Board Thread:Roleplaying/@comment-17114085-20150109114215/@comment-1592115-20150124143645

Straid is still under his fear toward Falkreath, however he lacked courage to write any letter to Falkreath, rather timid.

Staleheart wouldn't siege on other nations actively unless it's for self defense or assisting allies, oddly his rough decision of sparing the civilians had led to an awkward situation he had to avoid interaction with Falkreath, and therefore alliance with Falkreath is not likely to occur, and this is why the trading road is focused on the north of Skyrim.