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
Numbers & Facts
Location
Chicago, IL
Skills
Artificial Intelligence (AI)unmatched
Automationunmatched
Boringunmatched
Business-to-Business (B2B)unmatched
Campaignsunmatched
Cold Calling Skillsunmatched
Communication Skillsunmatched
Content Developmentunmatched
Continuous Improvementunmatched
Ecosystemsunmatched
Establish Prioritiesunmatched
Exceeded Sales Goalunmatched
Flexible Spending Accountsunmatched
Healthcareunmatched
High Tech Industryunmatched
Industry/Trade Analysisunmatched
Information Technology & Information Systemsunmatched
Information Technology Softwareunmatched
Logisticsunmatched
Marketingunmatched
Multiplatform/Cross-Platformunmatched
Presentation/Verbal Skillsunmatched
Problem Solving Skillsunmatched
Productivity Managementunmatched
Revenue Growthunmatched
Salesunmatched
Sales Cycleunmatched
Sales Managementunmatched
Sales Pipelineunmatched
Sales Prospectingunmatched
Sales Strategyunmatched
Sales Toolsunmatched
Software Salesunmatched
Software as a Service (SaaS)unmatched
Supply Chainunmatched
Supply Chain Operationsunmatched
Team Playerunmatched
Technical Salesunmatched
Training Programunmatched
Writing Skillsunmatched
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