Hi,
1)
There were a great many mines in this area and the population was no more sympathetic to the Confederacy than that in West Virginia. Prior to the battle of Mill Springs/Logan's Cross, an entire brigade was tied down in this region trying (without great success) to suppress large bands of Union partisans.
See e.g. http://www.adena.com/adena/usa/cw/cw175.htm
Note the reference to "the few Southern men" in the area. My research on the Mill Springs battle also leads me to believe south-eastern Kentucky was also quite Unionion-leaning, maybe 60% - 65% pro-Union.
The main lateral rail line linking the Eastern and Western theatres passed though this area and numerous bridges were burned by the insurgents, events which caused great alarm in Richmond. The only other lateral RR line was not only much longer and slower, but also disjointed with sections involving non-standard gauges etc. The line through E Tenn was **the** principal communications route for the CSA armies.
This area was also the focus of much attention in Washington also, with Lincoln and McClellan continuously urging Buell to take to the offensive here during the autumn and winter of 1861. Buell tried vainly to explain that communications in the area were incapable of sustaining a large army. Despite his hesitant reputation, messages from his subordinates back him up in this. For example Albin Schoepf repeatedly complained that neither his (very large) allocation of wagons nor foraging were adequate to keep his brigade at Somerset (Pulaski Co) fed during the winter of 61/62. When Gen George Thomas finally got his attack going, he complained that the roads in this area were "the worst I ever seen".
2)
The railroad lines Lexington (KY) - Clinton (Anderson Co., TN) and Lebanon (Marion Co., KY) - Clinton did not exist until very late in the war (maps of 1863 do show them only as 'planned'). They were constructed by the Union precisely because of the strategic significance of the E Tenn region.
(In fact there weren't even telegraph offices in SE Kentucky at the start of the war.)
See, e.g. http://www.sonofthesouth.net/leefoundation/civil-war/1862/september/kentucky-war-map.htm
I hope you find time to make changes reflecting these facts in future versions of the game. The existence of a pro-Union enclave astride the Confederacy's main lateral supply route made this a peculiar and critical region for both sides.
Regards,
dduff