Mid-Market AE - Developer-First Security, Flexible Hours

Aikido Security BV; Chicago (IL); On-site; USD 200,000 - 250,000; Full time

Job summary

Aikido Security BV is seeking a Mid-Market Account Executive in Chicago to own complex deals with scaling tech companies. You’ll navigate product-led growth, coordinate with marketing, product, and leadership, and drive value-based conversations with technical buyers across multi-seat teams.

Expect a fast-moving environment with autonomy, strong compensation, and growth opportunities as the company expands internationally.

Qualifications

• 4–8+ years of closing experience (Commercial / Mid-Market).
• Strong outbound, inbound, and deal management skills.
• Deep comfort selling technical SaaS (DevOps / dev tools a big plus).

Responsibilities

• Own the full sales cycle for mid-market accounts.
• Prospect into scaling companies and technical buying groups.
• Convert product-led usage into multi-seat, multi-team deals.
• Run structured discovery and value-based demos.
• Partner with marketing, product, and leadership on GTM initiatives.
• Maintain accurate forecasting and pipeline hygiene.

Skills

Closing deals

SaaS sales

Outbound & inbound

Technical SaaS

Ownership mindset

Spanish (bonus)

Job description

Aikido Security BV is seeking a Mid-Market Account Executive in Chicago to own complex deals with scaling tech companies. You’ll navigate product-led growth, coordinate with marketing, product, and leadership, and drive value-based conversations with technical buyers across multi-seat teams.

Expect a fast-moving environment with autonomy, strong compensation, and growth opportunities as the company expands internationally.