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Smile Like Jack Memorial Fund

@smilelikejack

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The Smile Like Jack Memorial Fund has been established to honor Jack William O’Brien’s legacy as an avid outdoorsman. 🎣 🏹
🏃‍♂️2026 Road Race on 7/11

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Summer is in full swing, and July was packed with smiles, samples, and dairy fun! ☀️🥛

From Summer Meals events to The Prouty, the Smile Like Jack Memorial Fund road race, SummerFEST at Alyson's Orchards and the Waterville Valley Chocolate Festival, we loved connecting with communities across New England and supporting and celebrating the local farmers who make it all possible.

Summer's not over yet, and we're looking forward to even more great events in August!

#newenglanddairy #localdairy #summerfun #localfarmers

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Good morning from Knox on the Dock! We are open and ready for the race today! Come early, grab a bite to eat and we've got lots of seating for you to cheer on everyone in the Smile Like Jack Run/Walk today! @smilelikejack @knoxonthedock

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The Smile Like Jack Memorial Fund was founded in 2022 in memory of Jack William O’Brien, a hardworking young outdoorsman who loved hunting, fishing, snowmobiling, and helping others.
The 5K and 10K road race is taking place on July 11th in East Otis, MA.

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✨BRONZE Designer Bag Bingo Sponsor Spotlight - Smile Like Jack ✨

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BBD in MA! This one is for Jack! #deer #deerhunting #bigbuckdown #bbd #whitetail #berkshires #shamrockoutdoors #smilelikejack #bowhuntmass #bowhuntma

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✨Something for the ladies!✨

We’ve got lots of fun prizes in store for Friday’s event, but this BÉIS luggage set for the women’s raffle has got to be one of our favorites! 🤗

Grab your tickets by reaching out to Bill Bailey @ 413-244-2304 to join the fun!

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🥳EXCITING NEWS🥳

Bella Bijou Permanent Jewelry will be at the Jack William O’Brien Memorial Banquet this Friday! We’re thrilled to have Colleen join us & make all of your permanent jewelry dreams come true!✨

“Permanent Jewelry is a custom-made personalized luxury accessory that is custom fitted and welded together for a seamless, clasp-less finish. Create your own designs and styles of a bracelet, anklet, necklace, or even a ring. We have an array of charms to choose from to add on as well. Chains we use can be worn doing all of your everyday activities! We only use Sterling Silver, 14k Gold Filled, 14k Rose Gold Filled, & Stainless Steel PVD chains. They are tarnish resistant, and are meant for long wear. Enjoy the experience for yourself or with your favorite people.”

There’s still tickets left! Come out & support Whitetails Unlimited in honor of Jack William O’Brien! ♥️🦌

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‼️THIS FRIDAY‼️

Come out & join us this Friday for our Jack William O’Brien Memorial Chapter Banquet! We still have tickets available, but they’re going fast! 🎟️

This is the first year we will be hosting the JWO Chapter Banquet at Berkshire Hills Country Club to allow for more space! We look forward to seeing you all there! 🦌

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On October 10th we will be hosting our annual Jack William O’Brien Memorial Banquet!

This is a great opportunity to come out and see what Whitetails Unlimited is all about while remembering a young man who lived out Whitetails Unlimited’s mission on a daily basis.

We hope to see you there!🦌

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Life Lately ☀️

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Smile Like Jack Race Day ♥️ Watching Aiden and Paisley run together was truly a moment that will stay with me. So special. A beautiful day for a remarkable family ♥️ So grateful to be a part of it

♥️ ♥️♥️♥️♥️♥️♥️♥️♥️♥️♥️♥️♥️

#smilelikejack #hereforagoodtime

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🏃🏻‍♀️It’s that time of the year again! The 2025 annual Smile Like Jack Family Fun Walk/Run!

Registration opens on February 1st, 2025! 🗓️ mark your calendars because the race will be held on July 12th, 2025!!Interested in being a 2025 race sponsor? Please reach out to Riley Bailey via email: rileykbailey01@gmail.com!‼️

We are looking forward to this year’s race & can’t wait to see you all there!🥳

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