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Help Almost 0 luck transferring media to my android.

Hey there. New Android user, and I bought it specifically for Media usage. Here's my problem:

I first installed 'kies', assuming I needed some sort of program to upload from mac to android. My first error I encountered was that when I put a bunch of songs in a playlist, it would get to about 90 or so and just stop. And even with a less amount of songs, it has happened. Unless the number is very low, like say 10. What's going on?

I'm not done there. So, looking for an alternative I realized you can just use the android file transferapp. HOWEVER, everytime I plug in my android it gives the message 'Cannot connect to device. Try reconnecting or restarting your device' I've reconnected it countless times, and restarted both my computer and android and still the same thing.

I recently just posted a similar post to this. And I did get some help, advising me to use Airdroid. So I did, and the same problem!! WTF is wrong with my Android?!
 
I don't have an answer for you, but if you'll tell us what phone/tablet you have, I'll move it to the appropriate sub-forum so you can possibly get help from people with that device.

In the meantime, here's something to check: If you Have Developer options enabled, toggle the setting for USB debugging to the other choice.
 
You must have the correct Device USB drivers installed or the PC will never recognize the phone... I am using Win7 and a Galaxy S5...

Kies works fine, also there is another app that might help you.

* Smart Switch by Samsung
 
You didn't mention which Mac model you own; however, if it's one that is equipped with Bluetooth, you can use Bluetooth to send/receive files between the two devices.
 
Macs have no usb drivers. USB drivers are strictly a Windows idiocy - no Unix based operating system needs them, ever. That's the good news.

The bad news is that Samsung treats Macs as an afterthought (the Mac Keis drivers aren't what you think, uninstall them) and that Macs lack MTP - the media transfer protocol for usb media transfer - because it's a Microsoft protocol for which they simply will not provide native support.

Android first started using MTP back in Honeycomb and has provided this tool -

https://www.android.com/intl/en_us/filetransfer/

It works for most Mac-Android users.

However - Apple updates have been known to break it and Samsung in the past has not been above violating the MTP standard and blaming others.

Try that, it's one of your best free alternatives.

More robust alternatives are available for a price, Google for: OS X MTP.

An altogether easier way would probably be to use AirDroid.

When you bring it up on your Mac Internet browser and it asks you to make an account, if your Mac and phone are on the same wifi network, X out the pop up window telling you to create an account. The pairing dialog will no longer be hidden - point your phone camera at the QR code on your screen while running AirDroid, file transfer or any other setup option, on your phone.

The app will guide you through the instructions for the most part.

No wires, no apps on your Mac (you don't need their app), just use your browser to get to your phone and the Finder to get to your files.
 
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