Business Development Professional
ConfidentialTitle: Business Development Representative Location: Rosemont, IL (HQ) / Remote / Hybrid Reports to: Commercial Director/CEO Compensation: $50,000 base salary, $75,000 on-target earnings (OTE) in year one, plus benefits About MileMaker MileMaker builds commercial truck routing and mileage software that helps shippers, brokers, carriers, and 3PLs plan efficient, truck-legal routes and calculate mileage both they and their drivers can agree on. Our customers use MileMaker to negotiate freight rates, forecast fuel surcharges, cut fuel and toll costs, and keep trucks on routes that are safe and legal for their loads. Our roots go back more than a century to Rand McNally, the company that published the first railroad guide and created the highway numbering system still used across the U.S. MileMaker was born inside Rand McNally in 1980, went global in 2009, and became its own company in 2022. Today we power Rand McNally's commercial routing and serve companies such as Walmart, XPO Logistics, Schneider, Caterpillar, Owens Corning, and DISH. Our GIS team maintains one of the most detailed truck routing datasets in North America, including: 8.2 million miles of North American roads across 67 million+ uniquely attributed road segments 240,000+ vertical clearance restrictions and 550,000+ truck-specific weight limits 370,000+ class-specific HAZMAT restrictions 7,000+ truck and fuel stops We offer MileMaker as a cloud web app, web services APIs, an on-premises install with an Excel add-on, and integrations with leading TMS providers. We're headquartered in Rosemont, Illinois, and we pride ourselves on customer success and software that adapts to our customers' business rather than the other way around. Strive to be genuine, reliable, and fun. The Role MileMaker is looking for a driven, coachable Business Development Representative to be the first voice many future customers hear. You'll generate new pipeline through high-volume outbound calling and email to shippers, carriers, brokers, and 3PLs, book qualified meetings for our Account Executives, and help shape the marketing materials behind our sales motion. This is a great fit for someone early in their sales career who wants a clear path into a closing role. What You'll Do Make 40–60 outbound calls per day to transportation and logistics decision-makers, qualifying interest and uncovering pain points around routing, mileage, and freight costs. Run personalized outbound email sequences and follow-ups alongside your calling. Book and confirm discovery meetings for Commercial Director, with clear handoff notes on each prospect's needs and timeline. Qualify leads against our criteria (budget, authority, need, timing) Partner with marketing on sales collateral such as one-pagers, email templates, call scripts, and case studies, using what you hear from prospects. Keep the CRM accurate and current with activity, notes, and lead status. Share market and competitor feedback (e.g., prospects evaluating PC*MILER) with sales and marketing leadership. What We're Looking For 0–2 years of experience in sales, customer service, or another customer-facing role. Experience in trucking, freight, logistics, or B2B SaaS is a plus but not required. Comfort with high-volume phone work and the resilience to handle rejection. Clear, confident written and verbal communication. Strong organization and time management. Curiosity, coachability, and a competitive streak. Familiarity with a CRM (e.g., HubSpot, Salesforce) and sales engagement tools is a plus. What We Offer $50,000 base salary plus uncapped commission, with $75,000 OTE in year one A clear promotion path to Account Executive Hands-on coaching and training Health, dental, vision, PTO, 401(k), etc. Pay: $50,000.00 - $75,000.00 per year Benefits: Dental insurance Health insurance Life insurance Paid time off Vision insurance Work Location: Hybrid remote in Rosemont, IL 60018