The Middle Men

Advanced Intermediate League


Skill level: Competitive 3.75-4.0+ (please note the skill level has been increased from last season)

Meeting day and time: Thursdays, 6:30 PM

Park location: Rockwood

Maximum participants: TBD

Playing format: Round robin


David Kupstas
[email protected]

Coordinator approval required to register: Yes

Player Skill Expectations

This league will consist of strong Intermediate and advanced players (3.75-4.0+) who would like to strengthen their games in a competitive format.

General Comments

The Men’s League, taking place on 7 courts at Rockwood Park, accommodates up to 40 players. Coordinator approval necessary to register, priority approval will be given to players rated 3.75+. Registration doesn’t guarantee weekly play, as participants need to sign up to secure a spot for the following week. If a waitlist occurs, those not chosen will have the option to pre-enroll for the next week, ensuring no player involuntarily misses two consecutive weeks. Familiarity with basic rules and scoring (USAPA Rules) is expected. Players should bring their own paddle and ample water, with sunscreen, comfortable attire, and protective glasses recommended for a comfortable playing experience. Scores will be recorded in DUPR, players will receive a player rating by the end of the season.

Players will need to register for a DUPR account at prior to the start of the season.

Once an account is created, please join the Pickleball Club of Chesterfield County CLUB in DUPR.



Read the registration rules first!

  1. Access and complete the registration form via the “Add to Cart” link.
  2. Checkout and pay the league fees.
  3. Check your email for a receipt to confirm successful registration.