Manager of Customer Success

Circle LogisticsOrlando, FL

About The Position

About the Role We are seeking a high-energy, sales-driven leader to oversee a team of customer-facing sales representatives within our growing freight brokerage operation. This role is ideal for someone who thrives in a fast-paced environment, enjoys developing people, and knows how to build structure, accountability, and momentum within a sales team. This leader will be responsible for driving outbound prospecting activity, coaching reps through customer acquisition efforts, supporting onboarding of new accounts, and helping grow and retain customer relationships after the sale. This is a hands-on leadership role for someone who can balance performance management, sales coaching, and customer relationship development while creating a strong, positive culture within their pod.

Requirements

  • Previous experience in freight brokerage, logistics, transportation, or B2B sales leadership
  • Strong outbound sales mentality with the ability to motivate and drive activity
  • Excellent communication, relationship-building, and problem-solving skills
  • Ability to thrive in a fast-paced, high-accountability environment
  • Comfortable managing performance metrics, KPIs, and pipeline activity
  • Strong organizational skills and ability to balance team leadership with customer involvement

Nice To Haves

  • Experience managing, mentoring, or coaching sales teams preferred
  • Experience with CRM systems and transportation/logistics platforms preferred

Responsibilities

  • Lead, coach, and develop a team of customer-facing sales representatives
  • Drive outbound prospecting efforts, including cold calling, lead generation, and customer outreach activity
  • Monitor daily activity metrics, pipeline health, and overall sales performance
  • Support reps in building and managing customer relationships from initial contact through onboarding and ongoing account growth
  • Assist with customer strategy, escalation management, and account retention efforts
  • Conduct regular one-on-ones, call coaching, and performance reviews
  • Create accountability and consistency around sales process execution
  • Partner closely with operations and carrier teams to ensure a strong customer experience and service execution
  • Help develop and improve sales processes, onboarding materials, and best practices for the team
  • Foster a competitive, collaborative, and growth-oriented team culture

Benefits

  • Competitive compensation structure and career advancement opportunities
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