Hey, Backsash!
Congrats on starting out in this great hobby. I think you will find that the more you search around, the more you will learn about these things that you never would have imagined! You would be amazed at the variety that you will turn up even from just searching casually.
Your insulators are mostly telephone styles, and unfortunately all common pieces. However, a collection must begin somewhere! The porcelain pieces on the left I don't know much about. I think the taller style pieces were used somewhat along the old Canada Southern railway running from Fort Erie to Windsor, but mostly out in the Niagara Peninsula region. The first glass piece on the left is a CD-122 Dominion piece, and the two to the right of it are CD-108s. These three pieces are all telephone styles as well, and could have been used along any rural or urban telephone line along any highway or rural road anywhere in Canada. The piece to the right of those three is a Dominion CD-155 - that one is the standard Dominion telegraph style, which could have been used along just about any Canadian rail line. Those first four glass pieces look to be relatively late production Dominion pieces, probably from the 1940s to 1960s sometime. They would have been made in Wallaceburg, Ontario in all likelihood.
The last porcelain piece is a dead-end style used to wrap the linewire around a few times, and dead-end a telegraph wire. I have also seen these used along turns in low-voltage power lines, where the side-strain requires the use a spool style. I think the white colour normally designates a neutral or grounding line, though I am not sure that would apply in the case of telegraph lines. I am not sure who made this last piece, or how old it is.
Keep on posting those finds, and someone on here will tell you a little more about them.
That goes for everyone - I haven't seen any finds posted on here in a while! I guess this post makes me a hypocrite!