Chris is a seasoned professional in the construction industry with over 30 years of experience. As the founder and president of Sleeping Dog Properties, he has led the company to great heights.

Chris's journey began as a carpenter and tradesman, providing him with a deep understanding and appreciation for the various aspects of the industry. He initiated his career in the construction industry by renovating homes and commercial spaces in the Back Bay neighborhood of Boston. Through persistence and hard work, he gradually secured larger, more sophisticated projects, quickly establishing his worth in the Boston construction industry. To solidify his mark, he founded Sleeping Dog Properties, Inc. in 1993, naming it after his old black lab, who could always be found covered in sawdust, asleep on job sites.

Over the last three decades, Chris has developed Sleeping Dog into one of the most highly regarded and thriving general contracting firms in the region. Collaborating with exceptionally skilled designers and architects, Chris and the SDP team have overseen projects exceeding $500 million in value across diverse sectors, including high-end residential, boutique commercial, and distinctive hospitality ventures. In his ongoing efforts to nurture and advance Sleeping Dog for the future, Chris diligently focuses on recruiting top-notch personnel, investing in cutting-edge tools, and promoting exceptional projects. He firmly believes in the power of cleanliness, communication, and competency as the driving forces behind the success of his team.

In his personal time, Chris thrives as a husband and father to three lovely children. While his weeknights and weekends are typically dedicated to coaching soccer, Chris also enjoys running, being on the water, and attending car shows. A lifelong dog lover, his family has two Portuguese Water Dogs.

Derrick has been an integral member of the Sleeping Dog Properties team since 2003. While pursuing his Bachelor of Architecture at Wentworth Institute of Technology, he started as an intern and has progressed from Designer to APM, then to PM, and currently holds the position of Design Director, serving as our Chief Operating Officer.

As the Chief Operating Officer, he oversees the day-to-day operations of the corporate offices, handling tasks such as contract negotiations, project management, and financial controls. Collaborating with the design team, Derrick plays a pivotal role in effectively prioritizing projects and addressing architectural details to ensure everyone's ideas are considered. Derrick consistently upholds a client-first approach, reassuring clients that their homes are receiving optimal care. Throughout his career, he has devoted himself to fostering a positive and productive working environment, built on the principles of mentorship and hands-on teaching.

Beyond his professional commitments, Derrick channels his ambition into various pursuits. Frequently seen on one of his bikes—whether on gravel or road—he trains for his next 100+ mile race. In addition to biking, he enjoys engaging in DIY projects, traveling back to his home in Maine, and exploring new craft beers.

A lifelong resident of Massachusetts, Joe has ingrained himself in the local construction industry since a very young age. Growing up in a family deeply connected to construction, he absorbed valuable lessons about hard work, quality craftsmanship, and effective problem-solving. In his role as our Director of Construction, Joe brings extensive experience, seamlessly transitioning between roles as a site supervisor, project manager, estimator, and designer—all within the same day.

Over his 20+ year career in construction, he has overseen the implementation of projects exceeding $150 million in both residential and commercial sectors. Joe recognizes that the key components of a successful company lie in repeat clientele and a highly skilled on-site staff. Consequently, he dedicates himself daily to fostering high company morale and ensuring customer satisfaction in the field.

Michael has served as our Controller for over five years. As a Certified Public Accountant with more than 30 years of experience in financial leadership roles within the real estate and construction industry, he brings a wealth of expertise to our team. Hailing from Sharon, MA, Michael attended the University of Massachusetts-Amherst, where he earned a degree in accounting.

Michael, a proud father of three kids and owner of three dogs, has a penchant for sports and traveling. He particularly enjoys spending time with his family at his home on Cape Cod.

Blake, originally hailing from Connecticut, made his way to Boston through his college years at Bentley University, where he earned a B.S. in Economics-Finance. Initially uncertain about his desired career path, he eventually pursued his interests in construction and design. In 2017, he joined Sleeping Dog as an Estimator, demonstrating hard work and dedication to mastering both the role and the business.

Since the start of 2021, Blake has taken on additional responsibilities, managing our marketing department. In this role, he oversees our social media accounts, website development, branding, and photo/video content.

Beyond his professional pursuits, Blake finds relaxation in activities such as running, golfing, attending concerts, spending quality time with his family on Cape Cod, and supporting his beloved Liverpool.

