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Agent Development Director

CRST The Transportation Solution, Inc.
Chicago, IL Remote Full Time
POSTED ON 9/18/2026
AVAILABLE BEFORE 1/15/2027

Agent Development Director
Remote (Midwest)

About CRST
CRST is celebrating 70 years of grit, growth, and forward momentum — a legacy built on safety, integrity, and delivering on our commitments. At CRST, you'll be part of a team backed by a company committed to operational excellence, strong partnerships, and long-term success.
The Opportunity

CRST is seeking an Agent Development Director to own top-line revenue growth across our Flatbed Solutions and brokerage network. This isn't a transactional sales role - it's a strategic position for someone who understands how to build scalable agent networks while simultaneously developing customer freight opportunities that keep capacity flowing.

You'll recruit and develop high-performing agents and fleet owners, close new customer accounts, and ensure both sides of the equation work together to drive profitable growth. This is a role for someone who thinks like a business builder, not just a salesperson - someone who understands pricing dynamics, competitor positioning, and market trends well enough to know where to invest their time and which partnerships will drive long-term value.

How You'll Work

  • Location: Remote, but candidates must be based in the Midwest
  • Travel: Variable, based on market coverage and partnership development needs
  • Compensation: Competitive compensation package. Additional details will be discussed with qualified candidates during the interview process.
  • Incentive Eligibility: Performance-based bonus and commission structure
  • Benefits: Comprehensive package including medical, dental, and vision coverage; prescription drug and telemedicine services; company-paid life and disability insurance; retirement savings with company match; paid time off, holidays, and parental leave; plus additional voluntary benefits and employee discounts

What You'll Do

  • Recruit, onboard, and develop high-performing agents and fleet owners with full accountability for revenue production across the network
  • Build and manage a disciplined agent pipeline informed by regional market analysis and growth opportunities
  • Own the complete customer sales cycle - prospecting, negotiation, and contract execution - to secure new business
  • Ensure consistent loading opportunities that attract and retain quality capacity across your regional network
  • Analyze market conditions, pricing trends, and competitor activity to inform both agent recruiting and customer targeting strategies
  • Maintain real-time CRM accuracy with daily updates to pipeline visibility, forecasting, and performance tracking for both agent and customer revenue streams
  • Partner cross-functionally with operations, pricing, and sales leadership to ensure service commitments are operationally executable
  • Develop strategic relationships with agents and customers that create durable, long-term partnerships
  • Align customer freight opportunities with capacity strategy to drive network growth
  • Travel as needed to build relationships, close deals, and support network development

What Great Looks Like

  • Consistent top-line revenue growth from both agent production and customer freight acquisition
  • A robust pipeline of qualified agents and customers that demonstrates predictable, scalable growth
  • High agent retention and productivity driven by consistent loading opportunities and strong relationship management
  • Accurate forecasting and CRM discipline that gives leadership clear visibility into revenue trajectory
  • Strategic market coverage that positions CRST competitively in key regions and lanes
  • Operational partnerships that translate sales commitments into reliable service execution

What You Bring

  • Demonstrated experience in transportation, logistics, brokerage, or agent-based sales environments
  • Proven track record of driving top-line revenue through relationship-based selling and network development
  • Experience managing the full sales cycle from initial outreach through contract negotiation and closing
  • Exposure to independent agents, fleet owners, or carrier networks with an understanding of what motivates and retains quality capacity
  • Proficiency with CRM platforms, reporting tools, and Microsoft Office Suite
  • High school diploma or equivalent

Going the Extra Mile

  • Four-year degree or equivalent work experience with demonstrated success in revenue generation
  • Experience across flatbed, brokerage, or multi-modal transportation environments
  • Strategic selling capability with a track record of aligning customer opportunities to capacity strategy and long-term network objectives

Core Values

  • Safety at the Core of All We Do
  • Integrity in Every Decision and Action
  • Commitment to the Success of Employees, Customers, Agents, Contractors, and Communities
Equal Opportunity Employer: CRST The Transportation Solution, Inc. is an equal opportunity employer. We consider all qualified applicants for employment without regard to age, color, creed, disability, genetic information, military or veteran status, national origin, race, religion, sex, or any other status protected by applicable federal, state, or local laws.

Equal Opportunity Employer
This employer is required to notify all applicants of their rights pursuant to federal employment laws. For further information, please review the Know Your Rights (https://www.eeoc.gov/poster) notice from the Department of Labor.

Benefits:

Health Insurance, 401K Plan, Vacation & Paid Time Off

Salary : $77,363 - $127,767

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