How to play O'Leary Manager 2000 on Mac

Game summary

O'Leary Manager 2000 is a football player-manager game released in 2000 for the Game Boy Color. The player can choose whether they want to focus on the management side of football, play the matches themselves on the game's 2D match engine, or combine the two features for a more in-depth experience. It is endorsed by Irish football manager David O'Leary, who was managing Leeds United A.F.C. at the time of the game's release. The management side of O'Leary Manager 2000 is very comprehensive when compared to similar Game Boy Color games. The player can choose from 240 fully licensed teams from the top two leagues in England, France, Italy, Spain, Germany and the Netherlands to play as or manage, with each team having 16 players in their squad. There is also the option to promote a number of fictional youth team players. However, most of the youth team players are of low ability, so could only realistically be used for back-up when managing a decent quality team. As with any football management game, the transfer market can often play a key role in whether the team achieves success. The player's selected team starts with either 10.5m or 5.5m to spend, depending on whether they were in the first or second tier of their country's football hierarchy. The player can also recoup some money by selling players to other teams. This is done by first offering the footballer for sale at a chosen price, from which interested clubs would then place offers that the player could choose to accept or not. Once a price is agreed, the footballer transfers clubs instantly. The values of footballers alternate greatly during the game, with the then Real Betis striker Denílson being the most expensive player at the start of the game. An unfortunate bug in the game allows the player to gain a huge sum of money (around 70m) if the club goes into a certain amount of debt, which pretty much negates the need for financial planning. The club's board of directors constantly give assessments as to
First released: Oct 2000

Play O'Leary Manager 2000 on Mac with Parallels (virtualized)

The easiest way to play O'Leary Manager 2000 on a Mac is through Parallels, which allows you to virtualize a Windows machine on Macs. The setup is very easy and it works for Apple Silicon Macs as well as for older Intel-based Macs.

Parallels supports the latest version of DirectX and OpenGL, allowing you to play the latest PC games on any Mac. The latest version of DirectX is up to 20% faster.

Our favorite feature of Parallels Desktop is that when you turn off your virtual machine, all the unused disk space gets returned to your main OS, thus minimizing resource waste (which used to be a problem with virtualization).

O'Leary Manager 2000 installation steps for Mac

Step 1
Go to Parallels.com and download the latest version of the software.
Step 2
Follow the installation process and make sure you allow Parallels in your Mac’s security preferences (it will prompt you to do so).
Step 3
When prompted, download and install Windows 10. The download is around 5.7GB. Make sure you give it all the permissions that it asks for.
Step 4
Once Windows is done installing, you are ready to go. All that’s left to do is install O'Leary Manager 2000 like you would on any PC.
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