SC Rewind: Picture Parade

This week's Rewind is the monthly feature known as Picture Parade. This time around a central theme exists throughout the collection of pictures. Read on to find out what is similar about each photograph to hopefully assist in identifying each one.
Each of this week's photos depicts an individual whose last name can also serve as a first name. As an example the name George Peter would fall into this category. The "rules" are the same: you choose the ones you recognize and send your answer in as a comment.
#1 - Can you correctly name this well-known recently departed horseman?
#2 - Can you identify this fine looking fellow?
#3 - The man in the middle is the one we are trying to name. Who is he? If you recognize the outside two please include them as well.
#4 - Reading is apparently a very worthwhile pastime for both humans and horses. Can you identify this gentleman who is holding a copy of the Harness Horse magazine?
#5 - This lad is undoubtedly the youngest in today's collection. Who is he?
#6 - This amiable Canadian fellow was a driver in his earlier years and then specialized in training and employed some well known catch drivers back in the day. Who is he?
#7 - This man was a Maritime-born Canadian. I believe he did quite a bit of his racing on the U.S. side.
#8 - This fine fellow had multiple wins in both the Hambletonian and the Little Brown Jug which is quite an accomplishment. Name him if you can.
#9 - The driver is the name we are looking for in this one. Who is he?
#10 - This gentleman from the U.S. was well known to Canadians and was involved in a huge win for Canadian owners over 70 years ago in a famous race. Can you name him?
Bonus Brain Twizzler
The man pictured above fits in with today's theme. His last name is also a first name. This gentleman was a very well known all around horseman who was a Hambletonian winning driver in the early years. He was also associated with Hanover Shoe Farms for a lengthy period. His son also became a rather famous driver (same last name). This photo was taken at Roosevelt when he retired in 1956.
The correct answers will be posted here by Robert as a comment in a few days.
Quote For The Week: "Luck follows those who go looking for it." - Irish Proverb
Blast From The Past
Here is what a race program from 100 years ago looked like. What is 15 cents equal to today? According to my inflation calculator it would cost $2.67 to purchase this program now.