TimelyCare · 1 day ago
Executive Assistant
TimelyCare is seeking a highly accomplished Executive Assistant to support the CEO. This role involves managing the CEO's calendar, preparing for meetings, and coordinating communication and projects to ensure alignment with organizational priorities.
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Responsibilities
Calendar Ownership & Strategic Time Management
Own and manage the CEO’s calendar, prioritizing time allocation in alignment with organizational and business objectives
Proactively schedule thinking time, preparation windows, recovery periods, and travel buffers to optimize executive effectiveness
Anticipate scheduling conflicts, recommend viable alternatives, and execute adjustments with urgency and confidentiality
Coordinate complex internal and external meetings, both virtual and in person
Meeting Preparation & Executive Readiness
Ensure the CEO is fully prepared for all meetings
Prepare comprehensive meeting briefs, including agendas, context, risks, and required decisions
Coordinate and assemble multi-departmental inputs for recurring and ad hoc meetings
Build and refine business update decks, staff meeting presentations, board materials, and executive talking points
Communication & Inbox Management
Serve as the primary point of triage for the CEO’s inbox and incoming communications
Draft, edit, and polish emails, memos, updates, and executive correspondence
Exercise sound judgment and maintain strict confidentiality in all interactions
Project Coordination & Follow-Through
Track timelines, deliverables, and action items across CEO-sponsored initiatives
Conduct research and gather background information to support executive decision-making
Compile summaries, action logs, and status reports to ensure accountability and progress
Monitor follow-through on commitments and decisions resulting from executive meetings
Executive Leadership Team (ELT) Support
Coordinate ELT meeting logistics, including agendas, pre-read materials, and follow-up actions
Collect data, updates, and materials from ELT members to support CEO preparation
Maintain executive alignment through operational coordination and communication flow
Travel, Events & External Engagement Support
Manage complex domestic and international travel schedules, itineraries, and briefing materials
Address last-minute changes or disruptions with professionalism and efficiency
Support logistics for executive events, board meetings, conferences, and external presentations
Office, Facilities & Administrative Operations
Oversee day-to-day operations of the executive office and onsite needs
Ensure executive workspaces and visitor areas are organized, fully stocked, and visitor-ready
Manage expense reporting, reimbursements, and tracking of CEO-related budgets
Support document management, filing, and administrative processes
Assist with personal tasks and errands as required by the CEO
Anticipation, Insight & Proactivity
Proactively anticipate needs, priorities, and potential challenges
Identify and address details before they escalate
Ensure the CEO remains informed, prepared, and focused on the organization’s highest priorities
Operate with professionalism, and a calm, solutions-oriented mindset
Perform additional tasks and projects as needed to support evolving team objectives and company goals
Qualification
Required
Bachelor's degree in business administration, communications, or a related field
7+ years of experience providing administrative and operational support to C-level executives, with direct CEO support strongly preferred
Demonstrated success in highly complex calendar and workflow management
Exceptional written and verbal communication skills, with strong proficiency in PowerPoint, Excel, and executive-level presentation development
Meticulous attention to detail, with the ability to manage multiple priorities while maintaining accuracy and consistency
Proven ability to influence outcomes and drive alignment without formal authority
Demonstrates a low-ego, high-ownership approach, taking accountability for outcomes and operating as a trusted extension of executive leadership
Highly anticipatory and proactive, with the ability to identify needs and address issues before they arise
Thrives in ambiguous, fast-paced environments by creating structure, clarity, and operational discipline
Exhibits the highest standards of loyalty, trustworthiness, confidentiality, and professionalism in all interactions
Benefits
Paid Company Holidays + No work on your birthday!
Flexible PTO + Volunteer Time Off (VTO) as an organization to give back to the community
Variable bonus eligibility on a quarterly basis
Company-sponsored Health Insurance (Medical, Dental, Vision) + Pet Insurance
Company-paid group Life Insurance + Company-paid Short Term Disability
Concierge benefit support services
401(k) with employer match
Free access to TimelyCare virtual medical and mental health support
Mission-Driven Purpose with a Supportive Team Culture
Company
TimelyCare
TimelyCare is higher education's most trusted virtual health and well-being provider.
Funding
Current Stage
Growth StageTotal Funding
$65.65MKey Investors
JMI Equity
2021-01-26Series B· $60M
2019-07-15Series A· $4.4M
2017-12-15Seed· $1.25M
Recent News
Behavioral Health Business
2025-08-23
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