It matters to me. Although I haven't owned a MacBook or iPhone in a while, I can still appreciate their resale value.
AT&T* phones on Swappa, sorted by depreciation per month
phone model | avg Swappa sale price / launch price | retained value thus far | avg depreciation per month | release date
iPhone 6+ 16GB | $493 / $750 | 65.7% | -2.64% | September 2014
iPhone 6 16GB | $420 / $650 | 64.6% | -2.72% | September 2014
Galaxy Note 4 | $328 / $720 | 45.6% | -4.54% | October 2014
Nexus 6 | $282 / $650 | 43.4% | -5.15% | November 2014
Galaxy S6 32GB | $397 / $650 | 61.1% | -6.49% | April 2015
HTC One M9 | $319 / $650 | 49.1% | -8.49% | April 2015
LG G4 | $360 / $630 | 57.1% | -10.7% | June 2015
So yeah. If you bought your AT&T Android flagship near launch and tried to sell it on Swappa later, its value will have depreciated much faster. The Nexus 6 lost its value 1.95x faster than the 6+ while the Note 4 lost it 1.72x faster. The other phones, although released much later than the iPhones, already retain less of their launch price %-wise.
There are obviously other factors such as latest-gen Android phones getting price cuts and sales sooner, but some people make it seem like it's extraordinarily difficult to get the newest iPhone at less than MSRP.
*I chose AT&T because that's my carrier. Not trying to purposely fudge any data.