Crazy Running Hampton Roads

Get ready because we are bringing the fun to running! Our 8-week programs include 60-minute sessions of running, stretching, strength training, plyometrics, and speed development. At Crazy Running, we’re dedicated to sparking athletic lifestyles and improving community health through fun, age-appropriate fitness.

Play Crazy, Run Hard!

Key Benefits:

  • Boost speed, endurance, and core strength
  • Build confidence and athletic ability
  • Improve fitness during the off-season
  • Create fun around fitness and running

Youth Programs


Winter Conditioning

Crazy Running – Winter Conditioning, one of our most popular training sessions, 8-weeks of endurance, strength and speed development for youth ages 5-14. Sixty-minute workouts are designed and led by a USA Track and Field certified coach. Workouts include running, stretching, strength training, running form work, plyometrics, speed development and more! The Crazy Running program motivates, encourages, and challenges young athletes to push themselves, improve their fitness and develop their athletic ability. We find that athletes benefit from participating one day per week grow more athletically. Crazy Running Winter Conditioning will help the young athlete be more prepared for spring sports, increase speed and endurance, improve core strength, increase overall fitness in the off-season, and become a stronger athlete!

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Spring Training

Our program is designed to help develop coordination and athleticism in young kids. No matter what sport your kids are getting ready for, running can get them in great condition and help them become balanced, well-rounded athletes. We teach the fundamentals using structured practices, form drills, running specific exercises, and running specific plyometrics. We believe in teaching kids to run correctly, being challenged aerobically each practice, and having fun with running games designed to bring out the competitive spirit.

This fun, challenging training program will prepare youth to compete in a local race, where kids run a certain distance based on their age and abilities. We will focus on goal setting and determination as we train to compete in this fun day of racing!

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Summer Training

We know families usually have a full summer schedule planned. In an effort to keep kids active over the summer and get them away from computer screens, we are offering flexible programming. This is a program designed to teach young athletes the fundamentals of Track and Field – jumps, hurdles, sprints and distance events! Athletes will do lots of running, sprinting, jumping, bounding, stretching, speed development, endurance development, form drills, strength exercises, and more! This program is GREAT EXERCISE, awesome conditioning, and speed development! Be sure to bring a water bottle, wear comfortable athletic shoes, and athletic gear.

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Fall Training

Crazy Running Fall Training

Our program is designed to help develop coordination and athleticism in young kids. Running can get them in great condition and help them become balanced, well-rounded athletes. We teach the fundamentals using structured practices, form drills, running specific exercises, and running specific plyometrics. We believe in teaching kids to run correctly, being challenged aerobically each practice, and having fun with running games designed to bring out the competitive spirit.

This fun yet challenging training program will prepare 8 year olds & under to compete in the Mile and 9 year olds & above to compete in the 5k. We will focus on goal setting and determination as we train to compete in this fun day of racing!

Crazy Running Hampton Roads

Who:Tykes (age 3-4)
JRs (age 5-7)
Upperclassmen (age 8-14)
When:October 11th – November 29th, 2026
Sundays 4-5pm
Where:Joliff Landing Park
Cost:$185
Race:Holly Jolly Jog
Saturday December 6th @ 5:30pm
(*Race entry fee included in registration)

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About Us

Crazy Running Hampton Roads

Crazy Running Hampton Roads is proudly owned and operated by three dedicated U.S. Navy veterans, who share a passion for developing young athletes and strengthening their community through running.

Leadership Team

  • Will Triplett – Owner | Retired Chief Petty Officer
  • Gerald Anderson – Chief Operations Officer | Retired Chief Petty Officer
  • Anthony Anderson – Vice President of Business Development & Screening | Former Master-at-Arms

Together, they bring decades of leadership, mentorship, and coaching experience to Crazy Running. Their military background instilled a commitment to discipline, teamwork, and service – values they now use to inspire the next generation of runners.

Our Story

Our journey began with coaching youth athletes and helping individuals prepare for physical readiness and athletic competition. Along the way, we discovered that running offers so much more than improved fitness – it builds confidence, resilience, discipline, and lifelong healthy habits.

Today, Crazy Running Hampton Roads is committed to creating fun, encouraging, and challenging programs where every child can grow, regardless of experience or ability. Whether a young athlete is preparing for track and field, improving overall fitness, or simply discovering a love for running, our coaches are dedicated to helping each participant reach their potential.

We believe that investing in the health and confidence of young athletes creates stronger families, healthier communities, and a lifelong appreciation for an active lifestyle.

Contact Us

Anthony Anderson:

anthony@crazyrunning.com

Gerald Anderson:

gerald@crazyrunning.com

Will Triplett:

will@crazyrunning.com

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