Full-time · Remote

Account Executive, Mid-Market

This is a high-stakes sales role at a well-funded cybersecurity startup that prioritizes developer experience over legacy friction. It offers a lucrative compensation package and the chance to work under seasoned founders during a period of hyper-growth. The position is ideal for a technical seller who enjoys the challenge of converting product-led momentum into complex, high-value contracts.

AS
Hiring company

Aikido Security

Chicago, Illinois, United States · Posted 19 April 2026

The role

Overview

This is a high-stakes sales role at a well-funded cybersecurity startup that prioritizes developer experience over legacy friction. It offers a lucrative compensation package and the chance to work under seasoned founders during a period of hyper-growth. The position is ideal for a technical seller who enjoys the challenge of converting product-led momentum into complex, high-value contracts.

The hiring side

About Aikido Security

Aikido Security is a mid-sized employer working in cybersecurity / software development tools, based in Chicago, Illinois, United States.

Industry

Cybersecurity / Software Development Tools

Size

Medium

Location

Chicago, Illinois, United States

Go deeper

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What they need

Requirements & Skills

Key Responsibilities

  • Manage the end-to-end sales process for mid-market accounts
  • Identify and prospect into high-growth tech firms and technical buying units
  • Transition product-led usage into comprehensive enterprise deals
  • Conduct deep-dive discovery sessions and deliver value-centric product demonstrations
  • Collaborate with marketing and product teams to refine GTM strategies

Essential

  • 4 to 8+ years of experience in a closing role, specifically within Commercial or Mid-Market segments
  • Demonstrated history of managing and winning multi-stakeholder sales cycles
  • Exceptional proficiency in both inbound lead conversion and outbound prospecting
  • High level of comfort selling technical SaaS solutions
  • Proven ability to maintain rigorous pipeline hygiene and accurate forecasting
  • Strong ownership mindset with a self-directed work ethic

Preferred

  • Experience selling specifically within the DevOps or developer tools ecosystem
  • Fluency in Spanish

Key Skills

Consultative SalesPipeline and Forecast ManagementProspectingAccount ManagementValue-Based DemosMulti-stakeholder EngagementProduct-Led Growth (PLG)SaaS Sales

Networking

People to Know

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Perks

Benefits & perks

  • High-impact role within a rapidly scaling organization
  • Accelerated career progression and responsibility
  • Open, informal, and values-driven company culture
  • Flexible working hours
  • Remote work flexibility

Next step

Apply now

Found via jobs.digitalhire.com

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Account Executive, Mid-Market at Aikido Security - Chicago, Illinois, United States | Career Steer