It all started on April 11, 2008. I drove up to Timberline Lodge on Mount Hood for the first time to grab dinner and watch the sunset with my fiancé. After enjoying the meal, I took off solo above the lodge with my camera.

Nothing could have prepared me for that evening. 27 at the time, I previously never felt a desire climb mountains.

And then something happened I can't fully explain: the mountain "spoke" to me. As alpenglow radiated off the upper slopes, I was overwhelmed by a feeling that I needed to climb it. 

The following Monday I went to work, told my friends what happened, and soon made a reservation for four with Timberline Mountain Guides to climb Hood's south side that June. Our group trained for two months and had an incredible climb.

The next summer, we decided to kick things up a notch and climb five mountains - Hood, St. Helens, Adams, South Sister, and Rainier - and the "Pentaquest" was born. In the years since, the five summit-tradition has continued and many others have joined the group. Some are only able to go on one training hike, while others climb several higher peaks...but all are Pentaquesters.

- Dan Douthit