ITunes keeps skipping songs on my iPhone and iPad

Question

This is a problem as many have reported. I have about 4500 songs on iMac that are combination of my own CD's and purchased music from iTunes. I have several dozen songs or more that are skipped on both my iPhone 5 and iPad air. I have been to two different genius bars to try to rectify this problem to no avail. For instance I have the CD Stage Fright by The Band. Even though on both my both my phone and iPad it shows the songs, song 1,2,3 and 5 won't play. I have tried everything. I have turned off iTunes match on my iMac. Turned off iMatch on my phone, deleted the music on the phone. I then turned iTunes match back on my iMac to refresh. Turned on iMatch on the phone. Now my entire library of songs are in the iCloud. I proceeded to download the Stage Fright album on the phone and once again the 4 songs will not play while the other 6 songs from the album will. This isn't a case where iTunes doesn't sell the album. They do and every song is available for purchase. Each one of the four songs plays perfectly on my iMac. I have never done an exact count of the songs that won't play on my iPhone or iMac. That would involve trying to listen to everyone of the 4500 songs. Another CD in particular is the Power and Glory from NFL Films, the music of Sam Spence.
Some of the clips are spoken tracks and some are music. I would say about 5 or 6 tracks will not play but get skipped over.
There is some glitch from the various updates of iTunes and iMatch over the last couple of years that have caused this. I could understand if tracks were somehow corrupted but they are not. It varies from artist to artist and album to album. Sometimes it is only one song on a particular CD.
I am purchasing the iPhone 6 next week. If no one can come up with solution can someone tell me how do a hard sync of my music from iMac to my iPhone. When you do a hard sync to back up with phone with the cable to mac when you click on music it says your songs are in the iCloud. When I restore my new phone from back up how would one do the hard sync where each of the 4500 songs are uploaded to phone. I know this is a long process as this is what everyone did before iMatch.

Answer 1

Since this has been posted I guess no one has a solution. The only other reply is someone else had the same problem. Apple doesn't care because they would prefer their solution which is to buy the tracks from them and not load your own CD's on iTunes. Somewhere in the cloud the tracks that don't play on my iPhone are sitting there. Makes absolutely no sense that the other uploaded tracks work fine. I guess I'm going to have to test all 4500 tracks to get the exact count and then go over the Apple store to see if they can submit this to a software engineer at the Apple campus to find an answer.