ensuring post-event follow-ups occur after conferences, events, or speaking engagements.
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Aligning travel with speaking commitments and preventing schedule conflicts.
What Success Looks Like (First 60–90 Days)
The CEO/Founder considers this role successful when:
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Travel is booked early, accurately, and without last-minute stress or cost overruns.
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Follow-ups after conferences and events are completed promptly and consistently.
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Motion reflects current, accurate tasks, not backlog or clutter.
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A steady pipeline of speaking and podcast opportunities is active.
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SharePoint folders are organized with clear structure and easy navigation.
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The CEO/Founder experiences noticeably less administrative pressure and greater day-to-day clarity.
Ideal Candidate Profile
The ideal candidate:
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Thrives on organization, structure, and detail.
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Communicates in a direct, warm, professional manner.
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Learns tools and systems quickly.
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Stays calm and steady under shifting priorities.
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Is comfortable asking:
“You said this was a priority. Do you still want to complete it today?”
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Is resourceful and solves problems with limited direction.
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Operates with strict confidentiality and discretion (NDA required).
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Wants to build a long-term partnership with one executive.
Nice-to-have (not required):
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Shopify or light web experience
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Experience supporting founders, consultants, or speakers
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Familiarity with task/calendar tools (Motion, Outlook, Google Calendar, etc.)
Requirements
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Fluent written and spoken English (professional-level or higher).
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Experience in at least one:
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Executive Assistant
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Personal Assistant
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Operations or project coordination
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Supporting a founder or small business leader
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Remote work capability with partial overlap with Pacific Time.
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Comfortable handling:
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A company card (with limits)
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Ordering and purchasing accounts
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Comfortable starting part-time (10 hours/week) with a clear path to expanded hours.
Compensation & Structure
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Independent contractor
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Approximately 10 hours/week to start, with opportunities for growth
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Hourly compensation, based on experience
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Clear path to increased hours and responsibility as value is demonstrated
Apply