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Rossum Ltd.

Enterprise Account Executive (Chicago)

Rossum Ltd., Chicago, Illinois, United States, 60290

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Rossum is transforming how businesses handle

document processing and automation

with our AI-powered platform. By eliminating manual data entry and streamlining workflows, we help enterprises across industries—from finance and logistics to healthcare and manufacturing—drive efficiency and scale operations. The US market is Rossum’s fastest growing market and we’re looking for an

Enterprise Account Executive

based in

Chicago or Charlotte

to drive revenue growth by selling our solution to enterprise clients whilst working with the US team. What You’ll Do: Develop and execute a strategic sales plan to exceed revenue targets in the US market.

Identify, prospect, and build relationships with decision-makers in finance, operations, and IT teams at enterprise organizations.

Manage an enterprise sales motion from prospecting to close, working closely with C-level stakeholders and procurement teams.

Leverage partnerships and alliances to drive sales, collaborating with technology and service partners to expand reach and accelerate deal cycles.

Understand customer pain points across finance automation, supply chain, and other document-heavy processes, positioning Rossum as a game-changing solution.

Work closely with marketing, product, and customer success teams to drive adoption

Deliver product demos that showcase the efficiency and impact of our AI-driven platform.

Negotiate pricing, contracts, and terms to achieve win-win outcomes.

Keep up with trends in AI, automation, and intelligent document processing to drive meaningful conversations with prospects.

What You’ll Need: 3+ years of experience in

SaaS enterprise sales , preferably in

document automation, AI, or workflow transformation .

Understanding of

channel sales, alliances, and working with technology/service partners

to influence deals.

Ability to navigate long, complex sales cycles with multiple stakeholders.

Experience using a structured sales methodology (e.g., MEDDPICC, Challenger, SPIN).

Ability to build strong relationships, influence decision-makers, and articulate Rossum’s value proposition.

Comfortable working in a high-performance culture with accountability for revenue targets.

What we offer: 20 days of vacation

Health Benefits: Medical (Aetna), dental (Guardian) and vision (VSP)

401k: Employer matching 100% contribution of 100% of the employee deferral up to 6% of eligible compensation, made each pay period

Flexible working hours

Employee Stock Option Plan

Location:

We are hiring for this role in

Chicago or Charlotte Metro Area. If you’re passionate about

AI, automation, and driving enterprise growth , we’d love to hear from you!

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