Trivia Night Is Almost Here — And We're Ready for an Incredible Evening!
90 attendees, five rounds of trivia, fantastic raffles, and one meaningful mission.
The excitement is building as we prepare for the Ryan J. Caulfield Memorial Scholarship Foundation Trivia Night on Saturday, November 14th, from 4:00 to 8:00 PM at the American Legion in Bedford, Massachusetts.
With almost 90 people already planning to attend, we're looking forward to an evening of community, laughter, friendly competition, and generosity, all in support of a cause that means so much to us.
What to Expect
Five Rounds of Fun and Friendly Competition
Our trivia competition will feature five rounds covering a variety of subjects, including music, pop culture, science, sports, general knowledge, and more. Whether you're a trivia enthusiast or simply looking for a fun evening with friends, there's something for everyone. No special expertise is required, just a willingness to participate and have fun!
Exciting Raffles and Prizes
We're incredibly grateful to the many sponsors, including local and national businesses that have generously contributed raffle prizes for the evening. Attendees will have opportunities to win some fantastic items while helping support the Foundation's scholarship mission.
Food, Friends, and Community
Thanks to the generosity of the Caulfield family, pizza will be provided for attendees throughout the evening.
One of the great traditions of community trivia fundraisers is the variety of food that teams bring to enjoy. Guests are welcome to bring their favorite snacks, appetizers, or other treats to add to the festivities.
Ryan to the Rescue Mulligans
Even the best trivia teams occasionally encounter a question that leaves everyone stumped! Our optional "Ryan to the Rescue" mulligans give teams an opportunity for a do-over when they need a little extra help. Mulligans will be available for purchase during the event.
Important Event Information
Date: Saturday, November 14, 2026
Time: 4:00–8:00 PM
Location: American Legion, Bedford, MA
Food: Pizza generously provided by the Caulfield family; guests are welcome to bring food to enjoy
Bar: Cash only
Raffles and Mulligans: Cash or Venmo accepted
More Than Just a Trivia Night
While we're looking forward to a wonderful evening of trivia and entertainment, the true purpose of this gathering extends far beyond the competition.
The Ryan J. Caulfield Memorial Scholarship Foundation was established to honor Ryan's life, his compassion, and his love for animals by creating educational opportunities for students pursuing careers in animal care and veterinary medicine.
Every ticket purchased, raffle entered, and contribution made helps strengthen our ability to continue awarding scholarships and carrying Ryan's legacy forward.
The tremendous support we've already received from attendees, businesses, family, and friends is a reminder of what a community can accomplish when it comes together around a shared purpose.
There's Still Time to Join Us!
Whether you plan to attend with a full team, a few friends, or on your own, we'd love to have you be part of this special evening.
Come hungry, bring your competitive spirit, and get ready for a memorable night supporting an extraordinary cause.
We look forward to celebrating with you and continuing Ryan's legacy through the incredible work of the Foundation.
Purchase your tickets using the registration link below.
https://www.zeffy.com/en-US/ticketing/trivia-night-173
Trivia Night - November 14, 2026 - Buy Tickets in advance!
Think your team has what it takes to be Trivia Champions?
Click on the link below to purchase tickets (available as individual tickets or a full table of . Guests entering as individuals will be paired up with other individuals to become a team of 8.
Saturday November 14th from 4pm - 8pm at the American Legion in Beddford, MA
Join us for the Ryan J. Caulfield Memorial Scholarship Foundation Trivia Night at the American Legion in Bedford, MA for an unforgettable evening of friendly competition, laughter, and giving back!
This isn't just any trivia night—our rounds are inspired by the things Ryan loved most, featuring questions on:
Music
Pop Culture
Science
Sports (because Ryan would have wanted Hunter and Mike to feel good about a few rounds!)
General Knowledge
Gather your smartest (or funniest!) friends and reserve a table for up to 8 players. Whether you're in it to win or just looking for a great night out, there's something for everyone.
