While I can't answer the OP's question, I can add to the muddle.
According to the "Quarterly Militia List" corrected to January 1, 1916, R.E. McCuaig was an officer in the 2nd Regiment (Queen's Own Rifles of Canada). He was a provisional Lieutenant with seniority from 31 July, 1915. Those NPAM officers who had volunteered for the CEF had an (E) beside their name, which his name does not, so he must have volunteered later in the war.
Major D.R. McCuaig, DSO, was an NPAM officer with the 5th Regiment (Royal Highlanders of Canada) with seniority in rank of 11 May, 1914. He had passed the Militia Staff Course, and by the date of the List was already a member of the CEF. The List does not provide the date of appointment for an officer into the CEF. Nor is there a date to indicate when he was awarded the DSO.
There were two other McCuaigs commissioned in the 5th Regiment who were also serving in the CEF; Captain G.E. McCuaig and Lieutenant C.N. McCuaig.
Rank in the Active Militia did not necessarily correspond to an officer's rank in the CEF, so it's not a foregone conclusion that any of the McCuaigs entered the CEF at their NPAM rank.
Finally, if any of the three McCauigs from the 5th Regiment were deceased by January 1, 1916, I do not believe they would still be named in the List.
Cheers,
Dan.
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