Sales Director, Enterprise

Aikido Security; Chicago (IL); On-site; USD 140,000 - 210,000; Full time

Job summary

Aikido Security is seeking a Head of Sales in Chicago to lead and scale a team of Enterprise Account Executives, drive pipeline, and grow revenue across the territory.

You will shape outbound and inbound processes, coach top performers, and collaborate with marketing on GTM initiatives targeting SMB customers. Expect top-tier pay and equity in a fast-growing startup.

Responsibilities

• Lead, coach, and scale a team of ENT Account Executives
• Drive pipeline generation and revenue growth across your territory
• Improve outbound, inbound, and sales execution processes
• Support reps on strategic deals and key accounts
• Build a high-performance, high-accountability sales culture
• Collaborate with marketing and growth on GTM initiatives targeting SMB customers
• Hire, onboard, and develop top sales talent
• Forecast accurately and manage team performance metrics
• Proven experience leading high-performing SaaS sales teams in an enterprise segment
• Experience managing Account Executives
• Strong understanding of outbound sales, prospecting, CRM workflows, and pipeline management
• Tech-savvy and comfortable selling technical products
• Strong coaching and people management skills
• Self-starter who thrives in a fast-growing startup environment
• Ideally based in Chicago

Job description

We’re making security suck less for developers.

Security tools haven’t kept up with how software is built today. They interrupt teams, slow releases, and turn security into a bottleneck instead of a capability. We built Aikido to change that. Aikido builds developer-first security products that reduce real risk without getting in the way of shipping software. We focus on what actually matters and automate the rest.

We’re taking on legacy security tools teams have been stuck with, and we’re winning. If you want to help us take market share and build products developers actually enjoy using, you’re in the right place.

Founded in 2022 by third-time founders, Aikido has $85M in the bank and a long runway ahead. We’re building toward self-securing software. Join an all-star team. Take real ownership. Push boundaries. Build things that matter.

Your responsibility . . .

Responsibilities

Lead, coach, and scale a team of ENT Account Executives

Drive pipeline generation and revenue growth across your territory

Improve outbound, inbound, and sales execution processes

Support reps on strategic deals and key accounts

Build a high-performance, high-accountability sales culture

Collaborate with marketing and growth on GTM initiatives targeting SMB customers

Hire, onboard, and develop top sales talent

Forecast accurately and manage team performance metrics

Proven experience leading high-performing SaaS sales teams in an enterprise segment

Experience managing Account Executives

Strong understanding of outbound sales, prospecting, CRM workflows, and pipeline management

Tech-savvy and comfortable selling technical products

Strong coaching and people management skills

Self-starter who thrives in a fast-growing startup environment

Ideally based in Chicago

What you can expect

Short decision lines. Big ownership. Shape the projects that matter and ship fast.

Grow as fast as we do. Take on more, own more, and carve out your own path.

Top-tier tech pay and equity.

High trust, strong values, zero corporate BS.

Flexibility in working hours.

A company that sticks to its values in an open and informal atmosphere.

We hire for talent, drive, and potential. Everything else is noise.