Tom wants to know how to share his contact information digitally with his smartphone. Leo says that there's plenty of programs that can scan his business cards (the standard is called VCF or VCard) and convert it to digital data. There's also a "share card" feature in the iPhone to share a VCF Vcard file via Bluetooth. Android has these options as well.
Doug wants to delete, merge, and generally clean up his contacts list on his Mac. Leo says there are a number of contact managers out there that will do this, but Leo's favorite on Mac and iOS is BusyContacts from BusyMac. It's not free, but there is a free trial, and it's a very nice contact manager. This will also pull in contacts from social media as well to keep things up to date.
Charlie still uses a Palm Tungsten E2. He also has an iPhone 5, but he prefers the way his Palm Pilot can sort his contacts by category. He's been having trouble syncing his Palm Pilot with his laptop, though. Leo says that the Palm Desktop software will probably work. But the Palm Pilot used a serial port and they aren't available anymore. So he'll have to pick up a serial to USB adapter. Leo thinks he should be able to do everything he wants with the iPhone, though, so let's try and find a solution so he doesn't have to carry both devices all the time.
Leo says that Android probably has the edge because it can merge with Google Contacts seamlessly, as well as Facebook and Twitter. He can customize the fields better, too. Leo advises to take all of his contact data and get it into Google contacts. Then, he's able to manage contacts well no matter what platform he's on.