I have over the years been converting old tapes and LP's to APE files and I agree that it is a very, very time consuming task.
I do not have a stand-alone CD-RW but if the large file you are transferring to MC is a WAV file rather than an MP3 you might like to consider a small utility called 'CD Wave Editor' from
www.cdwave.com.
It, like your recorder, will try to split the track by the silence between them but if this does not work you can do it manually. The advantage is that you see a representation of the WAV file and can easily spot the gaps yourself. If needed you can play from any point in the file to check you have got it right. You then click the gap to mark a track change. Having done that for all tracks they are written out as separate files based on the names you provide.
I have used this for some years now and it is much quicker than having to listen to the whole recording to manually mark the tracks.
If the file produced by your stand-alone CD-RW is MP3 you could do a similar job with Adobe Auditron (formerly, Cool Edit Pro) but this costs quite a bit. There may be other similar utilities that I do not know of.
I hope this is of help.
David