Account Executive, Mid-Market US

Root; Chicago (IL); On-site; USD 200,000 - 250,000; Full time

Job summary

Root, a Chicago-based security innovator, is seeking a Mid-Market Account Executive to own the full sales cycle for scaling tech firms. You will operate where product-led growth meets consultative sales, engaging with technical buyers and cross-functional stakeholders to shape GTM strategy and close large, strategic deals.

The role requires 4–8+ years closing in mid-market, strong multi-stakeholder selling, and comfort with technical SaaS.

Qualifications

• 4–8+ years of closing experience (Commercial / Mid-Market).
• Proven success running multi-stakeholder sales cycles.
• Strong outbound, inbound, and deal management skills.
• Deep comfort selling technical SaaS (DevOps / dev tools a big plus).
• Self-directed, organized, and highly accountable.
• "Get stuff done" mentality with strong ownership mindset.
• Bonus: Spanish-speaking

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

Mid-Market closing

Multi-stakeholder sales

Forecasting & pipeline

Technical SaaS sales

Self-directed

Ownership mindset

Spanish speaking

Job description

Location: Chicago

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.

We’re looking for a Mid-Market Account Executive to own larger, more complex deals across scaling tech companies. This role sits at the intersection of product-led growth and consultative sales, working with technical buyers and broader stakeholder groups. You’ll help define how Aikido wins in the mid-market and have meaningful influence on our GTM strategy.

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

Qualifications

• 4–8+ years of closing experience (Commercial / Mid-Market)
• Proven success running multi-stakeholder sales cycles
• Strong outbound, inbound, and deal management skills
• Deep comfort selling technical SaaS (DevOps / dev tools a big plus)
• Self-directed, organized, and highly accountable
• “Get stuff done” mentality with strong ownership mindset
• Bonus: Spanish-speaking

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.

Job title and compensation

• The compensation range for this position is between $200,000 and $250,000, based on full-time employment.
• Actual salaries are based on several factors unique to each candidate, including but not limited to skill set, experience, certifications, and work location.
• Our open positions are based on job competencies that are specific to each role. If you are offered a position, the job title may be different from what is advertised to align with the role's competencies and your specific background, experience, and interview results.