Diamond Scheduler for Windows

Name: Diamond Scheduler
Rating: 4.3 (11 reviews)
Author: Cactusware

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Editors’ Review

Download.com staffFebruary 26, 2026

This program automates round robin sports league scheduling. It offers deep customization for pairing methods, ensuring fair distribution and user-defined constraints for efficient game management.

Pros
- Automates round robin pairings for leagues
- Offers numerous customized pairing methods
- Controls game distribution and rest times
- Exports schedules to HTML and text files
- Provides extensive print and online tutorials
Cons
- Primarily designed for round robin formats
- Focuses on pairing, not full league management

Diamond Scheduler for Windows

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Full Specifications

GENERAL

Release: August 20, 2018

Latest update: February 26, 2026

Version: 7.3

OPERATING SYSTEMS

Platform: Windows

Operating System

Windows 10
Windows Server
Windows 7
Windows 2000
Windows XP
Windows 2003
Windows NT
Windows Vista
Windows 98
Windows 8
Windows ME

Additional Requirements: Adobe AIR runtime

POPULARITY

Total Downloads: 11,949

Downloads Last Week: 0

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Last Updated

User Reviews

4.3/5

11 User Votes

Good Trial Software but never received product after payment
dwllApril 17, 2008
Pros
Cons
Summary
5 Yr User - - Great "Cross-Application" Usage
tommieb98May 7, 2007
Pros
Allows CSV .txt imports of teams and info. Exports nicely to XLS, TXT, HTM. Great addition to our 35 yr old baseball association. Combine multiple schedules into one master per site!
Cons
Mouse dependent. Hot keys (Alt-n, Alt-...) are not functional in my windows version but this is a VERY minimal weakness.
Summary
An excellent piece of time saving software with lots features that keeps improving.
January 27, 2004
Pros
Cons
Summary
Our association provides 800 to 900 boys and girls tha opportunity to play base ball and softball yearly. Prior to Diamond Scheduler it took several people 4 or 5 hours to schedule our season. Now it takes fewer people less than an hour. We have added travel teams to mix and are able to avoid conflicts with ease. Thanks Diamond Scheduler
I did not like this program
March 13, 2003
Pros
Cons
Summary
A nice shareware program
August 10, 2002
Pros
Cons
Summary
I've used this program for over 2 years now. The guy who wrote it continues to improve it. In fact, I asked for one feature and it was available the next day for a tournament I was working on. He recently enhanced the elimination bracket pairings too so it's now a pretty good tournament scheduler as well as the best league scheduler I've run into.
scheduling program of little league
April 4, 2002
Pros
Cons
Summary
I had 5 divisions and over 60 teams to do and I had the whole thing done in about 4 hours
scheduling program
April 3, 2002
Pros
Cons
Summary
very easy to use
rocks .. better than using excel like last year
March 9, 2002
Pros
Cons
Summary
this is the only schedule program I could understand so maybe I'm not the best review. Sure is easy to use and it works great with my soccer league.
Sports scheduling software
February 10, 2002
Pros
Cons
Summary
Easiest to use that I've found
Software for scheduling sports leagues
November 9, 2001
Pros
Cons
Summary
Really pretty amazing for the price.

Developer’s Description

By Cactusware

Schedule your sports league games.

Diamond Scheduler is a sports league scheduling program that takes the work out of round robin league pairings. It works well for most sports leagues that pair teams or individuals; it offers a choice among a variety of customized pairing methods, allowing the user to control for early/late distribution, no-play times, days rest, run of days in a row, games per week, games per day, games per season, back-to-back pairings, and more. Schedules can be exported to HTML and text files. It includes extensive introductory tutorials both in print and online movies.

Diamond Scheduler for Windows

Editors’ Review

Pros

Cons

Diamond Scheduler for Windows

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User Reviews

Good Trial Software but never received product after payment

5 Yr User - - Great "Cross-Application" Usage

An excellent piece of time saving software with lots features that keeps improving.

I did not like this program

A nice shareware program

scheduling program of little league

scheduling program

rocks .. better than using excel like last year

Sports scheduling software

Software for scheduling sports leagues

Developer’s Description