The irony of research is that you start out looking for answers and often end up finding nothing but more questions. I have recently reviewed the letters from the period when the Robertson & Old Town Canoe Company was founded but was not successful in finding any more details about how this all came together. The attached excerpts out of a letter to Sam from his sister dated November 8th, 1901 may hold a clue about Robertson's early help. It appears to say 'Papa is so busy that we don't see anything at all of him, only just long enough to eat, one of this "Boston men" came down the other day and brought some more with him which was a very glad surprise for Papa as he was one of his best men and he knew nothing about it.' This might mean that Robertson was helping out providing canoe builders before January of 1902 when they reincorporated as the Robertson and Old Town Canoe Company. Unfortunately, I've not found any other references to "Boston men" in other letters or the local newspaper from that period.
There were several references to sponson canoes in the letters during this period which seem very strange. The first one shown below was a single sheet in a letter to Sam from his sister on January 20th, 1902 that appears to say "It is a d--- lie. Sponson Canoes will upset" signed Oliver Cone. I've found that Oliver Cone lived in Old Town and had a summer cottage on Pushaw Lake near Herbert Gray's cottage (who was the president of the canoe company and Sam's uncle). I haven't found anything that connects Oliver Cone to the Gray family or the canoe business. A second letter to Sam from his mother on January 23rd, 1902 ends with a postscript asking "What do you think about Sponson Canoes?" A third letter to Sam from his mother on February 4th, 1902 asks "What do you think of Mr. Cone's opinion of Sponson Canoes?" The only response from Sam that I've found is from February 5th, 1902 which opens with a typical college student's 'please send money' message followed by "You can tell Uncle Herb that it is forgery to sign other peoples names, and that if he wishes to attempt to disprove any statements which I have made to do so over his own signature. A bateaux will fill with water if you swing it broad-side to the wind." I'm not sure what was going on but it doesn't sound good.
Benson