Sales Development Representative New Chicago, IL

Sales Development Representative
- Chicago-

Chicago, IL

Why project
44?

At project
44,
we believe in better.

We challenge the status quo because we know a better supply chain isn’t just possible—it’s essential. Better for our customers. Better for their business. Better for the world.

With our Decision Intelligence Platform,
Movement , we’re redefining how global supply chains operate. By transforming fragmented logistics data into real-time, AI-powered insights, we empower companies to connect instantly, see clearly, act decisively, and automate intelligently. Our Supply Chain AI enhances visibility, drives smarter execution, and unlocks next-gen applications that keep businesses moving forward.

Headquartered in Chicago, IL, with a 2nd HQ in Bengaluru, India, we are powered by a diverse global team that is tackling the toughest logistics challenges with innovation, urgency, and purpose. If you’re driven to solve meaningful problems, leverage AI to scale rapidly, drive impact daily, and be part of a high-performance team – we should talk.

As a Sales Development Representative at project
44, you will be responsible for inbound lead qualification and outbound prospecting within the North America region - into and through the sales funnel and setting up sales qualified appointments. You are held accountable by daily activity and call metrics along with quarterly quotas. You are a passionate and well-organized sales development representative with experience in selling enterprise software (SaaS). You are excited about the product you are representing and have the grit and tenacity required while succeeding in a fast-paced environment.

AI at project
44

We expect every project
44 team member, regardless of role or function, to actively leverage AI in their day-to-day work. Whether you’re building product, serving customers, managing people, or running operations, AI is a tool you’re expected to use with intent, curiosity, and judgment. We don’t expect everyone to be a data scientist. We do expect everyone to be an intelligent user of AI: able to identify where it adds value, direct it effectively, evaluate outputs critically, and govern it responsibly.

We invest in our team’s AI fluency because we believe it’s a competitive advantage for every person at project
44, not just our engineers.

In-office Commitment: Our office is where ideas spark, connections thrive, and innovation comes alive. We are looking for candidates who are enthusiastic and committed to joining our team on-site, in our beautiful headquarters four days a week. Together, we’re building something extraordinarily learn, grow, and thrive in our fast-paced, transformative environment.

• Evangelize project
  44 to prospects and qualify them for the sales team
• Respond to requests from inbound leads in a timely manner and conduct qualification calls
• Book qualified meetings with prospects for the sales team
• Collaborate and iterate on inbound emails and messaging
• Target and prioritize prospects within our CRM for re-engagement
• Efficiently use Salesforce to research accounts, identify key contacts and reach out (cold call) to prospective customers
• In-office Commitment:
  Our office is where ideas spark, connections thrive, and innovation comes alive. We are looking for candidates who are enthusiastic and committed to joining our team on-site, in our beautiful headquarters four days a week . Together, we’re building something extraordinary—learn, grow, and thrive in our fast-paced, transformative environment.

• Experience in demand gen or cold call sales in enterprise software, SaaS or logistics
• Competitive nature - should be eager to learn and win.
• Direct experience with  and Sales Loft a plus
• Superior pre-call planning, opportunity qualification, and objection handling skills
• Solid communications skills - both verbal and written
• Positive and energetic phone skills, excellent listening skills.
• Outstanding attention to detail with superior time and project management skills
• Experience using AI to enhance demand gen efforts and improve outreach in enterprise SaaS or logistics is a plus.

We continually…