Skip to main content

Cleo (US)

Sales Development Representative

Chicago, Illinois, United States

Location
Chicago, Illinois, United States
Work
On-site
Employment
Not stated
Level
Not stated
Function
Sales
Pay
From $65K a year (read from the ad)
Posted
10 months ago

Pay and the market here

The top of this role’s range, $65K a year, is 61% below the median of $165K for sales jobs in Chicago (middle half $105K – $240K, 480 jobs that state pay).

589 sales jobs open in Chicago: 30% remote, 189 posted in the last 30 days.

Wondering how well you fit this one? OptiTalent Career checks each requirement against your own record, privately. About OptiTalent Career →

About the role

As a Sales Development Representative, you will play a critical role in supporting the organization’s significant growth while identifying new opportunities for Cleo within prospective accounts. Reporting to Cleo’s Manager of Sales Development, you will be tasked with initiating sales cycles and developing millions of dollars in pipeline for our Sales Team through strategic prospecting and AI-powered outreach. You will become a Cleo product expert, including fluency in Cleo’s AI-driven ecosystem integration capabilities and develop the necessary skills to enjoy a future sales role here at Cleo. This role will require a high level of outbound activity, organization, and smart use of AI tools to maximize your impact.

If you are looking for a career in high-tech/software sales (not just another boring job), then this is the right role for you.

Essential Duties & Responsibilities

  • Work in parallel with assigned Account Executive to identify and prospect in-market net new accounts
  • Generate new business opportunities through outbound campaign activities, including cold-calling, email, and social selling
  • Collaborate with Marketing to drive necessary content creation and any other collateral that will assist in breaking through to targeted accounts
  • Continuously improve knowledge of products, industry trends, and sales techniques to enhance sales development skills
  • Thoroughly qualify prospects to ensure there is a good fit between Cleo and prospective accounts
  • Inspire prospects and create a sense of urgency through clear articulation of Cleo’s value proposition and pain-based selling
  • Consistently achieve or exceed monthly opportunity targets
  • Attain monthly outbound activity expectations for dials, emails, and total touches against targeted accounts
  • Leverage AI-powered intent data and buying signal platforms to prioritize the highest-propensity accounts and personalize outreach at scale
  • Effectively craft tailored messaging for specific accounts based on digital activity identified across multiple platforms, including AI-generated insights surfaced through Cleo’s sales tool stack
  • Use AI-assisted research and account intelligence tools (e.g., ZoomInfo, Clay, 6sense, or similar) to build hyper-targeted prospect lists and uncover relevant triggers before outreach
  • Become proficient in Cleo’s modern sales tech stack: sales engagement and nurturing platforms, AI-powered buying intent tools, and account-based orchestration platforms
  • Be part of one of the best on-the-job SaaS sales training programs in the industry, including hands-on enablement on how to sell Cleo’s AI-driven integration platform

AI Fluency Competencies

  • Know when and how to use AI in the prospecting workflow: decide which tasks to delegate to AI (research, list building, first-draft messaging, call prep, follow-up) and which require human judgment and relationship-building
  • Speak credibly with prospects about how AI and automation are transforming B2B integration and supply chain operations, and connect those trends to Cleo’s platform
  • Stay curious and adaptable: proactively experiment with new AI tools and features, and keep your skills current as the technology evolves

Prerequisites

  • Have received a bachelor’s degree
  • At least one year of related sales experience, demonstrating ability to thrive in a hunter-like sales role
  • Effective verbal and written communication skills
  • Focus on the positive and strive for continual improvement
  • Be results-oriented and driven to carve out a career path within the field of sales
  • Display a strong interest in supply chain trends and technology, including how AI and automation are reshaping B2B integration and logistics
  • Collaborate and operate well in a fast-paced, team-oriented environment
  • Be a quick learner with the ability to solve complex problems
  • Adhere to a strong work ethic and maintain a positive outlook
  • Enjoy learning about the IT / Software industry
  • Comfort using AI tools for prospecting, research, and communication to work smarter and maximize outbound output
  • Local candidates only — This role is On-site

A few things we offer

  • $65,000 annual 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

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 hr@cleo.com.

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.

Source

Posted by Cleo (US) on their own hiring page, job-boards.greenhouse.io. OptiTalent shows it as published, read 07 Nov 2026 11:59 UTC; the original is the reference.

View the original ad ↗

More at Cleo (US)

  • Cleo (US) · United States

    RemoteEntry level$80K – $100K a yearEngineering

    Analyzing data, integration requirements, and business processes needed to design, build, and implement customized solutions for Cleo clients; Working to become an expert on Cleo Integration Suite solution functionality and implementation procedures; Demonstrating excellent…

  • Cleo (US) · Chicago, Illinois, United States

    HybridLead / staff$75K – $85K a yearSales

    Own the technical side of the sales cycle for standard use cases, from first discovery call through close, working alongside the Sales team; Conduct discovery sessions directly with prospective and existing customers to gather business and technology requirements, including…

  • Product Designer

    2 weeks ago

    Cleo (US) · San Francisco, California, United States

    Senior$140K – $160K a yearDesign

    Partner with Product Management and Architecture to define experience strategy across key platform areas — shaping not just what we build, but how intelligent, AI-driven capabilities are surfaced and experienced.; Lead problem framing and user insight development for complex…

  • Product Manager

    4 weeks ago

    Cleo (US) · United States

    RemoteSenior$130K – $150K a yearProduct

    Own the product strategy and roadmap for supply chain orchestration, prioritizing by customer problem, business value, and fit with the platform.; Develop a deep understanding of workflows such as order-to-cash, order fulfillment, shipment execution, and supplier and customer…