About a week ago I had the good fortune to run the oldest trail race in America – the Dipsea Race. Compared to what I’ve been running recently, the Dipsea was a very short run: 7.4 miles. Short, but certainly not easy.

Having run part of the Dipsea course last November in the Stinson Beach 50K, I knew that the Dipsea could be no worse. And, I thought it would be fun to run the oldest trail race in America and experience its tradition and history.

Getting in the Dipsea is not easy for someone who does not live in the San Francisco/Mill Valley/Stinson Beach area. Admittedly, the race director makes it clear that they favor locals as the entries, other than the invitational runners, are on a first-come, first-served basis. However, they do accept “bribes” in the form of a donation, over and above the amount of the entry fee, to a scholarship fund. Making a donation enters you into a silent auction from which the top 100 “donors” receive an entry into the Dipsea. Another way to get in is to tell a “sob story,” or a really good reason, why you should be granted entry.

The difficulty of getting into Dipsea makes it even more desirable to enter.

So, I decided that in between my 100K and my 24-hour race, I would apply to run the Dipsea. I have to admit that I did donate to the scholarship fund, and I did inform them that the “reason” I should be granted an entry was a no-brainer: my last name is Stinson and the race ends in Stinson Beach. There you have it. They let me in.

The race is a wacky event. 1500 runners are allowed in, and all ages are included. This year the youngest Dipsea runner was 6 years old, the oldest in his 80s. The unique thing about this race is the handicapped start, and I don’t mean the wheelchair, as is common in road races. Runners get a head start based on their age. For example, a 6-year-old boy and a 75-year-old woman may have a 30-min head start over an 18-year-old girl and a 25-year-old man.

And, to make it even more fun, the person with the fastest time does not necessarily win the race – the winner is the first person to cross the finish line…and the runners are allowed to take shortcuts through the forest trails. So, the victory can go to anyone.

This year the victor was a 52-year-old … with a 13-year-old finishing in 4th place overall.

Needless to say, I came in much later…but that is another story…to be continued.