Enterprise Sales Manager Jobs in Chicago, IL
Enterprise Sales Manager jobs in Chicago are in strong demand, concentrated in the Loop, River North, and the Fulton Market corridor, across enterprise software, financial services, healthcare technology, and logistics. Top employers currently hiring include Zeta Global, Workday, and Paychex. See the openings below and apply to the ones that match your experience.
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Cvent's strength lies in its people, fostering a culture where everyone is encouraged to think like entrepreneurs, taking risks and making decisions confidently. We value diverse perspectives and celebrate differences, working together with colleagues and clients to build strong connections.
AI at Cvent: Leading the Future
Throughout our interview process, you’ll have the chance to demonstrate how you use AI to learn, iterate, and amplify your impact. If you’re excited to be part of a team that’s leading the way in AI-powered collaboration, we’d love to meet you.
Cvent's Enterprise Sales Team is growing and is seeking Regional Sales Director to join our team. Your primary responsibility will be to develop and close new logos. You will carry a new-booked business quota, and will be required to demonstrate solution-selling skills. Additional responsibilities include effective management of your Sales Development Representative to ensure prospects turn into actual customers, as well as collaboration with Account Managers to expand existing accounts.
- Proactively identify and engage with targeted Key Accounts by developing inclusive action plans that enhance market penetration and drive collective growth.
- Call on and develop relationships with new prospects in an effort to meet and exceed individual and department revenue expectations
- Present products and services to Enterprise Accounts
- Exceed established revenue targets for new business opportunities in software sales, catalyzing business growth and fostering a culture of innovation.
- Accurately forecast sales opportunities via pipeline report
- Effectively and accurately manage personal revenue pipeline to maximize all new business opportunities
- Monitor and report sales activity within the system
- Collaborate with Account Management and Client Services teams to ensure comprehensive customer satisfaction with the Cvent product and organization.
- Ensure relationships with key decision-makers for accounts that will provide new business are continuously developed and relationships are strengthened and grown
- Perform other duties as assigned
- Bachelor’s degree
- At least 5 years of prior revenue generating software sales experience (more experience is desired)
- Industry experience in one or more of the following areas is highly preferred: SaaS, mobile apps, and analytics
- Strong organizational and detail-orientation skills, with the ability to multi-task in a dynamic, fast-changing entrepreneurial environment
- Able to integrate knowledge across disciplines to include cold calling, consultative selling, product demonstrations, closing contracts, operation/process flow, and product function
- Strong sense of initiative and personal leadership demonstrating the ability to function independently, but must also be able to contribute to team initiatives
- Strong business acumen, ethics and high integrity
This job posting is intended to comply with all applicable laws. If we learn during the course of our recruitment process that, due to an applicant’s location, further information about the position is required, including certain salary information, this information in this posting will be supplemented accordingly.
The estimated annual on-target earnings (OTE) range for new hires into this role is $186,000-$287,000. This includes a base salary range of $81,000-$134,000 plus target commission. Please note that base salary reflects fixed annual pay, while OTE reflects total target cash compensation. The above OTE range represents the targeted earnings; commissions are determined by individual results and may be earned in excess of the target. Actual compensation will depend on factors such as job-related knowledge, relevant experience, and location. We also offer a competitive benefits package, and details can be found on our Benefits page.
Physical Demands
Multiple positions may be filled from this announcement.
We are not able to offer sponsorship for this position
Cvent's strength lies in its people, fostering a culture where everyone is encouraged to think like entrepreneurs, taking risks and making decisions confidently. We value diverse perspectives and celebrate differences, working together with colleagues and clients to build strong connections.
AI at Cvent: Leading the Future
Throughout our interview process, you’ll have the chance to demonstrate how you use AI to learn, iterate, and amplify your impact. If you’re excited to be part of a team that’s leading the way in AI-powered collaboration, we’d love to meet you.
Cvent's Enterprise Sales Team is growing and is seeking Regional Sales Director to join our team. Your primary responsibility will be to develop and close new logos. You will carry a new-booked business quota, and will be required to demonstrate solution-selling skills. Additional responsibilities include effective management of your Sales Development Representative to ensure prospects turn into actual customers, as well as collaboration with Account Managers to expand existing accounts.
- Proactively identify and engage with targeted Key Accounts by developing inclusive action plans that enhance market penetration and drive collective growth.
