Sales Director

Director of Sales Fort Wayne, IN, Indianapolis, IN or Naperville, IL (On-Site) $100,000-$130,000 Base + Uncapped Commission Build a Sales Organization. Drive Growth. Make an Impact. If youve successfully built high-performing sales teams in the freight brokerage or transportation industry and youre ready to help scale something bigger, this is your opportunity. Circle Logistics is looking for a Director of Sales to lead, develop, and grow a world-class sales organization. This isnt a role where youll inherit a mature machine—youll help build one. Youll have the autonomy to shape strategy, hire exceptional talent, develop future leaders, and drive meaningful revenue growth while partnering directly with executive leadership. If youre passionate about coaching people, protecting margins, winning enterprise business, and creating repeatable sales success, we want to talk. Why Circle Logistics? Circle Logistics has grown from a small entrepreneurial startup into a Top 35 U.S. freight brokerage generating more than $500 million in annual revenue —and were just getting started. What We Offer Competitive Base Salary ($100K-$130K) Uncapped Commission Outstanding Career Growth Opportunities Ongoing Leadership Development & Training Comprehensive Benefits Package Medical Dental Vision Life Insurance Disability Insurance Paid Time Off & Paid Holidays Our success is built on three promises: ✅ No Fail Service ✅ Personalized Communication ✅ Innovative Solutions Our culture rewards people who think like owners, embrace accountability, and want to help build something exceptional. What Youll Own As Director of Sales, youll be responsible for building both revenue and people. Sales Strategy & Growth Develop go-to-market strategies and market segmentation Design territories and establish quota plans Drive enterprise sales and new customer acquisition Lead executive-level negotiations and contract renewals Own pricing strategy while protecting gross margin Leadership & Team Development Recruit, hire, and develop top-performing sales talent Build and mentor a team of Inside Sales Managers Coach managers and individual contributors to consistently exceed goals Create onboarding, ramp-up, and career development plans Build a strong leadership bench for future growth Performance & Execution Maintain healthy pipeline coverage and forecast accuracy Implement disciplined CRM processes and activity standards Utilize data and KPIs to improve sales performance Partner closely with Operations, Carrier Sales, Pricing, and Finance to ensure exceptional customer execution What Success Looks Like Consistent revenue and gross profit growth Highly accurate sales forecasting Faster ramp time for new hires Increased win rates and customer acquisition High-performing, accountable sales organization Strong culture of coaching and continuous improvement What Were Looking For 3-5+ years of sales leadership experience within freight brokerage, 3PL, transportation, or related B2B logistics Proven success leading and scaling high-performing sales teams Strong enterprise sales and executive relationship management experience Deep understanding of pricing strategy and gross profit management Experience developing repeatable sales processes and coaching frameworks Data-driven leadership style with strong CRM discipline Outstanding communication and executive presence Ready to Build Something Bigger? If youre looking for a leadership role where youll have the freedom to build teams, influence strategy, and help shape the future of one of the fastest-growing logistics companies in the country, wed love to hear from you. Apply today and help lead the next chapter of growth at Circle Logistics.