Account Executive, Mid-Enterprise

Cleo (US)
Chicago, IL

Job Description

Job Description

The Account Executive is a part of Cleo's first-class Sales Team and becomes a product knowledge expert while focusing on selling directly to new and current clients, building pipelines, and identifying key client needs to drive sales growth. You'll leverage AI-powered sales tools and ecosystem insights to prioritize your pipeline, personalize outreach, and close deals faster. We are looking for candidates eager to drive their business, set ambitious goals, and speak fluently about how AI and automation are reshaping supply chain and B2B integration. Cleo is a growing Ecosystem — we want the best and brightest on our team.

What You Will Be Doing
  • Educate and advise clients to build strong, trustworthy relationships with Cleo customers
  • Execute a successful sales process from lead to appointment to close
  • Obtain feedback from clients and adjust messaging to improve downstream execution
  • Meet clients to discuss their needs and complete the execution of the sale
  • Work with SDRs and Account Managers to devise a program that meets client needs and budget
  • Negotiate with clients, solve problems, and make sure deadlines are met
  • Check and report on client Cleo program progress
  • Use AI-driven analytics and intent data to identify high-propensity accounts and prioritize outreach efforts
  • Leverage Cleo's AI-powered platform insights to tailor solution narratives that resonate with each prospect's specific supply chain and integration challenges
  • Collaborate with internal teams to surface AI-generated signals that help anticipate client needs and accelerate deal progression

Your Qualifications
  • Bachelor's degree required
  • Prior experience in an SDR, BDR, or inside sales role
  • Must have EDI experience in the B2B SaaS industry
  • Must be willing to travel 30–40% on average
  • Display a strong interest in outside sales
  • Communicate confidently in person, over the phone, and online
  • Focus on the positive and strive for continual improvement
  • Be ambitious and motivated to achieve results
  • Collaborate and operate well in a fast-paced, team-oriented environment
  • Adhere to a strong work ethic and sense of commitment
  • Enjoy learning about the IT industry
  • Familiarity with AI-assisted sales tools (e.g., Gong, Clari, Salesforce Einstein, or similar) to manage pipeline health and forecast accuracy
  • Comfort using AI tools for research, prospecting, and communication to maximize efficiency and output
  • Curiosity about how AI and automation are reshaping supply chain, EDI, and B2B integration — and the ability to speak to those trends confidently with prospects

A Few Things We Have to Offer
  • $90,000 to $120,000 Base Salary + commission opportunity
  • Great Healthcare + Dental + Vision
  • Flexible PTO
  • Culture of support, encouraging Life-Work balance
  • 401k match
  • FSA and HSA options
  • Employee Assistance Program
  • Paid Parental Leave
  • Representing a company with 4,000+ clients and a 99% retention rate
  • Accelerated title and salary growth potential
  • A fun and energetic work environment that makes you excited to go to work every day
  • Access to cutting-edge AI sales enablement tools to help you hit quota smarter, not just harder

We use artificial intelligence (AI) tools to assist in certain stages of our recruitment process, such as resume screening and candidate matching. These tools are designed to support fair and consistent evaluations. If you have questions about this process or would like to request an alternative assessment method, please contact us at [email protected].

Cleo Communications US, LLC is an equal opportunity/affirmative action employer, and all qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability status, protected veteran status, or any other characteristic protected by law.

Posted 2026-07-04

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