Rambling Bear Media

Rambling Bear Media Portrait and Event Photographer serving the Finger Lakes & Upstate NY.
🇺🇸 Veteran owned business. Our world is so diverse and beautiful.

A twenty-two year career in the military has taken me all around the world. I’ve been fortunate to work with people from many different cultures, in numerous unique locations. I enjoy capturing these people and places in images that tell a story. The right photograph can serve as more than just a snapshot in time, it can capture the emotion and feeling of the moment. I hope to help capture some of those moments for you.

Gallery from the 2026 Eastern States 100 is UP!Such an amazing event. The people that run this race and those that make...
09/01/2026

Gallery from the 2026 Eastern States 100 is UP!
Such an amazing event. The people that run this race and those that make the event happen are incredible and the community around this race is really something special.

Photo collection by Phil Cuppernell - Rambling Bear Media

08/23/2026

Short teaser for the short film I'm working on. "Refocused" follows Joshua James Janish on his journey finding sobriety and redemption through running, as he takes on his hardest challenge yet, the Twisted Branch 100k ultramarathon.

08/16/2026

At mile 63 of the Eastern States 100 the crowd at Tomb Flats was anxiously awaiting the arrival of the lead runners. To everyone's surprise, it was two women that reached the river in first and second place overall. Kaylee Frederick held on for the overall victory and set a new woman's course record.

This was just one of the many stories from this year's race. Our goal for the race film is to showcase this incredible event and shed light on some of the stories you may not have seen. Hoping to have it finished on a couple more weeks.

Pictures from the 2026 Canandaigua Mile event are UP!It was great to be a part of this event for another year and to see...
08/05/2026

Pictures from the 2026 Canandaigua Mile event are UP!
It was great to be a part of this event for another year and to see it continue to grow.
*Images may be downloaded/shared as you wish!
*If you share images online, please tag your photographer 📸

Photo collection by Phil Cuppernell - Rambling Bear Media

The rain held off (mostly..) for the 4th annual Canandaigua Mile this morning. Great to see such a strong turnout for ...
08/02/2026

The rain held off (mostly..) for the 4th annual Canandaigua Mile this morning. Great to see such a strong turnout for this event year after year. I love how much the community here comes together for events like this. Thanks to everyone that participated and the local businesses that sponsored the event.
Gallery from the race will be up later this week!

Still booking class of '27 Senior Portraits.
07/27/2026

Still booking class of '27 Senior Portraits.

07/26/2026

Highlights from the Shootout for Soldiers Canandaigua Costume Game last night. So much fun.

The Shootout for Soldiers Shootout for Soldiers Canandaigua Costume Game! Even though the rain started and got stronger...
07/26/2026

The Shootout for Soldiers Shootout for Soldiers Canandaigua Costume Game! Even though the rain started and got stronger as the game went on, everyone had a ton of fun. Working on a fun video from the evening also.

Shootout for Soldiers Canandaigua is underway!24 hours of lacrosse at the Academy to support our veterans. Athletes yo...
07/26/2026

Shootout for Soldiers Canandaigua is underway!
24 hours of lacrosse at the Academy to support our veterans. Athletes young & old come out to participate in Shootout for Soldiers events all throughout the Country.

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Canandaigua, NY

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