Throughout the evening you'll also have the chance to:
Win amazing raffle prizes
Bid in our silent auctions
Participate in additional games and fundraising activities
Support a mission that changes lives
Food: We''ll provide pizza and snacks, but feel free to bring whatever your team enjoys - takeout, Chinese food, sandwiches, appetizers, or order delivery to the hall.
Cash Bar Available
Please note that the American Legion bar is cash only (no credit or debit cards).
Every registration, raffle ticket, and auction bid helps the Ryan J. Caulfield Memorial Scholarship Foundation continue its mission of providing scholarships to students pursuing careers in animal care and veterinary medicine while honoring Ryan's legacy of compassion, generosity, and love for animals.
Bring your appetite, your competitive spirit, and your friends—and help us continue expanding the reach and impact of the Foundation.
Date: November 14, 2026 (pending confirmation)
Location: American Legion – Bedford, MA
Teams: Up to 8 players per table
Click below to purchase your tickets!
https://www.zeffy.com/en-US/ticketing/trivia-night-173
Inaugural Recipients Announced
Last night marked a very special milestone for the Ryan J. Caulfield Memorial Scholarship Foundation as we awarded our first-ever scholarships.
Ryan was a proud Natick High School graduate whose compassion, kindness, and love for animals touched countless lives. Whether helping a friend in need or caring for an animal, Ryan approached everything with empathy, loyalty, and a genuine desire to make the world a little better.
This year, the scholarship committee had the privilege of reviewing applications from outstanding students pursuing careers in animal care and related fields. After careful consideration, we selected two exceptional Natick High School graduates whose passion for animals, commitment to service, strong work ethic, and compassion for others truly reflected the values Ryan lived every day.
One recipient distinguished herself through extensive volunteer work, hands-on animal care experience, academic excellence, and a demonstrated commitment to pursuing a career in veterinary medicine. The other recipient impressed the committee through years of animal care, farm work, leadership, mentorship, community involvement, and unwavering dedication to both animals and people.
What stood out most was not simply their accomplishments, but the sincerity, empathy, and sense of purpose reflected in their applications. Their stories reminded us of the qualities that made Ryan so special and gave us confidence that his legacy will continue through the next generation of animal advocates and caregivers.
Congratulations to our inaugural scholarship recipients. We are honored to support your journeys and cannot wait to see the impact you will make in the years ahead.
Thank you to everyone who has supported the Foundation, donated, volunteered, and helped make this first year possible and memorable. Because of you, Ryan's kindness continues to create opportunities for others.
Generosity
I want to take a moment to share the extraordinary generosity of this community. Today marks one year since Ryan left us, and in that time, the outpouring of love and support has been nothing short of remarkable. Through your kindness, you have helped support both Forever Home Rescue, where Ryan adopted his beloved Pancho, and the Ryan J. Caulfield Memorial Scholarship Foundation.
I recently received a note from the director of Forever Home Rescue New England, who shared this incredibly touching update:
We have decided to use these donations to save the life of a two-year-old dog in need of cardiac surgery. I am thinking Ryan would approve. Without this support, the dog would have had to be put down. With surgery, they are expected to live a normal lifespan.
I can almost hear Ryan’s joy knowing that someone’s beloved fur baby gets to stay with their family for good.
In the coming months, the Foundation’s Scholarship Selection Committee will review applications and award the first Ryan J. Caulfield Memorial Scholarship. This scholarship will support students pursuing education in animal sciences, including those seeking to become veterinary technicians, a profession Ryan loved and where he found his true passion.
While this week has brought many emotions, the love and generosity shown by this community is a powerful reminder that Ryan’s legacy is very much alive. It continues through compassion, kindness, and the meaningful impact being made in his name. I imagine he is beaming, knowing that the love that surrounded him is still doing so much good.
Thank you all from the bottom of my heart. I know I speak on behalf of the entire Board of Trustees in expressing our deepest gratitude.
Tim