Enterprise Account Executive

Executive Integrity Ltd.; Chicago (IL); On-site; USD 150,000 - 260,000; Full time

Benefits offered by this job

50/50 base with uncapped commission

Accelerators for big wins

Stock options

Liquidity event payout

Ramp draw

Job summary

Executive Integrity seeks an Enterprise Account Executive to own the Midwest territory from Chicago to Milwaukee, the Twin Cities and St. Louis, in a hybrid role.

You will close 250k+ transformation deals with VP and C-suite buyers in supply chain, transportation and IT, while converting live pipelines and shaping the regional GTM plan with leaders.

A proven track record of 7+ years carrying an enterprise quota and a data-led, hunter mindset is required.

Qualifications

• 7+ years carrying an enterprise quota with consistent attainment.
• Deep transportation or TMS domain knowledge.
• Hunter mindset capable of building and running a territory plan.
• Polished and data-driven with measurable results.
• Tenure that demonstrates sustained success.

Responsibilities

• Own a Midwest territory from Chicago to Milwaukee, the Twin Cities and St. Louis.
• Close 250k+ transformation deals with VP and C-suite buyers in supply chain, transportation and IT.
• Convert live pipeline of near-close installs and open new logos.
• Shape the regional GTM plan in collaboration with leadership.

Skills

Enterprise sales

Territory planning

Stakeholder management

Data-led selling

Job description

1. Job Advert

Job Title: Enterprise Account Executive · Location: Chicago Metro (hybrid) Preferred

The Opportunity

A leading supply chain visibility and AI platform needs a proven enterprise seller to own its Midwest patch. The leadership team has been clear: this seat goes to an adult in the room, a seasoned seller with a record of repeated wins, not a first-time enterprise rep. The territory comes with an existing book, installs close to the line and prospects already engaged.

The Impact You Will Have

• Own a Midwest territory of enterprise shippers end to end, from Chicago out to Milwaukee, the Twin Cities and St. Louis
• Close $250k+ transformation deals with VP and C-suite supply chain, transportation and IT buyers
• Convert a live pipeline of near-close installs while opening net-new logos
• Shape the go-to-market plan for the region with the RVP and SVP of Sales

What Success Looks Like

• 7+ years carrying an enterprise quota, with sustained attainment year on year
• Deep transportation or TMS domain knowledge, able to hold a room of 25-year industry lifers
• A hunter who builds and runs a territory plan without a large enablement team behind them
• Polished, prepared and data-led, with numbers that actually land
• Tenure that tells a story of success, not movement

What Is on Offer

• Competitive base with a 50/50 split, uncapped commission
• Accelerators that reward big wins, including a seven-figure bonus on the largest deals
• Stock options plus a cash plan that pays out on a liquidity event
• A draw to keep you whole while you ramp, and a lean team where individual output is seen

Who are we?

Executive Integrity is a global executive search and recruitment consultancy for a more sustainable world with a focus on talent within the Maritime and Renewable Energy sectors. We give a proportion of all our profits to Renewable World, a charity that develops affordable and innovative renewable energy solutions to poverty-stricken communities.