Enterprise Sales Specialist Jobs in Illinois
Enterprise Sales Specialist jobs in Illinois are among the most active in the Midwest, with concentrated demand across enterprise software, financial technology, healthcare technology, and industrial manufacturing at levels from associate account executive through senior director of enterprise sales. Chicago drives the bulk of hiring, with meaningful activity in Naperville and Schaumburg, where anchor employers such as Salesforce, Oracle, and Motorola Solutions maintain substantial Illinois operations. The most sought-after specializations are SaaS platform sales, managed services, and cloud infrastructure solutions. Find a role that fits below and apply directly.
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As a Security Sales Specialist, you'll partner with Enterprise Account Executives to drive adoption of Datadog's Security platform across key accounts. This is a high-impact role focused on positioning our Security solutions (Cloud SIEM, Cloud Workload Security, CSPM, and more) into new and existing customers—expanding our footprint and helping customers modernize their security stack in the cloud.
At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them.
What You'll Do:
- Act as the subject matter expert (SME) for Datadog Security products across a targeted account patch
- Collaborate closely with Enterprise AEs to support net new logo acquisition and expansion in strategic accounts
- Own and drive the security sales cycle from discovery to technical close, working closely with Sales Engineers
- Evangelize Datadog's security story to security leaders (CISO, Security Architects, SecOps)
- Work cross-functionally with Datadog's partner, channel, and alliance teams to drive joint go-to-market motions
- Co-sell effectively with AEs and partners, contributing to deal strategy, solution alignment, and stakeholder engagement
- Stay informed on security trends and competitive offerings to differentiate Datadog
Who You Are:
- Proven success selling into security buyers (CISO, SecOps, GRC, etc.)
- Experience co-selling in a matrixed environment, supporting or partnering with AEs and cross-functional teams
- Strong understanding of the partner/channel sales model, including how to navigate and influence joint selling motions
- Familiarity with modern security solutions such as SIEM, CSPM, CWPP, container/Kubernetes security
- Ability to build strong relationships with internal stakeholders, partners, and customer technical teams
Datadog values people from all walks of life. We understand not everyone will meet all the above qualifications on day one. That's okay. If you're passionate about technology and want to grow your skills, we encourage you to apply.
Benefits and Growth:
- High income earning opportunities based on self performance
- New hire stock equity (RSU) and employee stock purchase plan (ESPP)
- Continuous professional development, product training, and career pathing
- Sales training in MEDDIC and Command of the Message
- Intra-departmental mentor and buddy program for in-house networking
- An inclusive company culture, opportunity to join our Community Guilds
- Generous and competitive medical benefits package
- Retirement savings match
- Pet adoption and insurance program
Benefits and Growth listed above may vary based on the country of your employment and the nature of your employment with Datadog.
About Datadog:
Datadog is the leading observability and security platform for the AI era, providing businesses with unified visibility across the technology stack to manage complexity at scale. It brings applications, infrastructure, data, models, and security into one place, using AI to detect and resolve issues before they impact customers. Trusted globally by Fortune 500 companies and high-growth AI leaders, Datadog enables businesses to move faster with clarity and confidence. Learn more about #DatadogLife on Instagram, LinkedIn, and Datadog Learning Center.
Equal Opportunity at Datadog:
Datadog is proud to offer equal employment opportunity to everyone regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, veteran status, and other characteristics protected by law. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. Here are our Candidate Legal Notices for your reference.
Datadog endeavors to make our Careers Page accessible to all users. If you would like to contact us regarding the accessibility of our website or need assistance completing the application process, please complete this form. This form is for accommodation requests only and cannot be used to inquire about the status of applications.
Privacy and AI Guidelines:
Any information you submit to Datadog as part of your application will be processed in accordance with Datadog's Applicant and Candidate Privacy Notice. For information on our AI policy, please visit Interviewing at Datadog AI Guidelines.
As a Security Sales Specialist, you'll partner with Enterprise Account Executives to drive adoption of Datadog's Security platform across key accounts. This is a high-impact role focused on positioning our Security solutions (Cloud SIEM, Cloud Workload Security, CSPM, and more) into new and existing customers—expanding our footprint and helping customers modernize their security stack in the cloud.
At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them.
What You'll Do:
- Act as the subject matter expert (SME) for Datadog Security products across a targeted account patch
- Collaborate closely with Enterprise AEs to support net new logo acquisition and expansion in strategic accounts
- Own and drive the security sales cycle from discovery to technical close, working closely with Sales Engineers
- Evangelize Datadog's security story to security leaders (CISO, Security Architects, SecOps)
- Work cross-functionally with Datadog's partner, channel, and alliance teams to drive joint go-to-market motions
- Co-sell effectively with AEs and partners, contributing to deal strategy, solution alignment, and stakeholder engagement
- Stay informed on security trends and competitive offerings to differentiate Datadog
Who You Are:
- Proven success selling into security buyers (CISO, SecOps, GRC, etc.)
- Experience co-selling in a matrixed environment, supporting or partnering with AEs and cross-functional teams
- Strong understanding of the partner/channel sales model, including how to navigate and influence joint selling motions
- Familiarity with modern security solutions such as SIEM, CSPM, CWPP, container/Kubernetes security
- Ability to build strong relationships with internal stakeholders, partners, and customer technical teams
Datadog values people from all walks of life. We understand not everyone will meet all the above qualifications on day one. That's okay. If you're passionate about technology and want to grow your skills, we encourage you to apply.
