Root logo

Sales Director, Enterprise

Root

Chicago, ILJobPosted 3w agoStill listed 3 days ago

Most applications go out cold — see where you stand first. No sign-up to start.

Watch jobs like this.

At a glance

Compensation
No compensation found
Location
Chicago, IL
Work Authorization
Not specified

Olive lists jobs from US employers, including remote roles you can work from the United States.

Job overview

Root is building developer-first security products and seeks a Sales Director to lead and coach an Enterprise Account Executive team across the US, driving pipeline generation, revenue growth, and high‑performance sales culture while collaborating with marketing and supporting strategic deals.

Skills & qualifications

RequiredNice to have

Skills

Outbound SalesInbound SalesSales ExecutionStrategic DealsCRM WorkflowsPipeline ManagementTech‑SavvyCoachingPeople ManagementForecastingSaaS SalesEnterprise Segment

Full 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.

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.

Similar jobs, posted recently

Open roles like this one, listed in the last 30 days.

You've read the whole posting — now see how you match it.