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Independent Contractor Cross Country Van Driving Jobs

Wayland Academy

Cross Country Coach

Beaver Dam, WI

As an independent contractor, the Head Coach provides leadership in all aspects of the Cross Country program while promoting integrity, sportsmanship, academic achievement, player development, and ...

Schroeder Moving

Independent Contractor

Appleton, WI · On-site

Independent Contractor We are seeking experienced Independent Contractor Drivers for both household ... Clean driving record and strong safety history * Experience with household goods and/or dry van ...

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How much do independent contractor cross country van driving jobs pay per week?

As of Aug 7, 2026, the average weekly pay for independent contractor cross country van driving in the United States is $1,089.33, according to ZipRecruiter salary data. Most workers in this role earn between $721.15 and $1,211.54 per week, depending on experience, location, and employer.

What are some common challenges faced by independent contractor cross country van drivers, and how can they be managed?

Independent contractor cross country van drivers often face challenges such as long hours on the road, managing tight delivery schedules, and dealing with vehicle maintenance independently. Staying organized with route planning and time management is key to meeting deadlines and reducing stress. Additionally, building a support network of mechanics and using reliable navigation tools can help drivers handle unexpected issues and keep their business running smoothly.

What is an independent contractor cross country van driver?

An Independent Contractor Cross Country Van Driver is a self-employed professional who transports goods or cargo across long distances using a van. Unlike company drivers, independent contractors operate as their own business, often providing their own vehicle and setting their own schedules. They may work with logistics companies, moving services, or directly with clients, and are responsible for managing expenses, taxes, and compliance with transportation regulations. This role offers flexibility and the ability to choose which assignments to take. However, it also requires strong organizational skills and a solid understanding of the transportation industry.

What are the key skills and qualifications needed to thrive as an independent contractor cross country van driver?

To thrive as an Independent Contractor Cross Country Van Driver, you need a valid driver's license, a clean driving record, strong navigation skills, and often experience with long-haul driving. Familiarity with GPS systems, electronic logging devices (ELDs), and basic vehicle maintenance tools is typically required. Reliability, time management, self-motivation, and effective communication with clients or dispatchers are important soft skills. These abilities ensure timely deliveries, regulatory compliance, and safe, efficient transportation across long distances.

How to become an independent contractor cross country van driver?

To become an independent contractor cross country van driver, you typically need a valid driver's license, a clean driving record, and a reliable vehicle that meets company or client standards. You may also need to obtain appropriate insurance, pass background checks, and have good navigation and time management skills. Registering as a sole proprietor or forming a business entity can help establish your independent contractor status.
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Independent Contractor Cross Country Van Driving jobs near you
Infographic showing various Independent Contractor Cross Country Van Driving job openings in the United States as of August 2026, with employment types broken down into 66% Full Time, 32% Part Time, and 2% Contract. Highlights an 96% Physical, 1% Hybrid, and 3% Remote job distribution, with an average salary of $56,645 per year, or $27.2 per hour.

Cross Country Coach

Wayland Academy

Beaver Dam, WI

Contractor

Posted 6 days ago

Job description

Summary

Wayland Academy is an independent, coeducational college preparatory boarding and day school founded in 1855. The Head Cross Country Coach serves as the leader of the Academy's Cross Country program and is responsible for developing a competitive, student-centered program that reflects the Academy's mission of Knowledge and Character. As an independent contractor, the Head Coach provides leadership in all aspects of the Cross Country program while promoting integrity, sportsmanship, academic achievement, player development, and community engagement.

Essential Functions
  • Provide overall leadership, organization, planning, and administration of the Cross Country program.
  • Develop a long-term vision aligned with the Academy's mission and athletic philosophy.
  • Plan and supervise practices emphasizing skill development, conditioning, player safety, and sportsmanship.
  • Teach Cross Country fundamentals, advanced strategies, and leadership skills.
  • Monitor academic progress and encourage student success.
  • Develop game plans and oversee all aspects of competition.
  • Recruit, mentor, supervise, and evaluate assistant coaches.
  • Promote participation and assist with student recruitment when appropriate.
  • Communicate effectively with students, parents, faculty, administration, officials, and the community.
  • Ensure compliance with all WIAA, conference, and Academy policies.
  • Maintain equipment accountability and assist with budget recommendations.
  • Promote athlete health, safety, and well-being.
Additional Responsibilities and Expectations
  • Attend coaches' meetings and professional development opportunities.
  • Represent Wayland Academy with professionalism.
  • Support the Academy through admissions and community events as requested.
  • Perform additional coaching-related duties mutually agreed upon in the contract.
Accountability Metrics
  • Program growth and student participation
  • Student-athlete retention
  • Academic success of team members
  • Sportsmanship and culture
  • Compliance with policies
  • Assistant coach development
  • Positive community engagement
Competencies
  • Leadership and mentoring
  • Communication
  • Strategic planning
  • Organization
  • Relationship building
  • Integrity and professionalism
  • Conflict resolution
  • Commitment to student development
Required Education and Experience
  • High school diploma required; bachelor's degree preferred.
  • Previous cross country coaching experience.
  • Demonstrated leadership and organizational ability.
  • Ability to obtain required certifications and pass background screening.
Preferred Education and Experience
  • Head coaching experience.
  • Independent or boarding school experience.
  • CPR, AED, and First Aid certification.
Independent Contractor Requirements
  • This position is an independent contractor engagement and is not eligible for employee benefits.
  • Contractor is responsible for all applicable taxes and obligations associated with independent contractor status.
  • Maintain all required certifications throughout the contract period.
  • Successfully complete required background screening before providing services.
Equal Employment Opportunity
  • Wayland Academy is committed to providing equal opportunity and maintaining an environment free from discrimination and harassment.