Retention Manager Jobs in Wisconsin (NOW HIRING)

Driver Recruiter & Retention ManagerRecruit Top Drivers. Build Lasting Relationships. Drive Workforce Growth.

We're seeking an energetic, people-focused Driver Recruiter & Retention Manager to join our team. In this role, you'll lead driver recruitment, onboarding, engagement, and retention efforts to ensure we attract and retain the professional drivers who are the foundation of our success.

As a key member of our team, you'll develop innovative recruiting strategies, build strong relationships with candidates and drivers, and work closely with operations leadership to support workforce growth and service excellence. Your ability to connect with people, solve staffing challenges, and create a positive driver experience will directly impact employee satisfaction, retention, and organizational success.

This opportunity is ideal for someone who enjoys recruiting top talent, building meaningful relationships, supporting employee growth, and helping drivers build rewarding careers.

Benefits

• Medical, Dental, Vision, and Life Insurance
• 401(k) with Company Match
• Paid Time Off (PTO) and Paid Holidays
• Monday-Friday Schedule
• Career Growth and Advancement Opportunities
• Supportive and Collaborative Work Environment

What You'll Do as a Driver Recruiter & Retention Manager:Driver Recruitment & Talent Acquisition

• Develop and execute recruitment strategies to attract qualified professional drivers.
• Source candidates through job boards, social media, employee referrals, industry networks, workforce partnerships, and community outreach initiatives.
• Manage the full recruitment lifecycle, including sourcing, screening, interviewing, hiring, and onboarding.
• Build and maintain a strong pipeline of qualified drivers to support current and future staffing needs.
• Represent the company at job fairs, recruiting events, CDL schools, workforce development programs, and community events.
• Promote the company's culture, driver benefits, earning opportunities, and career growth potential.
• Partner with operations leaders to understand driver staffing needs and develop effective recruitment plans.
• Develop relationships with local driving schools, training programs, and workforce agencies to create ongoing candidate pipelines.

Driver Onboarding & Candidate Experience

• Serve as the primary point of contact for driver candidates throughout the hiring process.
• Ensure a positive, professional, and engaging candidate experience from first contact through onboarding.
• Coordinate pre-employment requirements, background checks, drug screenings, license verification, and onboarding documentation.
• Partner with operations and training teams to ensure a smooth transition for newly hired drivers.
• Conduct orientation and onboarding activities as needed.
• Maintain regular communication with candidates and newly hired drivers throughout the onboarding process.

Driver Engagement & Retention

• Lead driver retention initiatives focused on increasing satisfaction, engagement, and long-term employment.
• Conduct follow-up check-ins with newly hired drivers during their onboarding and introductory employment periods.
• Build strong relationships with drivers to identify concerns, resolve challenges, and enhance the overall employee experience.
• Gather driver feedback and recommend improvements to recruitment, onboarding, and retention programs.
• Support driver recognition programs and initiatives that celebrate safety, service, performance, and professionalism.
• Collaborate with leadership to promote a positive, inclusive, and driver-focused workplace culture.
• Develop and support retention strategies designed to reduce turnover and improve workforce stability.

Workforce Planning & Recruitment Analytics

• Monitor driver staffing levels, recruitment trends, labor market conditions, and workforce forecasts.
• Track recruitment metrics, hiring activity, retention data, and workforce planning efforts.
• Prepare recruiting and retention reports and provide regular updates to leadership.
• Recommend process improvements that enhance hiring efficiency, candidate quality, and retention outcomes.
• Maintain accurate applicant tracking and recruitment records.
• Collaborate with management on long-term workforce planning strategies.

Leadership & Collaboration

• Partner closely with operations leaders, dispatch teams, training staff, and executive leadership to meet hiring and retention goals.
• Build relationships with community organizations, workforce agencies, driving schools, colleges, and educational institutions.
• Support employer branding initiatives and recruitment marketing campaigns.
• Contribute best practices that strengthen driver recruitment, engagement, and retention outcomes.
• Serve as a trusted recruitment and retention resource for managers and leadership teams.
• Assist in developing recruiting processes, training initiatives, and talent programs that support organizational growth.

Qualifications for a Driver Recruiter & Retention Manager:

• Experience in recruitment, talent acquisition, transportation, driver staffing, human resources, operations, or a related field preferred.
• Experience recruiting CDL or non-CDL drivers is highly desirable.
• Strong communication and interpersonal skills.
• Exceptional relationship-building and networking abilities.
• Experience managing multiple openings and competing priorities in a fast-paced environment.
• Excellent organizational and time-management skills.
• Self-motivated with a results-driven mindset.
• Professional, positive, and team-oriented attitude.
• Detail-oriented and highly dependable.
• Proficiency with applicant tracking systems, recruiting platforms, and sourcing tools preferred.
• Knowledge of driver qualification requirements, employment practices, and recruiting best practices preferred.
• Passion for connecting professional drivers with meaningful career opportunities.

Why Join Us?

• Make a direct impact on organizational growth and operational success.
• Play a key role in attracting and retaining top driving talent.
• Build meaningful relationships with drivers, candidates, and leadership teams.
• Help shape the future of our workforce and company culture.
• Work in a supportive, people-focused environment.
• Enjoy opportunities for professional growth and career advancement.

Apply Today

If you're passionate about recruiting professional drivers, building strong relationships, and helping drivers build successful careers, we'd love to hear from you. Apply today for our Driver Recruiter & Retention Manager position and help build the workforce that drives our organization's continued success.