I'd wait 5-7 days between the Trip and the Clomid. And if it were me, I'd do 50mcg, wait a day and then the other 50mcg. 2 spikes, same overall dosage.
GnRH's work best spiked, not sustained. (This is why the sustained dosing of long acting GnRH's like Lupron shut down the HPTA forever/long time after an initial spike). (Dat goes into GnRH spikes if you're interested).
Kinda like the heart...a shock gets 'er going...a sustained shock, and well...ya know.
Trip has a long half-life and will already be taxing the HPTA. Adding clomid during that spike is gonna just cause a higher, longer spike. Plus, may interfere with Trip in some other way...I don't know how they'd interact. But I think, not well.
And yea, keep the Aromasin in there for a while...