OS 8.6 to 9.2.2

I am considering installing os9 over existing 8.6 to accomodate msn messenger 2.5.1 which I understand is the only email software that runs on classic macs. What problems should I anticipate?
9500 PowerPC G3   Mac OS 8.6 or Earlier   394Mhz

Hi, jhnnym -
Welcome to Apple's Discussions.
In general, when going from OS 8.6 to OS 9 it is best to do a Clean Install of OS 9 (whichever version of OS 9 is used as a start), which can easily be done since it must be installed from a retail OS 9 Install CD (white label, gold 9). Note that a Clean Install does not delete anything -
Article #58176 - Mac OS 8, Mac OS 9: Performing a Clean Installation
The reason - some OS 9 installers are not savvy enough to remove all of the old OS 8.x items; this seems to happen especially where names of files have changed (typically as a result of many items, mainly extensions, having been combined into libraries in OS 9). Any OS 8.x files left behind can cause problems with OS 9.
OS 9.2.x is supported by Apple only for machines which originally had a minimum of a G3 processor.
A PowerMac 9500 model is not a G3, which leads me to believe you may have a G3 processor upgrade in that machine. Unfortunately that will not fool an OS 9 Installer - the OS 9.2.x installers, CD as well as download, will recognize that your machine did not come with a G3 processor, and will refuse to install.
The solution - obtain a retail OS 9.1 (no later) Install CD, and do a Clean Install of it. Then download the OS 9.2.x updates, and use the software available at this site -
OS9Forever.com Home Page
- to install the OS 9.2.x download updates. Note - the software at that site will not work with a retail OS 9.2.1 Install CD, only the download updates.

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