Drew and Julia first met in the Fall of 2022 on a Mohawk Trail cruise hosted by Squad Driven. Julia was lucky enough to have ridden shotgun with a mutual friend, while Drew was piloting the 911 GT3. After the drive, the group arrived at Whetstone Brewing in Brattleboro, VT, and as they say, the rest is history!

They called it official in November of 2022, the day before Julia's birthday at a Celtics game.

In 2023, the duo moved to Ashland and really started building a life together. Julia attended her first real SquadDriven rally as Drew's co-pilot in the GT3 as they made their way from Sugarloaf, Maine to Miami, Florida over 9 days. Julia and Drew shared their love for the outdoors, making picnic dates at the New England Botanic Garden at Tower Hill, attending numerous car shows around New England, and spending countless hours in the pool.

2024 brought the pair plenty more adventures, including more car shows, more drives, more rallies, and holding hands with a penguin. Drew sold his beloved Jeep SRT for the Big Purple Dinosaur, the RSQ8, and ushered in a whole new phase for Bossman's Garage.

The big rally for the year was driving from Woodstock, Vermont to Knoxville, Tennessee. Godzilla conquered the Back and Tail of the Dragon, and we had an absolute blast driving cross-country with our friends again.

The most important thing that happened in 2024 was bringing home Roscoe, our bestest boy in the whole wide world! Puppy life is hard, but so so worth it, and we couldn't imagine life without our boy.

Watching Roscoe grow up took up most of their 2025. From 9 pounds the day they picked him up, to plateauing around 75-80 pounds, he grew FAST! Every single day he brings smiles to their faces.

Julia started her current position at BMW of Sudbury and fell head-first into the hustle and bustle of the car business, while Drew continued his position at B&B Trading selling and distributing meat around New England.

They attended another SquadDriven Rally in the Poconos in Pennsylvania, and for the 3rd year attended the Audrain Automotive Concours in Newport, RI. If there's ever any questioning what they're doing on any given weekend, there's a very good chance it's some sort of car event.

The duo took their first big tropical vacation to start off 2026, heading to the Florida Keys to enjoy some sun, surf, sharks, and too many rum drinks. Drew brought back home some pirate treasure, a Spanish Four Reales coin salvaged from the wreck of the Atocha which sank in 1622.

Roscoe got to finally play in the snow with the two massive snowstorms this year, enjoying every second of zoomies and eating far too much snow.

The rest of the year so far has been filled with all sorts of fun things. Drew acquired his new Lamborghini, Julia sold her beloved Veloster N, lots of car fun, adventures with Roscoe, and trips to Nantucket and Michigan for weddings. But, the biggest thing in 2026 (so far) has been the Engagement!

Drew secretly planned for months to surprise Julia with a proposal. He worked tirelessly behind the scenes designing the ring, selecting the stones, and planning the perfect day to surprise Julia with a proposal.

The proposal happened at the New England Botanic Garden at Tower Hill, and not only was Julia surprised with a ring, but also with her family, Drew's family, and her best friend Raquelle to celebrate with champagne and a picnic!

As is evidenced by the photo, Roscoe tied up Julia so she couldn't possibly run away! When Drew first brought the ring home from the jeweler, he showed it to Roscoe to get his approval. Roscoe immediately offered Drew his paw, because it's as much his ring as it is Julia's!