Recruiting & Engagement Supervisor
About The Position
Crossroads Courier is seeking a hands-on Recruiting & Engagement Supervisor to lead the team responsible for attracting, activating, engaging, and retaining independent contractor drivers across multiple markets. The supervisor leads three direct reports, travels regularly to company markets, and balances coaching and team leadership with frontline recruiting and operational support. The role sets market recruiting priorities, improves driver experience and retention, oversees driver orientations and related processes, and provides leadership with performance data and recommendations.
Requirements
- At least 5 years of relevant recruiting, staffing, workforce operations, orientation, or contractor-relations experience.
- At least 2 years leading people, programs, or multi-market recruiting work.
- Demonstrated ability to improve recruiting, activation, quality, or retention outcomes.
- Strong coaching, facilitation, communication, and cross-functional partnership skills.
- Ability and willingness to travel regularly and step into frontline work when needed.
Nice To Haves
- Independent contractor, transportation, logistics, staffing, or field-workforce experience.
- OpenForce or comparable contractor settlement platform experience.
- Experience with Indeed, Zoho Recruit/CRM, CXT, Zello, screening, surveys, or dashboards.
- Curriculum development, training, vendor management, or process-governance experience.
Responsibilities
- Lead, coach, and develop the Recruiting & Engagement team across multiple markets.
- Set market priorities and sourcing strategies based on validated driver demand.
- Set expectations and hold the team accountable for show rate, activation, engagement, early loss, and 90-day driver retention.
- Analyze driver turnover and partner with Operations to identify root causes and execute targeted action plans.
- Manage driver sourcing projects tied to new customer onboarding, including strategy, work distribution, monitoring results, and additional sourcing efforts.
- Develop and maintain a department best-practices toolbox covering vehicle requirements, sourcing strategies, and market-specific recruiting practices.
- Evaluate the driver experience by completing the process from the driver’s perspective and identify ways to reduce friction.
- Implement improvements to the driver experience, preventable early loss, 90-day retention, and conversion through the driver journey.
- Support frontline driver recruiting, screening, orientation, activation, engagement, and advanced driver orientation when needed.
- Own the content and administration of new and advanced driver orientation curriculum and coordinate client route orientations with Operations.
- Travel to divisions to audit recruiting and engagement practices, evaluate the driver experience, and provide team feedback.
- Own driver issue resolution, including settlement escalations, platform access, support coordination, and workflow governance.
- Oversee vendors and platforms supporting contractor sourcing, settlements, communication, and orientation, including Indeed, Open Force, CXT, Zello, and Zoho Recruit.
- Provide leadership with scorecards, risks, trends, and data-driven performance recommendations.
Benefits
- Annual bonus opportunity of up to $4,000, paid quarterly.
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What This Job Offers
Job Type
Full-time
Career Level
Manager
Education Level
No Education Listed
