Enterprise Sales Rep (Cybersecurity)

Location: Based in or near Chicago, IL, United States; hybrid schedule with regional travel across the Chicago area and broader territory.

Company

hirify.global provides cybersecurity software for organizations modernizing how they protect their environments.

What you will do

• Own full-cycle sales for enterprise and named accounts, from prospecting and discovery through negotiation and close.
• Build and manage qualified pipeline through SDR collaboration, marketing-sourced leads, and self-sourced outbound.
• Run discovery to understand security architecture, pain points, and buying processes, then develop compelling business cases.
• Partner with Solutions Engineering on technical demos, proofs of concept, and security evaluations.
• Navigate security, IT, procurement, legal, and executive stakeholders through complex enterprise sales cycles.
• Manage forecasting, Salesforce pipeline hygiene, contract negotiations, procurement reviews, renewals, and expansion opportunities.

Requirements

• 5+ years of full-cycle enterprise sales experience, including 2+ years selling cybersecurity, cloud infrastructure, or technical B2B SaaS products.
• Track record of meeting or exceeding quota and closing six-figure-plus annual contract value deals.
• Experience selling to CISOs, security engineers, IT leaders, and infrastructure buyers through technical evaluations.
• Strong discovery, consultative selling, written communication, and presentation skills for technical and executive audiences.
• Proficiency with Salesforce and standard sales tools such as Outreach or Salesloft, Gong, and LinkedIn Sales Navigator.
• Must be based in or near Chicago, IL and able to work hybrid and travel regionally.

Nice to have

• Existing relationships with security and IT leaders in Chicago or the broader Midwest.
• Experience selling into financial services, healthcare, or insurance.
• Familiarity with SOC 2, ISO 27001, and NIST security frameworks.
• Experience building sales motions at an early-stage or high-growth startup.
• Prior SDR or BDR experience, or a technical background in IT, security, or engineering.

Culture & Benefits

• Foundational role on a growing enterprise sales team.
• Collaboration with Sales Development, Solutions Engineering, Marketing, sales leadership, and legal.
• Customer-facing work at regional events, conferences, and meetings across the Chicago area and broader territory.