In a word, easy.
The quad-band Yaesu VX-8DR is a nifty little radio, but in many respects it also suffers from feature overload. Hence menu pain. Even after several sessions of RTFM, one can still be lost. Programming via computer, please enter stage left on queue.
Unfortunately for Apple users, most pre-packaged programming utilities i.e. cable and software offerings cater to the Windows operating system and/or are designed for serial ports (think DE-9 connector). Those jokers with a spare MacBook Air lying around are almost SOL; they have to assemble their own tools instead.
With a little research it’s a moderately low effort endeavor. Even less if you just continue on here.