Insight Global · 3 days ago
Enterprise Account Executive (Remote in Chicago)
United States
Full-time
Remote
Senior Level, Lead/Staff
$150K/yr - $150K/yr
8+ years expInsight Global is seeking experienced Enterprise Account Executives to focus on new logo acquisition across key U.S. regions. The role involves managing complex sales cycles and collaborating with internal teams to drive long-term customer value.
EmploymentHuman ResourcesRecruitingSales
Responsibilities
Own and drive net-new enterprise logo acquisition
Manage complex, multi-stakeholder sales cycles with executive-level buyers
Build and deliver compelling TCO/ROI and business cases
Apply MEDDPICC rigor throughout the sales process
Proactively prospect, develop pipeline, and manage territory strategy
Accurately forecast and maintain pipeline hygiene in Salesforce
Collaborate cross-functionally to close high-impact deals
Qualification
Required
8–10+ years of U.S. enterprise IT or software sales experience
Proven success closing complex enterprise deals
Experience selling DevOps tools, Java middleware, and/or open-source technologies
Strong, hands-on experience with MEDDPICC
Consistent track record of exceeding quota
Executive presence with excellent communication and relationship-building skills
Proficiency with Salesforce and modern sales tools (G-Suite, SalesLoft, 6sense)
Ownership mindset with a proactive approach to prospecting and territory management
Spanish fluency required for one West Coast role
Benefits
8,000 equity shares
Strong base + uncapped earning potential
Meaningful equity participation
Company
Insight Global
Insight Global provides top talent and staffing solutions that help job seekers find careers in healthcare, finance, IT, and government.
1001-5000 employees
Funding
Current Stage
Late StageTotal Funding
unknown2010-07-01Acquired
Leadership Team
Jared Streppa
President Of Company’s Technology Division
Recent News
Maryland Daily Record
2025-09-26
Company data provided by crunchbase