Enterprise SaaS SDR — Hybrid Chicago

Project44; Chicago (IL); On-site; USD 45,000 - 65,000; Full time

Benefits offered by this job

Stock options

Bonus/commission eligibility

Health, dental, and vision coverage

Job summary

project44 in Chicago, IL is seeking a Sales Development Representative to qualify inbound leads and prospect outbound opportunities within North America, guiding prospects through the sales funnel and setting up qualified appointments. You will be held accountable by daily activity and quotas in a fast‑paced, AI‑driven environment.

This on‑site role requires four days a week at our headquarters and offers a base salary range of $45,000–$65,000 plus commissions, with stock options and a

Qualifications

• Experience in demand gen or cold call sales in enterprise software, SaaS or logistics.
• Direct experience with Salesforce.com and SalesLoft.
• 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.
• Experience using AI to enhance demand gen efforts and improve outreach in enterprise SaaS or logistics is a plus.

Responsibilities

• 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.

Skills

Demand gen / cold call sales

Communication skills

Pre-call planning

Time management

Cold calling

Tools

Salesforce.com

SalesLoft

Job description

project44 in Chicago, IL is seeking a Sales Development Representative to qualify inbound leads and prospect outbound opportunities within North America, guiding prospects through the sales funnel and setting up qualified appointments. You will be held accountable by daily activity and quotas in a fast‑paced, AI‑driven environment.

This on‑site role requires four days a week at our headquarters and offers a base salary range of $45,000–$65,000 plus commissions, with stock options and a