Mid Level CEO Jobs
Mid level ceo jobs go to leaders ready to own strategic initiatives, align cross-functional teams, and drive organizational decisions with limited executive oversight. Roles run across Healthcare & Medical Services, Education, and Technology & Software, with a mix of on-site, remote, and hybrid settings, and employers like Encompass Health, Okta, and CIBD hiring at this level now.
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At UnitedHealthcare, we're simplifying the health care experience, creating healthier communities and removing barriers to quality care. The work you do here impacts the lives of millions of people for the better. Come build the health care system of tomorrow, making it more responsive, affordable and optimized. Ready to make a difference? Join us to start Caring. Connecting. Growing together
The Executive Administrative Assistant will support the Market CEO and senior team members. This is a fast paced, creative working environment that requires the ability to multitask with attention to detail and excellent organizational skills. The Executive Administrative Assistant will be responsible for calendar management, expense report management, scheduling and arranging travel, setting up presentations, planning meetings and events, greeting visitors, preparing project / progress reports and various other tasks.
If you are located in the Chicago, Illinois area, you will have the flexibility to work remotely 1-2 days a week*, as well as work in the office as you take on some tough challenges.
Primary Responsibilities:
- Provide primary support to the CEO and other senior leaders with schedule, coordinate and manage meetings, expenses & travel
- Maintain and communicate sensitive or confidential information in accordance with internal policies and procedures for the office of the CEO
- Manage active calendars, resolve scheduling conflicts as they arise, prioritize to ensure effective time management for the CEO and other executives
- Receive notary license for the office of the CEO
- Create, prepare, and distribute all meeting materials
- Maintain charitable/community relations and promotional items budget and sponsorships
- Ensure all resources and technology is set up and working for all meetings
- Make travel arrangements for the CEO and executives
- Help plan and coordinate Broker meetings and external events as needed
- Organize logistics of large or offsite events, using internal resources as needed
- Compile and integrate information needed to complete reports and documents
- Prepare or format office documentation needed for various audiences
- Post relevant documentation onto relevant systems and communication boards
- Maintain and distribute broker email and address mailing lists as needed
- Utilize Microsoft 365 software and other applications
- Monitor and oversee internal office communications
- Act as a liaison and work with building management and UHG facilities manager to maintain awareness of potential issues and or repairs needed within the office environment and coordinate maintenance and repair
- Perform BSL (Business Segment Liaison) to perform onboarding new employees, ordering hardware, & software, change seat assignment on floor plan and other BSL duties
- Maintain and keep updated office and CEO distribution lists
- Greet guests for CEO and other executives
- Consult and communicate with internal and external customers to identify and provide resources
- Research and provide needed information to respond to requests in a timely matter
- Set a positive and fun work environment
- Other duties as assigned
You'll be rewarded and recognized for your performance in an environment that will challenge you and give you clear direction on what it takes to succeed in your role as well as provide development for other roles you may be interested in.
Required Qualifications:
- 5+ years of experience working as an Executive Assistant supporting C Suite Executives in a highly matrixed environment (Fortune 500 company preferred)
- Experience coordinating office moves including hardware and software requisitions, travel arrangements, new hire onboarding and other office management responsibilities
- Experience working independently and under pressure at times to handle a wide variety of activities and confidential matters with discretion
- SharePoint experience
- Proficient in MS Office Suite (Outlook, Teams, Word, Excel and PowerPoint)
- Proven exceptional attention to detail
- Proven high degree of personal integrity and strong interpersonal skills
- Proven willing and able to obtain notary designation
- Reside within reasonable commuting distance to downtown Chicago, IL
Preferred Qualification:
- Salesforce experience
Pay is based on several factors including but not limited to local labor markets, education, work experience, certifications, etc. In addition to your salary, we offer benefits such as, a comprehensive benefits package, incentive and recognition programs, equity stock purchase and 401k contribution (all benefits are subject to eligibility requirements). No matter where or when you begin a career with us, you'll find a far-reaching choice of benefits and incentives. The hourly pay for this role will range from $32.00 - $57.00 per hour based on full-time employment. We comply with all minimum wage laws as applicable.
At UnitedHealth Group, our mission is to help people live healthier lives and make the health system work better for everyone. We believe everyone-of every race, gender, sexuality, age, location and income-deserves the opportunity to live their healthiest life. Today, however, there are still far too many barriers to good health which are disproportionately experienced by people of color, historically marginalized groups and those with lower incomes. We are committed to mitigating our impact on the environment and enabling and delivering equitable care that addresses health disparities and improves health outcomes - an enterprise priority reflected in our mission.
UnitedHealth Group is an Equal Employment Opportunity employer under applicable law and qualified applicants will receive consideration for employment without regard to race, national origin, religion, age, color, sex, sexual orientation, gender identity, disability, or protected veteran status, or any other characteristic protected by local, state, or federal laws, rules, or regulations.
UnitedHealth Group is a drug - free workplace. Candidates are required to pass a drug test before beginning employment.
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Who's Hiring
- Encompass Health7
- Okta2
- CIBD1C
- NOOKS1N
- United Way1
Top Industries Hiring
- Healthcare & Medical Services16
- Education4
- Technology & Software2
- Non-Profit & Social Services2
- Consulting & Professional Services2
Mid Level CEO Jobs: Frequently Asked Questions
How do I get a mid level ceo job?
Position yourself around demonstrated leadership impact rather than tenure alone. Highlight instances where you owned a significant initiative end to end, influenced strategy, and delivered measurable results across an organization. Tailor your resume to show decision-making scope, cross-functional collaboration, and the depth of business challenges you have solved. Applying through platforms like Migrate Mate that surface roles matched to your experience level helps you focus on openings where you are a genuine fit.
Which companies hire mid level ceos?
Companies hiring mid level ceos right now include Encompass Health, Okta, and CIBD, based on current listings on Migrate Mate as of July 2026. Hiring at this level tends to come from growth-stage companies, private equity-backed organizations, and established enterprises filling leadership gaps in specific divisions or subsidiaries.
Are there remote mid level ceo jobs?
Yes, though executive roles at this level skew toward on-site or hybrid arrangements given their organizational scope. About 12% of mid level ceo openings are remote or hybrid as of July 2026, concentrated in sectors where distributed leadership and digital-first operations are already normalized.
How do I move up to a mid level ceo role?
Progression from entry-level leadership into a mid level ceo role comes from deliberately widening your scope over time. That means moving from managing a single team or function to overseeing multiple stakeholders, owning a P&L or major budget line, and building a record of decisions that shaped organizational outcomes. Pursuing stretch assignments, stepping into interim leadership gaps, and cultivating a board-level or investor network all accelerate the path.
Which industries hire the most mid level ceos?
Mid Level ceo roles concentrate in Healthcare & Medical Services, Education, and Technology & Software, based on current listings on Migrate Mate as of July 2026. These sectors drive hiring at this level because they face rapid scaling, operational complexity, or frequent leadership transitions that require experienced executives who can step in and move quickly.