- Call on and develop relationships with new prospects in an effort to meet and exceed individual and department revenue expectations
- Present products and services to Enterprise Accounts
- Exceed established revenue targets for new business opportunities in software sales, catalyzing business growth and fostering a culture of innovation.
- Accurately forecast sales opportunities via pipeline report
- Effectively and accurately manage personal revenue pipeline to maximize all new business opportunities
- Monitor and report sales activity within the system
- Collaborate with Account Management and Client Services teams to ensure comprehensive customer satisfaction with the Cvent product and organization.
- Ensure relationships with key decision-makers for accounts that will provide new business are continuously developed and relationships are strengthened and grown
- Perform other duties as assigned
- Bachelor’s degree
- At least 5 years of prior revenue generating software sales experience (more experience is desired)
- Industry experience in one or more of the following areas is highly preferred: SaaS, mobile apps, and analytics
- Strong organizational and detail-orientation skills, with the ability to multi-task in a dynamic, fast-changing entrepreneurial environment
- Able to integrate knowledge across disciplines to include cold calling, consultative selling, product demonstrations, closing contracts, operation/process flow, and product function
- Strong sense of initiative and personal leadership demonstrating the ability to function independently, but must also be able to contribute to team initiatives
- Strong business acumen, ethics and high integrity
This job posting is intended to comply with all applicable laws. If we learn during the course of our recruitment process that, due to an applicant’s location, further information about the position is required, including certain salary information, this information in this posting will be supplemented accordingly.
The estimated annual on-target earnings (OTE) range for new hires into this role is $186,000-$287,000. This includes a base salary range of $81,000-$134,000 plus target commission. Please note that base salary reflects fixed annual pay, while OTE reflects total target cash compensation. The above OTE range represents the targeted earnings; commissions are determined by individual results and may be earned in excess of the target. Actual compensation will depend on factors such as job-related knowledge, relevant experience, and location. We also offer a competitive benefits package, and details can be found on our Benefits page.
Physical Demands
Multiple positions may be filled from this announcement.
We are not able to offer sponsorship for this position
See All 49 Enterprise Sales Manager Jobs in Chicago
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Find Enterprise Sales Manager JobsEnterprise Sales Manager Job Market in Chicago
Who's Hiring
Top Industries Hiring
- Technology & Software
- Consulting & Professional Services
- Energy
- Electronics & Hardware
- Distribution & Wholesale
Enterprise Sales Manager Jobs in Chicago: Frequently Asked Questions
How do I get an enterprise sales manager job in Chicago?
Chicago's strongest hiring comes from enterprise SaaS companies in Fulton Market, financial technology firms in the Loop, and large healthcare systems on the North Side. Candidates who stand out typically bring a proven book of business in one of these verticals, familiarity with complex multi-stakeholder sales cycles, and a local network. Targeting mid-market or regional roles at Chicago-headquartered companies is often the fastest path to a senior position.
Which companies hire enterprise sales managers in Chicago?
Companies currently hiring enterprise sales managers in Chicago include Zeta Global, Workday, and Paychex, per current listings on Migrate Mate as of September 2026. Chicago's market includes a mix of globally headquartered technology firms, regional financial services companies, and fast-growing logistics and healthcare tech startups, many clustered in Fulton Market and the West Loop.
Are there remote enterprise sales manager jobs in Chicago?
Yes, though enterprise sales manager roles are moderately remote-friendly given the relationship-driven nature of the work. About 69% of enterprise sales manager openings tied to Chicago are remote or hybrid as of September 2026, with hybrid arrangements more common than fully remote. Account management and renewal-focused roles tend to offer the most location flexibility, while new business development roles typically require in-person presence with Chicago-area clients.
How can I get an enterprise sales manager job in Chicago with little or no experience?
The most realistic entry path in Chicago is through a business development representative or account executive role at a Fulton Market or Loop-based SaaS or fintech company. Many Chicago firms promote from within once a rep consistently hits quota. Lateral moves from sales operations or inside sales at a Chicago-headquartered company can also open doors, especially if you build familiarity with the local enterprise client base in healthcare, logistics, or financial services.
Which industries hire the most enterprise sales managers in Chicago?
Chicago enterprise sales manager roles concentrate in Technology & Software, Consulting & Professional Services, and Energy, based on current listings on Migrate Mate as of September 2026. Chicago's status as a hub for financial services, a growing center for enterprise software, and a national leader in logistics and supply chain means demand for experienced enterprise sellers remains consistently high in those verticals.
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See All 49 Enterprise Sales Manager Jobs in Chicago
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