Aaron's Last Wish$500 Tips for Waiters and Waitresses

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Entries from 'Tip Videos'

Aaron’s Last Wish 90 at Iron Hill Brewery in Newark, DE

Thanks to some kind Kentucky fans who offered a place to stay, the 90th $500 tip happened in Newark, Delaware. Joie also happened to be in town so she and her mom joined us for dinner at Iron Hill Brewery, where we surprised Stephanie with a $500 tip. At the last moment Melanie contacted me…

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Aaron’s Last Wish 89 at Cavanaugh’s in Philadelphia, PA

My trip to Philadelphia coincided with the Kentucky/Louisville basketball game, so I met up with the local alumni to watch at Cavanaugh’s Rittenhouse. During halftime I surprised our waitress, Alison, with the 89th $500 tip!

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Aaron’s Last Wish 88 at Baker’s Pizza in Bucyrus, OH

For anyone wondering why I was circling Ohio and not stopping, this is why. Wes wanted to be with us to leave a tip in his home town of Bucyrus, so we needed to wait until Christmas. It also let me bring mom and dad along, which I think was worth it. Together we all…

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Aaron’s Last Wish 87 at Onieal’s in Hoboken, NJ

Wednesday I drove in to Hoboken, NJ to see my friend, Brooke. Lucky timing since she was moving later that day! We walked around and checked out some of the sights, then headed to Onieal’s for lunch where we surprised Francesca with a $500 tip!

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Aaron’s Last Wish 86 at Eli’s on Whitney in Hamden, CT

The 36th stop on the road trip was Connecticut. Luckily, my friend Joe and Mallory happen to be living here right now, so I got to stay with them in Hamden. On Monday evening we went to a nearby restaurant, Eli’s on Whitney, and surprised Amanda with a $500 tip. You’ll love her reaction.

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Aaron’s Last Wish 85 at Brick Alley Pub in Newport, RI

I was traveling through Rhode Island and scrambling to find someone to have lunch with me. Thankfully Emily, a friend from online, offered to join me. That meant routing through Newport, which was a fun detour. We had lunch at Brick Alley Pub and surprised Dolly with a $500 tip.

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Aaron’s Last Wish 84 at Picco in Boston, MA

The 34th stop on the road trip was Boston. While in town yesterday I finally got to meet Neal, and he brought along his wife and a friend to help me give a $500 tip. Since it was so cold I didn’t want to stray too far. The night before I had a beer at…

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Aaron’s Last Wish 83 at Gas Light Pizza Pub in Portsmouth, NH

The cross country road trip rolls on, and yesterday it led me to Portsmouth, New Hampshire. Gretyl and I wandered downtown and found our way to Gas Light Company’s Pizza Pub. I’d never left a $500 tip for a server at a buffet, so it seemed high time to do so. After a few slices…

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Aaron’s Last Wish 82 at Flatbread in Portland, ME

The 32nd stop on the road trip was the other Portland, where it’s snowing. Melissa joined me (as well as a few sneaky members of the media) and we braved the weather to visit Flatbread Company, a regional pizza joint. There, we sent Emily into silent shock by surprising her with a $500 tip.

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Aaron’s Last Wish 81 at Friendly’s in Springfield, VT

My mom’s friend, Rita, lives in Springfield and was kind enough to host me so that was my stop in Vermont. Many of her family and friends joined us as did one of our longtime supporters, Joie. We all met up at Friendly’s where we surprised Julie with the 81st $500 tip! Also, a special…

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