In most cases it'll take at least 2 years to Compleat (out every weekend) so your first 50 or so, will just be getting experience navigation fitness etc
after that i found i would do the trickier munros on the west that would be more difficult with snow on them in the summer, and the eastern more rounded hills in the winter. that by no means makes them easier, you just won't fall as far if you slip
As experience builds, the narrower rockier hills are more appealing in winter
It's really a personal thing though, but doing what you would call less appealing hills first leaves all the good stuff till last
P.S our last one was the one your doing tomorrow