It depends. It's not worth upgrading if you have a 2011 15" MBP which will face GPU failure sooner or later.
If you have a 2011 13-inch MBP, then you're free from radeongate. Perhaps you could try upgrading RAM and to a SSD. Since your Mac is SATAIII capable, you should see big improvements when processing large files.
It would be a ~$300 upgrade (16GB + 512GB SSD) or ~$240 (16GB + 256GB) or even ~$170 (8GB + 256GB SSD).
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No. If you're looking for printing fidelity, then definitely not. Retina displays don't calibrate well and you'll face color accuracy problems. Otherwise, it's a grade display for watching videos (since it's IPS and you don't have narrow viewing angles).