MidMarket Sales Engineer (Chicago)

About the Role

Abnormal AI is seeking an Mid-Market Sales Engineer to join our growing Sales Engineering team. As an Mid-Market Sales Engineer, you will serve as our customer’s primary technical contact, acting as a trusted technical advisor to security, email, and identity teams, crafting strategic, value-based business cases to win complex business opportunities and help organizations conquer their most intractable email and identity-driven security challenges.

In partnership with Mid-Market Account Executives, you will be responsible for conducting in-person and remote product demonstrations, leading architecture-level technical discussions, articulating the technical and business value of Abnormal Security’s platform, and owning and driving successful outcomes for Enterprise-scale Proof of Value (POV) programs.

The ideal candidate for this role will be located in the Chicago  area and possess the following skill set:

Ability to tie technology to measurable risk reduction and business outcomes at Enterprise scale

Ability to influence senior security, IT, and executive stakeholders in both virtual and in-person settings

High EQ; ability to read the room, engage stakeholders, demonstrate empathy, listen actively, and respond thoughtfully

Ability to create value-driven presentations and tell compelling stories (PowerPoint, Google Slides)

Strong discovery skills to uncover customer pain points, requirements, and strategic objectives

What You Will Do

Serve as the technical authority and primary technical decision partner in enterprise sales cycles, from discovery through close, including full ownership of Proof of Value (POV) success criteria and outcomes

Lead architecture-level conversations with security, email, and identity teams

Run technical discovery that uncovers risk, not just requirements

Conduct technical and competitive landscape research to effectively address customer questions and objections

Confidently answer architecture-level and modern threat questions without deferring to Product or Engineering

Articulate why legacy secure email gateways fail against social engineering and identity-based attacks

Educate sales executives and partners on Abnormal Security’s products, platform, and security posture

Obsessively drive customer satisfaction and successful business outcomes

Must Have

3+ years of Sales Engineering experience OR relevant industry experience

Demonstrated ability to lead technical discovery and architecture discussions with security, infrastructure, identity and compliance teams

Strong technical presentation and communication skills, both verbal and written

Ability to see and present the “big picture,” uncover complex business challenges, and architect solutions to solve customer needs

Ability to work independently in a fast-paced, high-impact sales environment

Positive attitude, strong customer focus, and a high sense of ownership over customer results

Solid technical understanding of SaaS security models including multi-tenant cloud environments

Working knowledge of DNS, TCP/IP, TLS, and enterprise networking concepts as they relate to email and SaaS security

Nice to Have

Experience with enterprise email security platforms (Proofpoint, Mimecast, Cisco, Barracuda, etc.)

Technical background in messaging and internet security principles

Hands-on experience with Microsoft Exchange Online / Microsoft 365 or Google Workspace

Strong understanding of SMTP mail flow, MX records and mail routing

Working knowledge of email authentication (SPF, DKIM, DMARC) and common failure modes

Strong understanding of Cloud SaaS infrastructure including identity services such as Azure AD / Entra ID / Google Identity 

Ability to explain identity-driven and modern social engineering attacks and controls at an architectural level

Experience integrating SaaS platforms via OAuth and REST APIs 

Familiarity with SIEM platforms (Splunk, Sentinel) and SOC workflows

Experience working with or alongside SOC incident response teams including creating incident response workflows 

Security certifications (CISSP, CEH, or equivalent) for credibility with enterprise buyers

#LI-VY1 Actual compensation will be determined based on several non-discriminatory factors including skills, experience, qualifications, and geographic location. In addition to base salary, this role may be eligible for bonus or incentive compensation, equity, and a comprehensive benefits package.

Base salary range: $101,150 — $119,000 USD

AI and our hiring process Abnormal AI uses AI-assisted tools to help our recruiting team prepare for candidate interviews. These tools analyze resume content and role requirements to suggest interview questions and identify areas for the interviewer to explore. They do not make hiring decisions or screen candidates automatically. Every decision about a candidacy is made by a person.

Abnormal AI is an equal opportunity employer. Qualified applicants will receive consideration for employment without regard to race, color, religion, sex, national origin, disability, protected veteran status or other characteristics protected by law. For our EEO policy statement please  click here . If you would like more information on your EEO rights under the law, please  click here .