Inside Sales Representative

Company: 160 Driving Academy
Location: Chicago
Posted on: February 14, 2026

Job Description:

Job Description Job Description Description: This Inside Sales Specialist is responsible for selling our driver staffing services to trucking companies, fleet operators, and logistics providers across the country. Your primary focus will be building client relationships, identifying hiring needs, and offering tailored driver placement solutions to keep their operations running smoothly. This is a phone- and email-based sales role that requires strong communication, customer service, and consultative selling skills. Requirements: ESSENTIAL DUTIES AND RESPONSIBILITIES: Proactively reach out to prospective and existing clients to promote our truck driver staffing services. Conduct outbound sales calls, emails, and virtual meetings to generate and qualify leads. Develop a deep understanding of client needs and offer customized staffing solutions for CDL-A, CDL-B, and non-CDL driver roles. Manage a pipeline of accounts and drive the full sales cycle from prospecting to closing deals. Collaborate with internal teams, including recruiters and operations , to ensure timely and accurate driver placements. Maintain detailed notes and tracking in Salesforce and meet or exceed KPIs (calls, conversions, revenue). Build strong, long-term relationships with clients to encourage repeat business and referrals . Stay current on industry trends, driver market challenges, and DOT compliance regulations. Participate in team meetings and contribute to sales strategy improvements. As a part of all job duties, employees are entrusted with a permanent mission of research and invention. REPORTING STRUCTURE: Reports to COO · Direct Reports: None EDUCATION AND EXPERIENCE: 1–3 years of inside sales experience, preferably in staffing, transportation, or B2B services. Proven ability to meet or exceed sales quotas in a fast-paced environment. Comfortable making high-volume outbound calls and managing multiple client accounts. Experience in driver staffing or logistics recruiting. Familiarity with CDL licensing, DOT compliance, and trucking operations. QUALIFICATIONS AND SKILLS: Proficiency with sales technologies and CRM platforms (Salesforce preferred). Windows – Word, Excel & PowerPoint Strong follow up Team-oriented with a problem-solving mindset. Excellent communication, persuasion, and relationship-building skills. Ability to execute in a timely manner Able to work autonomously and with little direction Strong listening skills Strong organizational skills and attention to detail. Excellent strategic planning, analytical, and problem-solving skills. All employees are responsible for assuring quality in all they do. The role, including all day-to-day tasks and responsibilities, should therefore be executed while adhering to all applicable policies, procedures and requirements to ensure an optimal level of quality in both our products and services. Equal Opportunity Employer At 160, we strive to build a diverse work force through equal opportunity employment that embraces and leverages the differences each individual has to offer. This job description is only a summary of the typical functions of the job and not intended to be an exhaustive list of all job responsibilities, tasks and duties.

Keywords: 160 Driving Academy, Carol Stream , Inside Sales Representative, Sales , Chicago, Illinois