I'm a little too lazy to go look it up but has Apple ever updated any model laptop in less than a year?
Yep, quite a bit. Apple released the MBA Nvidia in Oct 2008 but updated it in June 2009 with the Intel Core 2 duo when it came out. Then the Oct 2010 Core 2 duo was replaced in July 2011 when the Sandy Bridge chips came out. The MBP was even worse. One was released Feb 2011 with an update to Sandy Bridge Oct 2011 then another with Ivy Bridge June 2012 as well as Retina in June 2012. Oct 2013 then July 2014, then March 2015. Most updates are 7-9 months. So Im betting we will indeed see a Skylake MacBook the end of this year right in time for the holidays.