Tiger and cleaner do not go together, cleaner generally crashes when dealing with Quicktime 7. (you can I believe ‘go back’ to QT 6 in a fashion but it’s a hack not a fix).
cleaner is also regarded as hopeless for Windows Media jobs as it’s completely out of date and will almost certainly not recieve and future upgrades. (Discreet, erm, or rather, Autodesk Media and Entertainment division, please, please prove me wrong!)
Bite the bullet and stump up the cash for Compression Master from Popwire https://www.popwire.com/ – which can eat cleaner for breakfast.
Or Flip4Mac – https://www.flip4mac.com/
Not sure what problems you are having downloading WM9 – I’ve just done it without a hitch.
https://www.microsoft.com/mac/otherproducts/otherproducts.aspx?pid=windowsmedia