I have had a similar setup for the past 10 years, always using a 15" MacBook Pro. My current system is a maxed out mid-2014 15" rMBP. I've come to the realisation over the past few months that this system just doesn't fit with my needs anymore. I find myself spending much more time seated at a desk than I have in the past. I use this system professionally - I am a lawyer so not a "heavy" user - and often find myself having quite a few word documents open at once, quite a few finder documents open, as well as various other applications. My biggest issue at present is the inability to have several word documents open side-by-side to work from and the difficulty in having to repeatedly switch between these. It's quite cumbersome. I feel like either a 27" iMac or an external monitor setup would solve this issue. What potentially puts me off the iMac is I am wondering how well Macs interact with one another - i.e. how well does the iCloud document/desktop sharing work? Is it seamless? If I go for an external monitor setup I will have to factor in a Magic Keyboard/Mouse. If I do go the route of an external monitor I would need something that is high quality with a high PPI. I will sit and look at this screen for 50+ hours per week and I'm used to the retina display on my rMBP. My budget is around £2,000. Any advice would be very much appreciated, particularly from those who have 2 Macs and work between them.