Only about a week-8 days. Just do the dailies and you have it. Wasn't long ago I did this on my 90 Belf rogue. Super easy as a 90.

I have had the quest for this reset many times, did today on me. One thing I have noticed is that if I have some of the 10 wins done...it will reset on the weekend and I have to start over. If I wait until the weekend to get all 10 it doesn't reset. This should be fixed because it is sure frustratin...

Yes. You need to be fully best friends with all and exalted with Tillers to get the red cricket. Feeding the tillers and gathering the dark soil is quickest way along with doing the questline to increase your farm plots. Planting and harvesting crops helps as well.

I found this out not long after 5.3 went live. Tried on different rogues I have to see if was just a bug on one of them. This is the way I normally do pet battles and am not one that likes the new spectating aspect added with this patch.