Sales Executive Jobs in Chicago, IL
Sales Executive jobs in Chicago are concentrated in the Loop, River North, and Fulton Market, where demand runs strong across financial services, technology, and healthcare across roles from mid-market to enterprise. Employers actively hiring include Uber, Braze, and Gartner. Find a role that fits below and apply directly.
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Job Description
Note: A successful candidate will reside in the Chicago, IL area.
Ready to take your career global?
Make your mark at one of the biggest names in payments. We’re looking for a Sales Executive Senior- Merchant Mid Market to join our ever-evolving Merchant Services team and help shape the future of global commerce.
What you’ll own
- Drives new business growth and boosts profitability in existing accounts by spotting high-impact opportunities through market and client insight.
- Serve as the strategic sales lead, consulting with owners and C-suite executives.
- Builds and energizes a strong referral network with Commercial Bank partners while executing a proactive outreach strategy to consistently generate sales momentum.
- Build and manage pipeline through Commercial Bank referrals and self-generated COI leads.
- Partner with partner sales teams to expand existing customer relationships.
- Delivers persuasive, value-driven presentations that clearly demonstrate how the organization’s solutions meet client needs.
- Travel within a designated geographical territory to prospect, build relationships, and sign up new local businesses
What you’ll bring
- Bachelor's degree, or equivalent work experience.
- 6+ years of Merchant Sales Experience required.
- Deep knowledge of the payments industry, Interchange, and gateway connectivity.
- Background in SAAS , Banking, Payables and Receivables a plus.
- Proficient in Salesforce as a CRM is a bonus.
- 10 years of sales experience, with an emphasis on solution selling into Commercial, Mid-Market and or Enterprise space.
- Track record of proven success exceeding sales targets with a data-driven, results-focused mindset.
- Excellent partner relationship building, prospecting, and territory development skills.
- Manage client relationships in partnership with internal teams to ensure customer success and satisfaction across your portfolio.
- Quickly grasp technology fundamentals and apply them to real-world business needs.
- Open to feedback and committed to personal accountability and growth.
- Creatively resolve client issues with practical problem-solving and sound decision-making.
- Effectively manage multiple projects and deadlines.
- Communicate clearly and professionally, both verbally and in writing.
- Think like a client: We care deeply about our clients' success. We ask, listen and learn — curious to understand first. Our passion drives excellence in everything we set out to do.
- Act like an owner: We take accountability — working at pace to own our outcomes. We empower each other to make decisions. We’re innovative — always finding better ways to deliver impact. Empowered – You use our initiative, taking calculated and thoughtful risks to progress
- Win as one team: We value personal connections — moving forward together with clarity. We build inclusive and global teams — embracing different perspectives and ideas. It’s always ‘we,’ never ‘me.’ We’re determined to succeed together.
About the team
Our inclusive and global teams win together every day. We’re proud to have the best minds in the industry, who you can learn from as you grow your career. The people, the energy, the connections it’s unmatched. Come and be part of an ever-evolving company and get dynamic opportunities that go beyond borders.
What makes a Globalpayer?
Globalpayers think like a client, act like an owner and win as one team. We’re curious and innovative always finding better ways to deliver impact. We empower each other to make decisions, and it’s our passion that drives excellence in everything we set out to do.
Does this sound like you? Then you sound like a Globalpayer. Apply now to take your career global.
#LI-SM1
Worldpay is dedicated to offering individuals rewarding career opportunities and competitive compensation. For this full-time position, the good faith estimated annual salary range upon hire is $104,500.00-$155,425.00. This range reflects what we reasonably expect to offer based on the role’s responsibilities, level, and geographic location. The actual starting salary will be determined by a candidate’s experience, job-related skills, and relevant education or training. Please note that changes in work location may impact the final offered salary. We encourage you to consult with your recruiter to confirm the budget for your location and to better understand the applicable pay scale. This position is eligible for commission.
EEOC Statement
Worldpay is an equal opportunity employer. We evaluate qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity, marital status, genetic information, national origin, disability, veteran status, and other protected characteristics. The EEO is the Law poster is available here.
If you are made a conditional offer of employment and will be working in the United States, you will be required to undergo a drug test. In developing this job description care was taken to include all competencies and requirements needed to successfully perform the position. Reasonable accommodations will be provided for individuals with qualified disabilities both during the hiring process, as well as to allow the individual to perform the essential functions of the job, if hired.
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Find Sales Executive JobsSales Executive Job Market in Chicago
Who's Hiring
- Uber13

- Braze10

- Gartner9

- Rippling9

- SentiLink9

Top Industries Hiring
- Technology & Software157
- Consulting & Professional Services55
- Insurance20
- Marketing & Advertising18
- Accounting & Auditing17
Sales Executive Jobs in Chicago: Frequently Asked Questions
How do I get a sales executive job in Chicago?
The strongest path into a Chicago sales executive role is targeting the city's dense financial services corridor in the Loop, its fast-growing tech firms in Fulton Market, and the large healthcare and medtech companies anchored on the North Side and suburban campuses. Employers here favor candidates with demonstrated quota attainment in B2B or enterprise contexts. Familiarity with Chicago's mid-market manufacturing and logistics base also opens doors that national candidates miss.
Which companies hire sales executives in Chicago?
Chicago sales executive roles are posted by Uber, Braze, and Gartner and others right now, based on current listings on Migrate Mate as of June 2026. Chicago's hiring mix reflects its depth in financial technology, insurance, and commercial real estate, alongside a growing cohort of SaaS and healthtech firms.
Are there remote sales executive jobs in Chicago?
Yes, though availability depends heavily on the role: enterprise and SaaS sales executives often work remotely, while roles tied to in-person client relationships in financial services or commercial real estate are almost always on-site. About 54% of sales executive openings tied to Chicago are remote or hybrid as of June 2026, with hybrid arrangements most common among technology and insurance employers headquartered in the Loop and River North.
How can I get a sales executive job in Chicago with little or no experience?
The most realistic entry point in Chicago is a business development representative or inside sales role at one of the city's many mid-size SaaS, insurtech, or logistics technology firms, particularly those in Fulton Market and the West Loop. These companies hire consistently at the junior level and promote from within. Building familiarity with Chicago's manufacturing and distribution client base also differentiates candidates for companies that sell into those sectors.
Which industries hire the most sales executives in Chicago?
The sectors hiring the most sales executives in Chicago are Technology & Software, Consulting & Professional Services, and Insurance, based on current listings on Migrate Mate as of June 2026. Chicago's position as a hub for commodity trading, enterprise software, and large regional healthcare systems creates sustained demand for experienced sales talent across both B2B and institutional client channels.
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