Executive Sales Manager

Insight Global is seeking an Executive Sales Manager to lead enterprise SaaS and technology sales initiatives for a growing organization focused on expanding its market footprint across multiple industries. This individual will own the full sales lifecycle, drive ARR growth, and partner closely with internal teams to deliver complex, value-driven solutions. The role requires strong executive presence, deep experience selling enterprise SaaS platforms, and the ability to navigate sophisticated, multi-stakeholder sales environments. This is a highly autonomous, travel-heavy role ideal for a senior sales leader who thrives in building and scaling strategic customer relationships.

Day-to-Day:
• Drive ARR growth through new customer acquisition, renewals, and account expansion
• Lead enterprise-level SaaS and technology solution sales initiatives
• Manage long, complex, multi-stakeholder sales cycles
• Act as a trusted advisor to executive stakeholders across customer organizations
• Conduct solution demos, pricing discussions, proposals, and contract negotiations
• Build relationships across enterprise customers in multiple industries
• Partner cross-functionally with:
○ Marketing
○ Product and Implementation
○ Customer Success
• Represent:
○ Industry conferences
○ Executive forums and webinars
• Stay current on:
○ SaaS market trends
○ Competitive landscape
○ Customer technology priorities

We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment regardless of their race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or recruiting process, please send a request to HR@insightglobal.com.To learn more about how we collect, keep, and process your private information, please review Insight Global's Workforce Privacy Policy: https://insightglobal.com/workforce-privacy-policy/.

• 9–15 years of B2B technology sales experience
• 5–10 years in a senior, customer-facing or leadership role
• Comfortable with 75% travel (multi-state + international)
• Ability to work independently in a remote, high-autonomy role
• Proven history of exceeding revenue quotas
○ Managing $5M+ annual portfolio / ARR responsibility
• Full sales cycle ownership
• Proven success selling complex B2B SaaS and enterprise technology solutions, including:
○ SaaS platforms
○ Enterprise software (CRM, ERP, workflow, data platforms)
○ Cloud-based or hybrid infrastructure solutions
• Strong technical acumen, including:
○ Ability to translate technical concepts to executive stakeholders
○ Understanding of modern cloud architecture and data environments
• Experience managing long, multi-stakeholder enterprise sales cycles

Prior experience selling into regulated or complex industries, including but not limited to:
○ Healthcare
○ Financial services
○ Government or public sector
• Experience navigating:
○ Enterprise procurement processes
○ RFPs and formal buying cycles
• Existing executive-level relationships (CIO, CTO, CFO, COO, CEO)
• Exposure to data integration, interoperability, or platform modernization initiatives
• Experience selling into mid-market and enterprise organizations
• Midwest-based candidates preferred, especially Cincinnati, OH region

Benefit packages for this role will start on the 1st day of employment and include medical, dental, and vision insurance, as well as HSA, FSA, and DCFSA account options, and 401k retirement account access with employer matching. Employees in this role are also entitled to paid sick leave and/or other paid time off as provided by applicable law.