Benefits and Growth:
- High income earning opportunities based on self performance
- New hire stock equity (RSU) and employee stock purchase plan (ESPP)
- Continuous professional development, product training, and career pathing
- Sales training in MEDDIC and Command of the Message
- Intra-departmental mentor and buddy program for in-house networking
- An inclusive company culture, opportunity to join our Community Guilds
- Generous and competitive medical benefits package
- Retirement savings match
- Pet adoption and insurance program
Benefits and Growth listed above may vary based on the country of your employment and the nature of your employment with Datadog.
About Datadog:
Datadog is the leading observability and security platform for the AI era, providing businesses with unified visibility across the technology stack to manage complexity at scale. It brings applications, infrastructure, data, models, and security into one place, using AI to detect and resolve issues before they impact customers. Trusted globally by Fortune 500 companies and high-growth AI leaders, Datadog enables businesses to move faster with clarity and confidence. Learn more about #DatadogLife on Instagram, LinkedIn, and Datadog Learning Center.
Equal Opportunity at Datadog:
Datadog is proud to offer equal employment opportunity to everyone regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, veteran status, and other characteristics protected by law. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. Here are our Candidate Legal Notices for your reference.
Datadog endeavors to make our Careers Page accessible to all users. If you would like to contact us regarding the accessibility of our website or need assistance completing the application process, please complete this form. This form is for accommodation requests only and cannot be used to inquire about the status of applications.
Privacy and AI Guidelines:
Any information you submit to Datadog as part of your application will be processed in accordance with Datadog's Applicant and Candidate Privacy Notice. For information on our AI policy, please visit Interviewing at Datadog AI Guidelines.
See All 6 Enterprise Sales Specialist Jobs in Illinois
Find roles in Illinois that match your experience and apply in just a few clicks.
Find JobsEnterprise Sales Specialist Jobs by City in Illinois
Where Illinois roles are concentrated, by current openings.
Enterprise Sales Specialist Job Market in Illinois
A snapshot from current Illinois openings, updated as new roles post.
Who's Hiring
What Illinois Employers Look For
The qualifications that appear most often in enterprise sales specialist jobs across Illinois.
- Bachelor's degree in business, marketing, or a related field required
- Proven history of closing complex, multi-stakeholder deals at the enterprise level
- Experience managing full sales cycles of six months or longer in B2B environments
- Familiarity with CRM platforms such as Salesforce for pipeline reporting and forecasting
- Ability to meet or exceed annual quotas in Illinois-based or Midwest regional territories
- Strong executive-level presentation and negotiation skills for C-suite engagement
Enterprise Sales Specialist Jobs in Illinois: Frequently Asked Questions
How do you become an enterprise sales specialist in Illinois?
Enterprise sales specialist roles in Illinois require no state-issued license or certification, so the path runs through education and demonstrated sales performance. Most Illinois employers expect a bachelor's degree in business, marketing, communications, or a technical field relevant to the industry. Candidates typically move into enterprise roles after building a record in inside sales, account management, or business development, often within Chicago's technology corridor or the suburban Naperville-Schaumburg commercial hub where many regional headquarters are based.
How much do enterprise sales specialists make in Illinois?
Enterprise sales specialists in Illinois earn a median of about $66,900 a year, based on May 2025 Bureau of Labor Statistics wage data, ranging from around $38,530 for the lowest 10% to over $154,070 for the top 10%. Pay rises with experience, specialty, and employer.
Which companies hire enterprise sales specialists in Illinois?
Employers hiring enterprise sales specialists in Illinois right now include Abbott, Datadog, and NTT DATA, based on current listings on Migrate Mate as of November 2026. Illinois's concentration of Fortune 500 headquarters and major technology and financial services firms in the Chicago metro means enterprise sales openings appear consistently throughout the year across multiple industries.
Which Illinois cities have the most enterprise sales specialist jobs?
Chicago, Lisle, and Springfield account for the most enterprise sales specialist openings in Illinois. Chicago dominates because of its density of corporate headquarters, financial institutions, and technology companies that require dedicated enterprise sales teams, while Naperville and Schaumburg attract openings from the large technology and professional services firms headquartered in Chicago's western suburbs.
Are there remote enterprise sales specialist jobs in Illinois?
Yes, and more than many fields, because enterprise sales work centers on client communication, presentations, and CRM management that translate well to distributed settings. About 100% of enterprise sales specialist openings tied to Illinois are remote or hybrid as of November 2026, reflecting how broadly Illinois employers have adopted flexible arrangements since the pandemic. The prospecting, proposal, and negotiation phases of the role are most commonly performed remotely, while strategic account meetings occasionally require in-person presence.
How can I get hired as an enterprise sales specialist in Illinois with little or no experience?
The most realistic entry path is a business development representative or inside sales associate role at a Chicago-area technology or software company, where structured onboarding programs teach the enterprise sales cycle before advancing candidates to account executive positions. Large Illinois employers including those headquartered along the technology corridor in River North and the Fulton Market district run formal associate programs designed for recent graduates. Earning a Salesforce Administrator credential or completing a recognized sales development program gives candidates a concrete edge when competing for entry-level enterprise pipeline roles.
Where can I find and apply to enterprise sales specialist jobs in Illinois?
You can find and apply to enterprise sales specialist jobs in Illinois on Migrate Mate, which lists current openings from Illinois employers. Search the listings, find roles that match your background and target industry, and apply directly to the ones that fit.
See All 6 Enterprise Sales Specialist Jobs in Illinois
Find roles in Illinois that match your experience and apply in just a few clicks.
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