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.
Aikido Security
Chicago, Illinois, United States · Posted 19 April 2026
The role
Overview
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.
Cybersecurity / Software Development Tools
Medium
Chicago, Illinois, United States
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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
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