Assuming he's talking about commercial airline jets, then
1. MacDill Airfest, if the winds are northerly they'll use 10/28. If southerly, no.
2. Excluding nearby thunderstorm activity, I think the crosswinds have to be over 30 mph for 10/28 use.
In the last ten years, I've seen commercial ops on 10/28 about 6, 7 times, including 2 BA777. It's usually during Airfest or a nearby hurricane/tropical storm. Mostly landings, but a few takeoffs. Now that Airfest has moved to November, great sun angle and more chance for northerly winds.