While this may not be an issue for newer games (I'll be sure to update this thread if and when the need arises), older fan games have a snafu of problems getting them to run on newer hardware. As such, I've compiled a guide on how to get a lot of these games working through various means.
Klik n Play
These games were designed to run on 16 Bit windows hardware and, sadly, are incompatible with 64 bit Windows operating systems. There are 2 ways to get these working:
WineVDM: This is an application that you can install to run 16-bit applications on 64 Bit Windows platforms. If you don't have it installed already, this app requires Microsoft Visual C++ Redistributable for Visual Studio 2017 (32-bit) in order to function. This is the easiest method to run older games.
VirtualBox / QEMU/KVM / VMware Workstation: These are essentially "Virtual Machines" that you can install and run older operating systems on. These are harder to setup than WineVDM, but is recommended for users that run Linux or don't want WineVDM installed on their machines.
Some games may not run without the required DLL files. Either extract these to the game folder or System32 if you're using Windows.
Game Maker 6
Game Maker 6 games unfortunately had major issues running after the roll out of Windows Vista. This has been addressed in future iterations of the tool, but games exported using GM6 had to be patched to run on newer OSes. As such, the GM6 Converter Tool is a definite must. This will read the game EXE and patch it to run on Vista and newer version of Windows.
The Games Factory / Click & Create / Multimedia Fusion
Every once in a while, we'll come across games made with the above mentioned tools that require a specific .DLL file to run. We've created a ZIP containing all of these DLLs. Either extract them into the game folder, or into your System32 folder if you're running WIndows.
RPG Maker
Some games have trouble running on modern hardware without an external Runtime Package installed beforehand. The RPG Maker website has legit versions available, but a lot of earlier fan games were made using... less legitimate means, making the official RTPs incompatible without some extra legwork. For those who wish to skip the hassle, these RTPs have been uploaded here.
English:
Japanese
For older RPG Maker games running on modern hardware, it may be necessary to also utilize an application called EasyRPG Player. Place EasyRPG's EXE into the game folder and you're off to the races!