Sales Director, Enterprise

Chicago, IL

About the role

🌍 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.

You'll be responsible for managing and coaching a team of Enterprise Account Executives covering the US market. This is not a pure management role; we're looking for someone who leads from the front, helps close deals, sharpens execution, and raises the bar across the team.

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.

About Root

Root gets software containers to Zero Vulns in minutes; no base image changes. We integrate into your pipeline, where we assess, triage, and patch automatically and transparently.

Other roles at Root

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Job details

Location

Chicago, IL

Company

NameRoot
IndustryAgentic AI
Team Size2

Funding

Total raised

$37.6M

Last stage

Series A

Investors

Boldstart Ventures
DDecibel Partners
Insight Partners
2048 Ventures
TTechAviv Founder Partners

Founders

IR

Ian Riopel

Co-Founder & CEO

LinkedIn
MG

Mickey Gordon

Co-Founder & CPO

JA

John Amaral

Co-Founder & CTO

What happens next.

No applications, no recruiter spam. Just the intro.

01

Confirm the fit

A few questions to make sure this role is the right shape for you. Two minutes.

02

I pitch you to the company

I write the intro, send it to the founder, and handle the back-and-forth.

03

A meeting lands on your calendar

If they’re a yes, I book the chat. You show up — that’s the whole job-hunt.