Executive Assistant to CEO - Onsite, High-Impact Scheduling

Accolade Healthcare; Skokie (IL); On-site; USD 60,000 - 85,000; Full time

Job summary

Accolade Healthcare in Illinois seeks an Executive Assistant to the CEO to manage the CEO's schedule, follow-ups, and day-to-day logistics. The role is in-person at the corporate office, with a focus on intuition, proactive follow-through, and professional communication with executives, lenders, attorneys and partners.

Key tasks include turning meetings into actionable notes, maintaining a running item list, and coordinating recruiting and HR initiatives.

Qualifications

• Strong intuition and judgment; read between lines and act on incomplete direction.
• Relentless follow-through; track many open items and close without reminders.
• Excellent writing; draft clear emails in the CEO's voice.
• Confidence with senior executives, lenders, attorneys and outside partners.
• Advanced MS 365 skills (Outlook, Teams, Excel, Word).
• Discretion with confidential financial, legal and personnel matters.
• Able to work onsite at the corporate office full-time.

Responsibilities

• Follow-through and loop-closing: maintain a running list of items and drive each to completion.
• Follow up with employees, vendors, lenders, attorneys and outside contacts until finished.
• Turn meetings into clear notes: decisions, owners, deadlines and open items; use Fathom/AI tools.
• Spot gaps between notes, email and reports before issues arise.
• Calendar and time: manage the CEO's calendar with buffers and avoid back-to-back meetings.
• Communication and preparation: screen inbox, draft replies in the CEO's voice, prepare briefing notes.
• Recruiting and people projects: coordinate leadership hiring and HR/admin tasks.
• Confidential and personal support: handle sensitive information with discretion; assist with personal logistics.
• What success looks like: 30 days, 90 days, and 12 months milestones described for calendar, briefs and follow-through.

Skills

Intuition

Follow-through

Writing

Executive confidence

MS 365

Discretion

Onsite work

Tools

Fathom

AI tools

Job description

Accolade Healthcare in Illinois seeks an Executive Assistant to the CEO to manage the CEO's schedule, follow-ups, and day-to-day logistics. The role is in-person at the corporate office, with a focus on intuition, proactive follow-through, and professional communication with executives, lenders, attorneys and partners.

Key tasks include turning meetings into actionable notes, maintaining a running item list, and coordinating recruiting and HR initiatives.