The Sales Development Representative will identify and prospect new accounts, generate sales opportunities, and collaborate with marketing, while achieving monthly targets.
At Cleo, we are not only passionate about helping our customers reach success, but we are also passionate about our team members. We foster innovation in a thriving, high-velocity work environment. Our team members are among the best and the brightest, working in an environment where strategy, technology, and marketing intersect to create amazing products.
We are looking for builders, innovators, and fast-trackers to join our talented marketing and sales team.
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.
What You Will Be Doing
Your Qualifications
A few things we have to offer:
We are looking for builders, innovators, and fast-trackers to join our talented marketing and sales team.
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.
What You Will Be Doing
- 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
Your Qualifications
- 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 have to 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
Cleo Chicago, Illinois, USA Office
111 W. Jackson , Chicago, IL, United States, 60604
Similar Jobs at Cleo
Cloud • eCommerce • Information Technology • Professional Services • Software
The Solutions Architect leads the technical sales cycle, uncovers supply chain inefficiencies, and designs integration solutions while advising executives.
Top Skills:
Cloud Integration SoftwareEdiJSONOn-Premises Integration SoftwareRest ApisSoap ApisXML
Cloud • eCommerce • Information Technology • Professional Services • Software
Lead product strategy and execution: discover customer needs, define requirements and prototypes, prioritize roadmaps, work with engineering to deliver features, drive launches and go-to-market, and evangelize products while soliciting customer feedback to improve experience and growth.
Top Skills:
Ai TechnologiesSaaSSoftware Development
Cloud • eCommerce • Information Technology • Professional Services • Software
The Account Executive will build relationships with clients, manage sales processes, and leverage AI tools to drive sales in the B2B environment.
Top Skills:
Ai Sales ToolsB2B SaasClariEdiGongSalesforce Einstein
What you need to know about the Chicago Tech Scene
With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory

