Sales Development Representative- Chicago Based

Why LSP44?

LSP44 is the AI-native agent and API infrastructure company for logistics service providers - the 3PLs, freight forwarders, and brokers who move the world’s freight. Built on more than a decade of the largest logistics data graph and carrier network on Earth (280,000+ carriers, 1.5 billion shipments, 706 million carrier events processed daily), LSP44 gives LSPs the AI agents, carrier infrastructure, and developer capabilities to embed intelligence directly into their own products and workflows.

LSP44 isn’t a startup chasing a market - it’s the original infrastructure project44 built starting in 2014, and nine of the world’s ten largest logistics service providers already run on it. LSP44 launched profitable on day one, with its own sales, engineering, and product leadership, and a mandate to move at the speed of the LSPs it serves.

If you want to build technology that ships in days instead of quarters, that LSPs embed directly into how they operate, and that’s grounded in more data and context than anyone else in the category - we should talk.

AI at LSP44

Every LSP44 team member is expected to be an intelligent, hands-on user of AI - and for Product, that bar is even higher: the products you’re defining are AI agents. We don’t expect everyone to be a data scientist, but we do expect everyone to identify where AI adds value, direct it effectively, evaluate its outputs critically, and govern it responsibly, in your own workflow and in the products you build.

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.

Key Accountabilities

• Evangelize project44 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.

Requirements & Preferred Skills

• 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 Salesforce.com and SalesLoft 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.

Compensation and Benefits

We continually evaluate our pay ranges to reflect skills, experience, and market conditions. The base salary offered will be determined by assessing a candidate’s experience and skills relative to the scope and responsibilities of the position, as well as the specific geographic location where the job will be performed. Base salary is one component of project44’s total compensation package, which also includes stock options for all EOR and project44-employed team members, bonus or commission eligibility depending on role, and a benefits package tailored to your country of employment. Specific benefits package offerings vary by country and may include health, dental, and vision coverage, retirement plans, and paid time off, in line with local market standards and statutory programs. The base salary range for this position is $45,000 – $65,000 plus commissions.

Diversity & Inclusion

At project44, we're designing the future of how the world moves and is connected through trade and global supply chains. As we work to deliver a truly world-class product and experience, we are also intentionally building teams that reflect the unique communities we serve. We’re focused on creating a company where all team members can bring their authentic selves to work every day.

We’re building a company that every one of us at project44 is proud to work for, and our journey of becoming a more diverse, equitable and inclusive organization, where all have a sense of belonging, is shaped through the actions of our leadership, global teams and individual team members. We are resolute in our belief that each team member has an equal responsibility to mold and uphold our culture.

project44 is an equal opportunity employer seeking to enrich our work environment by creating opportunities for individuals of all backgrounds and experiences to thrive. If you share our values and our passion for helping the way the world moves, we’d love to review your application!

For any needed accommodations during the hiring process, please email recruiting@project44.com. Even if you don’t meet 100% of the above job description, you should still seriously consider applying. Studies show that you can still be considered for a role if you meet just 50% of the role requirements.

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