I switched to Apple about five years ago. 2010 MacBook (new hard drive two years ago), 2011 27" iMac in 2011 with a basic second monitor 5 years ago, and two year old iPad and iPhone. Completely happy with all but one thing: the cost of staying in this luxurious ecosystem when we retire. The price of a similar iMac has doubled, but I have become very used to having two 27" monitors. Our computing needs won't change much: email, photos, maybe some time to play with family videos finally, MS Office work, maybe some consulting for a time. Travelling mainly to visit family. I've been contemplating some options. Option 1. A $4K iMac that will age out in 5 years is nice but seems out of range. Then travel with iPad and iPhone when the laptop dies. Option 2. Upgrade my iMac with a new Fusion hard drive ($750). That staves off hard drive failure in the 5 year old iMac but the rest of that iMac is aging. Then replace the old MacBook with a light new Mac laptop ($2.5K) that will become the core of a future system. When the iMac dies, replace it with a thunderbolt Apple display ($1.5K) to use as a dock for the new laptop. But that means shipping the iMac for service and reinstalling software and data (due for a clean install). Option 3. Buy a Thunderbolt monitor now to replace the basic second monitor ($1.5K). Then when the iMac dies, replace it with a loaded Mini ($2K) and reattach the old basic monitor to get two displays. Travel with just iPhone and iPad. No more laptop, which I don't use much anyway. Option 3a. Same as option 3 except buy a nice Apple laptop ($2.5K) to dock in the Thunderbolt Display rather than a mini. Then figure out how to use external hard drives to extend the smaller laptop hard drive. Prices are rough estimates, C$, taxes in. Thoughts?