Wayne doesn't like that iTunes Match only allows 25,000 songs. He has most of his music on external hard drives but one of them died. So he's had to replace songs that iTunes Match didn't allow him to redownload. What alternatives does he have?
Chris says that iTunes 12 has caused the sidebar to disappear. Leo says it has, and it's likely to never return. Leo thought the sidebar was great, but Apple should really just start over and rebuild the app from scratch. That actually might happen since Apple bought Beats and plans to integrate it. If it does, it could be the end of iTunes as we know it. They've been taking bits and pieces out of it for years, and as such, it's become rather ghastly.
Steve Martin uses the new Windows Surface Pro 3 and he loves it. But iTunes keeps losing his playlists and music on the tablet. Leo advises using MediaMonkey instead. iTunes for Windows has always been problematic. He should install Media Monkey, and then have it sync from the iTunes folder.
James says that prices of cable and satellite services are escalating. What can he do to cut the cable and get the same programming? Leo says that content companies are raising prices and cable companies are just passing the cost along. Cutting the cable can be done by using streaming and buying ala carte channels. It would be great if he could do that and eliminate the middle man. He could also get exactly what he wants and none of what he doesn't. But the cable companies are standing in the way. That's where streaming and buying shows on iTunes and Netflix is beneficial.
If you're planning to upgrade to one of the new iPhone 6 models, it's important to back up your current iPhone first. You can backup your phone to iCloud wirelessly or to iTunes on a computer.
Evan listens to audiobooks but it drives him crazy that some audiobooks don't bookmark and pick up where he leaves off. Leo says that he can do that with any eBook by going into iTunes and looking into the MetaData. Select the audiobook in the "Options" tab under "Media Options" in iTunes. Then iTunes will bookmark it as he goes.
Chaz is using an Epson XP410 scanner to scan documents for his iPad. He wants an app that would allow him to assemble PDF files into one master file. Leo says that if he uses the desktop, he can combine all the scans into one PDF with the Epson software.
Eleanor has a 1st generation iPad and she doesn't use it for anything other than email and browsing the web. But Safari is constantly crashing on her. Leo says that since it's over 4 years old now, it's a good idea to just start over. She should sync it up to iTunes, back up and then restore it. But it may be that today's websites are just too hard on its limited power and memory. It's worth trying the reset, though.
Terry has an iPhone and wants to back it up to his new Mac. He's connected it to Windows and he's worried iTunes will want it erase it. Leo says to back it up to iCloud first. That's going to be his best option. But it should connect and back up to iTunes with no trouble. If it wants to erase it, then he shouldn't continue. Leo says current versions allow him to use up to five devices, so it shouldn't erase it.
Jose has an issue with his iPod Touch and it says "try again in 23 million minutes!" He's tried resetting it, but he gets the same message. Leo says that it sounds like he tried to enter the password more than ten tails and it failed. So the iPod gets disabled. What you can do is plug it into a computer with iTunes and restore it.