VP Sales Jobs in Chicago, IL
VP Sales jobs in Chicago are concentrated in the Loop, River North, and the Fulton Market corridor, with strong demand from enterprise software, financial services, and healthcare technology firms. Employers hiring right now include JPMorganChase, Highwire, and TransUnion. See the openings below and apply to the ones that match your experience.
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Job Responsibilities
- Deepen and grow existing client relationships
- Develop new profitable business from prospective clients
- Engage clients and internal partners at senior levels to deliver integrated payments solutions in a consultative, client-driven manner
- Partner with internal product stakeholders by representing the client perspective in the development and evolution of products and solutions
- Understand clients' business goals, environments, strategies, and trends to determine requirements and identify new opportunities through appropriate payments solutions
- Assess competitive capabilities and position the firm's payments solutions effectively
- Manage client outreach and meeting cadence, including discussions on solutions and new capabilities
- Manage proposal writing and the end-to-end sales process, including competitive requests for information and proposals
- Develop and enhance client knowledge and share insights with coverage partners to support business development and client risk management
- Partner with coverage and cross-functional teams to expand existing business, provide feedback to product managers, and generate cross-sell opportunities
- Collaborate with service and implementation partners to retain, grow, and enhance existing client relationships
Required qualifications, capabilities, and skills
- 5+ years of experience in cash management, sales, and relationship management
- Knowledge and understanding of payments products
- Ability to assess opportunities and engage key decision makers
- Strong account planning skills with demonstrated execution
- Strong creative solutioning and problem-solving skills
- Excellent verbal and written communication skills, including negotiation skills
- Proven ability to build and develop relationships
- Strong attention to detail and time management skills
- Understanding of compliance and Know Your Customer (KYC) processes
- Effective collaboration, relationship-building, and interpersonal skills
We offer a competitive total rewards package including base salary determined based on the role, experience, skill set and location. Those in eligible roles may receive commission-based pay and/or discretionary incentive compensation, paid in the form of cash and/or forfeitable equity, awarded in recognition of individual achievements and contributions. We also offer a range of benefits and programs to meet employee needs, based on eligibility. These benefits include comprehensive health care coverage, on-site health and wellness centers, a retirement savings plan, backup childcare, tuition reimbursement, mental health support, financial coaching and more. Additional details about total compensation and benefits will be provided during the hiring process.
We recognize that our people are our strength and the diverse talents they bring to our global workforce are directly linked to our success. We are an equal opportunity employer and place a high value on diversity and inclusion at our company. We do not discriminate on the basis of any protected attribute, including race, religion, color, national origin, gender, sexual orientation, gender identity, gender expression, age, marital or veteran status, pregnancy or disability, or any other basis protected under applicable law. We also make reasonable accommodations for applicants' and employees' religious practices and beliefs, as well as mental health or physical disability needs. Visit our FAQs for more information about requesting an accommodation.
JPMorgan Chase & Co. is an Equal Opportunity Employer, including Disability/Veterans
ABOUT THE TEAM
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Find VP Sales JobsVP Sales Job Market in Chicago
Who's Hiring
- JPMorganChase48

- Highwire7

- TransUnion4

- Echo Global Logistics4

- Thresholds3

Top Industries Hiring
- Investment & Asset Management12
- Banking & Financial Services9
- Fintech6
- Education3
- Technology & Software3
VP Sales Jobs in Chicago: Frequently Asked Questions
How do I get a vp sales job in Chicago?
Focus your search on Chicago's Loop and River North, where enterprise software, B2B SaaS, fintech, and healthcare technology companies concentrate most of their sales leadership hiring. Candidates who can show measurable revenue growth, experience managing distributed teams, and familiarity with complex deal cycles in one of those sectors move fastest through Chicago hiring processes. A network presence in local tech and finance communities helps considerably.
Which companies hire vp saless in Chicago?
Employers hiring vp saless in Chicago right now include JPMorganChase, Highwire, and TransUnion, based on current listings on Migrate Mate as of August 2026. Chicago's market draws from a wide mix of publicly traded enterprises headquartered downtown, fast-growing SaaS companies in Fulton Market, and national financial services firms with large regional offices in the Loop.
Are there remote vp sales jobs in Chicago?
Yes, though the role leans toward hybrid given that vp sales positions typically require in-person team leadership, client entertainment, and executive presence. About 60% of vp sales openings tied to Chicago are remote or hybrid as of August 2026, with remote arrangements most common at SaaS and technology firms headquartered in the city.
How can I get a vp sales job in Chicago with little or no experience?
The most realistic path is moving up through a senior account executive or sales director role at a mid-size Chicago company, particularly in SaaS, healthcare IT, or fintech, where organizations promote from within as they scale. Chicago's dense concentration of growth-stage technology companies in Fulton Market and River North regularly elevates strong individual contributors into first-time sales leadership roles before they would at a large enterprise.
Which industries hire the most vp saless in Chicago?
Chicago vp sales roles concentrate in Investment & Asset Management, Banking & Financial Services, and Fintech, based on current listings on Migrate Mate as of August 2026. Chicago's position as a hub for enterprise software, financial technology, and healthcare services creates consistent demand for senior sales leaders who can manage large books of business and complex stakeholder relationships.
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