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, Deloitte, and Goldman Sachs. See the openings below and apply to the ones that match your experience.
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Health Solutions Actuarial Senior Vice President
Location: Chicago, IL
What the role will look like
- Lead analytics for key client relationships, delivering high‑quality actuarial and financial insights
- Translate data (claims, benchmarking, market trends) into clear, actionable client strategies
- Support business growth through client impact, revenue contribution, and pipeline development
- Provide technical oversight on models, financial scenarios, and deliverables
- Mentor junior team members and elevate analytical and consulting capabilities
- Collaborate across teams to share best practices and strengthen analytics solutions
- Travel as needed
Skills and experience that will lead to success
- 12+ years of Health & Benefits analytics, actuarial, or financial experience (10+ years in consulting/brokerage)
- Strong client-facing experience with complex organizations
- Proven ability to lead projects and deliver meaningful analytical insights
- Collaborative leader with experience developing teams and driving outcomes
- Business acumen with a growth mindset
- Strong communication and executive presence
- Proficiency in Excel, PowerPoint, and complex data analysis
Aon is not accepting unsolicited resumes from search firms for this position. If you are a search firm, you will not be compensated in any way for your submission of a candidate, even if Aon hires that candidate. For positions in San Francisco and Los Angeles, we will consider for employment qualified applicants with arrest and conviction record in accordance with local Fair Chance ordinances.
Nothing in this job description restricts management's right to assign or reassign duties and responsibilities to this job at any time.
Pay Transparency Laws:
The salary range for this position (intended for U.S. applicants) is $210-$240k annually. The actual salary will vary based on applicant’s education, experience, skills, and abilities, as well as internal equity and alignment with market data. The salary may also be adjusted based on applicant’s geographic location.
This position is eligible to participate in one of Aon’s annual incentive plans to receive [an annual discretionary bonus] in addition to base salary. The amount of any [bonus] varies and is subject to the terms and conditions of the applicable incentive plan.
A summary of all the benefits offered for this position:
Aon offers a comprehensive package of benefits for full-time and regular part-time colleagues, including, but not limited to: a 401(k) savings plan with employer contributions; an employee stock purchase plan; consideration for long-term incentive awards at Aon’s discretion; medical, dental and vision insurance, various types of leaves of absence, paid time off, including 12 paid holidays throughout the calendar year, 15 days of paid vacation per year, paid sick leave as provided under state and local paid sick leave laws, short-term disability and optional long-term disability, health savings account, health care and dependent care reimbursement accounts, employee and dependent life insurance and supplemental life and AD&D insurance; optional personal insurance policies, adoption assistance, tuition assistance, commuter benefits, and an employee assistance program that includes free counseling sessions. Eligibility for benefits is governed by the applicable plan documents and policies.
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Find VP Sales JobsVP Sales Job Market in Chicago
Who's Hiring
- JPMorganChase28

- Deloitte10

- Goldman Sachs8

- Aon4

- Okta4

Top Industries Hiring
- Investment & Asset Management70
- Banking & Financial Services47
- Fintech33
- Consulting & Professional Services28
- Insurance13
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, Deloitte, and Goldman Sachs, based on current listings on Migrate Mate as of June 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 24% of vp sales openings tied to Chicago are remote or hybrid as of June 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 June 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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