Hi Scott (and all)
I live in Danbury and have played Longshore a few times. I never knew that Smith designed it.
I don't know if it will advance your inquiries any further but the Stamford club I worked at for many years has a unique architectural history involving Orrin Smith.
Rockrimmon CC is usually credited as a RTJ design, which is essentially true as RTJ designed and built the first nine holes of the course in 1949 and left a master plan for an additional nine holes in a forest valley, which were executed in 1953.
The "original" nine holes were a grouping that played over and across the rolling plains that comprise todays #1, 2, 8, 9, 10, 11, 12, 13, 14. The plan was always to expand with into a forest valley and create an outer clockwise loop and an inner loop of holes that went back and forth for another trip into and out of that valley.
While that general character is retained, the odd thing is that Orrin Smith was the actual supervising architect for the additional nine holes and substantially varied from Jones' master plan, creating new water hazard designs on the 4th and 15th and changing the current 5th, 6th and 7th holes in both "par" and essential layout.
Though I have full access and examined many archival materials of the course's evolution, there isn't a wealth of items regarding RTJ-Smith communication or documents corresponding to the club about Smith's variations. So, I do not know how much any of this helps you discover something about Longshore or smith, except that to see what's there from what was planned is in itself an education of contrast.
***Sadly, Smith's changes to RTJ's plan necessitated the elimination of a unique feature that RTJ had designed specifically for the hilly terrain of Rockrimmon. A second railroad carriage intended to transport players up a steep hill between the 6th and 16th green and 7th and 17th green. "Second, you say?" Yes, second. Rockrimmon actually DID have and use a railroad carriage to take players up the steep 100 yard climb from #9 green to today's 10th tee. This tram car was an 8x10 flatbed with a steel patio frame covered by a canvas awning. It was very charming and a big part of the club's character (it appeared on the club's logo until the late 90s) to the extent that the false legend was promulgated that it was the "Shortest Interstate Railroad in the Country." Rockrimmon is indeed divided by the NY/CT line, but the state border is about 40 yards further north from the where the nearest terminus of the ol' Tram stopped. So, the legend is and was always false. In the summer of 2003, while work was being down on the pulley winch, the parking brake was disengaged and the tram went hurtling free down the tracks. We estimate it was doing 40 mph when it hit the upturn rail barrier at the bottom, cartwheeling in a fantastic explosion of wood and twisted steel. Frustratingly, no members were claimed in the incident. The club elected not to replace the tram due to high modern insurance costs for such an anachronistic element, but it was a great loss for many of us.