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Abnormal

MidMarket Sales Engineer (Chicago)

Remote - USA (Remote)From $119kmidAdded yesterday

About this role

Abnormal AI is hiring a Mid-Market Sales Engineer in the Chicago area to serve as the primary technical advisor for enterprise security clients. You'll lead complex sales cycles by conducting technical discovery, delivering architecture-level presentations, and owning proof-of-value programs for email and identity security solutions.

What you'll do

  • Serve as technical authority and primary decision partner throughout enterprise sales cycles from discovery to close
  • Lead architecture-level discussions with security, email, identity, and compliance teams
  • Conduct technical discovery to uncover customer risk and requirements
  • Own proof-of-value success criteria and drive customer outcomes to completion
  • Deliver technical presentations and competitive landscape research to address customer questions
  • Educate sales teams and partners on Abnormal Security's platform and security posture

What they're looking for

  • Sales Engineering (3+ years)
  • Enterprise email security platforms (Proofpoint, Mimecast, Cisco, Barracuda)
  • SaaS security and multi-tenant cloud environments
  • DNS, TCP/IP, TLS, and enterprise networking
  • Microsoft 365/Exchange Online or Google Workspace administration
  • SMTP, MX records, SPF/DKIM/DMARC email authentication
  • Azure AD/Entra ID and identity services architecture
  • Technical presentation and communication skills

Benefits

  • Base salary $101,150–$119,000 USD
  • Bonus or incentive compensation eligible
  • Equity participation
  • Comprehensive benefits package
  • Remote work flexibility (Chicago-based preferred)
  • High-impact role with direct customer influence
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Abnormal

Abnormal builds AI-powered email security solutions that protect against threats through narrative-driven threat understanding, SMTP relay infrastructure, and advanced filtering capabilities. The company is hiring software engineers, infrastructure engineers, sales engineers, and technical support specialists to expand its platform and support enterprise customers.

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Likely interview questions

  • Walk us through a complex email security deal you led from discovery to close—how did you identify and articulate technical value to the customer?
  • Describe a time you had to explain why a legacy secure email gateway failed against social engineering attacks. How did you frame that to a non-technical executive?
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