Executive Assistant to CEO

Chicago, IL
Communications Management

We are looking for an EA to manage our CEO’s schedule and facilitate company communication. Candidates should have exceptional organizational skills and the ability to figure out the next steps. 

DealRoom is a financial technology company that serves investment banking, private equity, and corporate development professionals to more efficiently manage complex transactions.

To apply, please email your resume and your cover letter to: kison@dealroom.net

We look less at candidate’s experience and more at what their values are. 

Our core values: 

  • Responsiveness
  • Empathy  
  • Adaptive
  • Detail-oriented
  • Resilience  

What would you be doing? 

  • Proactively maintain the CEO’s calendar for both business and personal.
  • Schedule, coordinate and keep the executive up to date on professional and personal events, meetings, and appointments.
  • Utilize Linkedin to schedule meetings
  • Manage correspondence; emails, phone calls, mail, invitations, etc.
  • Organize and maintain large database of 1000s of contacts
  • Seamlessly manage travel arrangements, both domestically and internationally, accompanied by detailed itineraries.
  • Hiring: source candidates, conduct initial interviews
  • Research: ability to be resourceful and track down information/unique items
  • Various Ad hoc projects


  • 2+ years experience being a PA or EA
  • Strong written and verbal communication skills
  • Excellent problem solving, time management, and organizational skills
  • Self-starter who is highly motivated 
  • Type-A personality (highly conscious about time management, highly organized, detail-oriented and slightly aggressive) 


  • Unlimited PTO
  • Health, Vision, Dental included
  • 401k w/ match

If you feel your values are aligned with ours, and you feel excited about the tasks listed above, please apply.