Executive Assistant to Chief Executive Officer

Betts Recruiting; Chicago (IL); On-site; USD 70,000 - 90,000; Full time

Benefits offered by this job

Competitive base salary and bonus structure

Excellent health benefits and 401(k) with company match

Flexible PTO and casual work culture

Team outings and happy hours

Paid day off on your birthday

Job summary

A leading recruiting firm is seeking an Executive Assistant to the CEO in Chicago. This role requires a proactive individual who excels in fast-paced environments to provide executive support, manage the CEO's schedule, and assist in sales and marketing activities. Candidates should have at least 3 years of experience supporting C-level executives in a startup atmosphere. Compelling benefits include a competitive salary, flexible PTO, and excellent health benefits.

Qualifications

• 3+ years of experience in executive support or sales coordination.
• Experience supporting a C-level executive, preferably in a startup.
• Familiarity with marketing and branding is a plus.

Responsibilities

• Manage CEO calendar, emails, and schedule effectively.
• Document internal and external meetings with the CEO.
• Assist with lead generation and CRM updates.

Skills

Proficiency in Google Workspace

CRM systems

Strong written communication

Emotional awareness

Process improvement

Tech-savvy

Education

Bachelor's degree in Business or Communications

Tools

Streak

Salesforce

Slack

Job description

Executive Assistant to Chief Executive Officer

Our client is a fast-paced, innovation-driven startup transforming the commercial aerospace industry through smart automation and digital services. As they scale, they are seeking someone exceptional to help streamline and amplify the productivity of our CEO — a visionary founder currently wearing too many hats.

Overview

We’re looking for a sharp, self-directed Executive Assistant to the CEO who thrives in chaos, sees around corners, and steps in before things fall through the cracks. You will be the CEO’s right hand — managing calendars, follow-ups, internal communications, sales workflows, and administrative tasks.

But more than that — you will help lead the effort to bring organization and executional focus to our sales and operational functions. You’ll take notes in every meeting, follow up with next steps, own scheduling and communications, and proactively suggest and implement improvements to how things run.

This role is ideal for someone who:

• Understands how startups operate (messy, exciting, fast-paced),


• Has strong emotional awareness and initiative,


• Can serve as a calm, reliable, process-driven counterpart to a visionary, high-performing founder.

Responsibilities

• Executive & Administrative Support
  
  
  
  • Attend and document all internal and external meetings with the CEO.
  
  
  • Manage CEO calendar, emails, and schedule with an ability to protect focus time and balance priorities.
  
  
  • Track tasks, action items, and follow-ups — own “what’s next” across meetings.
  
  
  • Manage inbox triage and light correspondence with prospects and partners.
  
  
  • Coordinate travel, meeting logistics, and presentations.
  
  
  
  


• Sales Support & Process Management
  
  
  
  • Assist with lead generation, outreach tracking, and CRM updates (Streak or Salesforce).
  
  
  • Follow up on inbound and outbound leads and make sure no opportunity gets dropped.
  
  
  • Prepare one-pagers, pitch decks, and sales collateral ahead of meetings.
  
  
  • Monitor progress of proposals, contracts, and sales activities.
  
  
  • Own internal sales tracking tools and implement system improvements.
  
  
  
  


• Communications & Branding
  
  
  
  • Support the CEO in developing professional, clear, and timely communications.
  
  
  • Assist with managing website content, social media presence, and external messaging.
  
  
  • Help coordinate marketing and business development campaigns when needed.
  
  
  
  

Who You Are

• Emotionally aware, proactive, and thrives in ambiguity.


• Deeply organized and able to keep others on task without being asked.


• A natural problem-solver who enjoys improving systems and processes.


• Confident and capable communicator — verbally and in writing.


• Curious, fast-learning, and tech-savvy. You can pick up tools quickly.

Requirements

• Proficiency in Google Workspace, CRM systems (Streak, Salesforce, etc.), Slack, and project management tools.


• 3+ years of experience in executive support, sales coordination, or operations in a high-paced environment.


• Experience supporting a C-level executive, preferably at a startup.


• Strong written communication and light marketing/branding familiarity is a plus.

Nice to Have

• Background in SaaS, aviation, or technical services.


• Bachelor's degree in Business, Communications, or related field.


• Prior experience with lead generation, sales development, or customer success.


• Understanding of professional services or high-touch B2B environments.


• Competitive base salary and bonus structure


• Excellent health benefits and 401(k) with company match


• Flexible PTO and casual work culture


• Team outings, happy hours, game nights


• Paid day off on your birthday!