Strategic Sales Executive Jobs in Chicago, IL
Strategic Sales Executive jobs in Chicago are in strong demand, concentrated in the Loop, River North, and Fulton Market across enterprise technology, financial services, and healthcare. Companies actively hiring include Braze, Canva, and JFrog. Scan the live roles below and apply to whichever ones fit.
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Join Us as an Executive Assistant, Strategic Operations – Be the strategic partner enabling leadership excellence!
Are you a highly organized professional with a knack for strategic support and a passion for empowering leadership? We’re seeking a proactive Executive Assistant, Strategic Operations to partner with our CEO and Executive Committee, ensuring seamless execution of organizational priorities and initiatives.
What you’ll be doing:
- Coordinate and facilitate the agendas for ExCom meetings, ensuring focus on strategic priorities and key decisions.
- Prepare executive briefings, presentations, and decision materials with accuracy and professionalism.
- Track progress on strategic initiatives, escalate risks or delays, and ensure timely follow-through.
- Manage the CEO’s and ExCom’s operating rhythm, including scheduling, governance meetings, and review cycles.
- Support high-priority projects and initiatives, providing logistical and administrative support to drive success.
- Handle travel arrangements, meeting logistics, and correspondence to ensure smooth executive operations.
- Serve as a trusted liaison across teams, providing regular updates and ensuring effective communication.
- Assist in capturing and documenting decisions, ensuring alignment and accountability across the organization.
What you'll bring:
- Bachelor’s degree in Business Administration, Office Services, or a related field; advanced certifications are a plus.
- 1 to 5+ years of experience supporting senior leadership or C-suite executives, ideally in a strategic role.
- Exceptional organizational skills and proactive time management to handle multiple complex projects.
- Strong strategic thinking, problem-solving abilities, and experience in project management or PMO roles.
- Proficiency in Microsoft Office Suite and web-based collaboration tools.
- Excellent verbal, written, and interpersonal communication skills with a high level of professionalism and discretion.
- Ability to handle sensitive information with tact and confidentiality.
- A positive, resilient attitude with a “can-do” approach, thriving in a dynamic environment.
What we offer:
We’re appreciative of the people who work for us, and our rewards package is reviewed regularly to reflect that. You can expect to receive:
- Salary range: $84,521 - $112,694 Annually
- Annual Company & Performance based discretionary Bonus
- 20 days Annual Leave (rising to 25 days based on length of service)
- 11 Paid Company Holidays
- Medical, Dental, Vision and Life Insurance
- HSA, FSA and HRA available + Employer Contribution
- 401(k) Pension Plan & Employer match
- Paid Parental Leave
- Education Reimbursement
- Hybrid Work - 3 days in the office per week
- For more information about benefits, click here: https://www.careers.axapartners.com/global/en/us-benefits
If you're ready to make a meaningful impact by supporting top leadership and driving organizational success, we want to hear from you!
Pay: $84,521.00 - $112,694.00 per year
Benefits:
- Dental insurance
- Health insurance
- Life insurance
- Paid time off
- Parental leave
- Vision insurance
Work Location: Hybrid remote in Chicago, IL 60601
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Who's Hiring



Top Industries Hiring
- Technology & Software
- Marketing & Advertising
- Manufacturing
- Banking & Financial Services
Strategic Sales Executive Jobs in Chicago: Frequently Asked Questions
How do I get a strategic sales executive job in Chicago?
Target Chicago's densest hiring sectors: enterprise SaaS, fintech, and healthcare IT, where strategic sales roles are most active. The Loop and River North hold the highest concentration of corporate sales teams. Candidates who bring established relationships with mid-market or enterprise accounts in these verticals stand out, and experience selling into Chicago's large insurance and financial services firms gives a real edge in local interviews.
Which companies hire strategic sales executives in Chicago?
Employers hiring strategic sales executives in Chicago right now include Braze, Canva, and JFrog, based on current listings on Migrate Mate as of September 2026. Chicago's market draws a mix of global enterprise software firms, regional financial services companies, and fast-growing health tech startups, all competing for experienced strategic sellers.
Are there remote strategic sales executive jobs in Chicago?
Yes, though strategic sales executive roles are less remote-friendly than purely analytical positions since client relationships and in-person pipeline activity remain central to the work. About 69% of strategic sales executive openings tied to Chicago are remote or hybrid as of September 2026, with most flexibility landing in account strategy and planning work rather than active field sales.
How can I get a strategic sales executive job in Chicago with little or no experience?
The most realistic entry path in Chicago is moving up from a senior account executive or business development role at a local technology, logistics, or professional services firm. Chicago-area employers in SaaS and supply-chain tech regularly hire internally for strategic roles. Building a pipeline record in mid-market accounts and earning recognition in Chicago's active sales community through groups like the Chicago Sales Leadership Community accelerates that progression.
Which industries hire the most strategic sales executives in Chicago?
Most strategic sales executive openings in Chicago sit in Technology & Software, Marketing & Advertising, and Manufacturing, per current listings on Migrate Mate as of September 2026. Chicago's role as a hub for enterprise software, financial services, and healthcare administration creates sustained demand for senior sellers who can manage complex, multi-stakeholder deals across these sectors.
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