I appreciate that recent events have overtaken things to an extent but I wondered what the status is with http://uk.wikimedia.org/wiki/2012_Five_Year_Plan? On the page ist says "This version will be discussed at a special board meeting to be held during Wikimania in Washington" - did that happen?
It seems in fairly good shape, although it could do with a section saying how progress towards achieving the plan will be reviewed. The best thing may be to adopt it as is until the next review.
We do five year plans at our work and they work in a rolling format - i.e. each year you do another five year plan based on the last and extending out another year. This works fairly well and I'd recommend it as an approach.