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Circle Logistics, Inc · Naperville, Illinois
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 you've successfully built high-performing sales teams in the freight brokerage or transportation industry and you're 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 isn't a role where you'll inherit a mature machine—you'll help build one.
You'll have the autonomy to shape strategy, hire exceptional talent, develop future leaders, and drive meaningful revenue growth while partnering directly with executive leadership.
If you're 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 we're just getting started.
What We Offer
Competitive Base Salary ($100K-$130K)
Uncapped Commission
Outstanding Career Growth Opportunities
Ongoing Leadership Development & Training
Comprehensive
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 You'll Own
As Director of Sales, you'll 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 We're 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
Deep understanding of pricing strategy and gross profit management
Data-driven leadership style with strong CRM discipline
Outstanding communication and executive presence
Ready to Build Something Bigger?
If you're looking for a leadership role where you'll have the freedom to build teams, influence strategy, and help shape the future of one of the fastest-growing logistics companies in the country, we'd love to hear from you.
Apply today and help lead the next chapter of growth at Circle Logistics.
Details
| Company | Circle Logistics, Inc |
| Location | Naperville, Illinois |
| Type | FULL TIME |
| Niche | Full-time |
| Salary | $1,00,000 – $1,00,000 / yr |