Hailing from Tucson, Arizona, Jeremiah infuses creativity and energy into his role every day. Serving as our in-house Senior Digital Marketing Coordinator, he is responsible for capturing on-site photos and videos, as well as curating content for our social media pages. Jeremiah discovered his passion for photography early in life during his deployment with the U.S. Army’s 10th Mountain Division in Afghanistan.

Throughout his 15-month deployment, Jeremiah managed to capture thousands of images, spanning from dramatic medivac extractions to portraits of Afghan soldiers and civilians, to candid moments of the everyday experiences of his fellow soldiers. Following this period, his work gained recognition, being published in prestigious outlets such as National Geographic, the Wall Street Journal, and BBC News.

Upon completing his three-year enlistment, Jeremiah earned a B.S. in Business Management from San Jose State University and later returned to Arizona, earning an MBA from the University of Arizona. He fully immerses himself in the construction world on our job sites, embracing the grittiness of the field. When not adorned in sawdust, he unwinds by spending quality time with his wife and daughter, and indulging in his love for movies.

Highly analytical and meticulous, Gene became a valuable addition to our team shortly after graduating from the nearby Boston College with a degree in Mathematics. Infusing energy and eagerness into his work every day, Gene is driven by a desire to absorb as much knowledge as possible in the design and construction industry.

His prior experience includes working at Suffolk Construction, where he gained exposure to their estimating, innovation, and talent acquisition departments. Beyond the office, Gene is an avid Boston sport enthusiast.

Sara provides support to our controller in day-to-day accounting duties and the preparation of financial reports. With prior experience at other commercial and residential construction companies, she adeptly transitioned to Sleeping Dog's standard operating procedures and culture. 

A native and resident of California, Sara finds joy in escaping to the beach and traveling to the mountains. There, she engages in activities like snowboarding, hiking, and enjoying the outdoors with friends and family.

Ryley, originally from Connecticut, relocated to the Pacific Northwest after traversing the globe as a travel writer for two years. He embarked on his professional journey in the building trades as a welder/fitter in the shipyards around Seattle, WA. Initially, he aspired to pursue naval architecture, but he recognized the unique impact that houses and buildings could have on the lives of their occupants. This realization prompted him to transition into crafting custom architectural elements, such as fireplaces, custom doors, and stunning staircases.

Demonstrating his proficiency, Ryley established a metal shop for a design firm in Seattle and assumed project management responsibilities. Over the ensuing years, his construction expertise expanded, and he gained valuable experience in managing larger projects. Eventually, he made his way back to the East Coast, joining our team in 2023.

Beyond work, Ryley's life centers around his friends, family, and raising his two sons. Together, as a family, they are rekindling some of Ryley's past hobbies, which include skiing, camping, hiking, surfing, and "Bourdaining."

Originally from Massachusetts, Luke started his career in the construction industry by earning a Bachelor of Science in Civil Engineering from the University of Delaware. Upon graduation, he secured a position as a structural and project engineer at a global infrastructure consulting firm, eventually relocating to the San Francisco Bay Area with the company. After spending an additional two years as a Senior Project Engineer at a commercial construction firm, he returned to Massachusetts joining the Sleeping Dog team in 2021.

Outside of the job site and office, Luke relaxes by enjoying outdoor activities, watching the Steelers, and pursuing his passion for golf.

Born and raised in Connecticut, Kyle became a part of our team five years ago, initially taking on the role of Construction Administrator. He swiftly progressed to Assistant Project Manager and has now assumed the position of a full-time Project Manager. Before joining Sleeping Dog, he served as a Construction Manager for a residential contractor in his home state. With his extensive experience within our company, Kyle is proficient in our standards and protocols, having actively contributed to some of our most significant projects in recent years.

Zach, a true Vermonter at heart, spent much of his upbringing outdoors and in the midst of construction. Graduating from college with a B.S. in Business Administration and a concentration in Project Management, he promptly entered the construction industry. Beginning as a carpenter, Zach rapidly acquired the skills needed to construct efficiently across various residential, commercial, and municipal projects. Progressing into a managerial position, he joined Sleeping Dog Properties, swiftly ascending to the role of Project Manager.

Beyond the professional realm, Zach finds pleasure in activities such as snowboarding, hiking, attending music festivals, and enjoying live comedy shows.

A native of Texas, Ashley journeyed across the country before settling in Boston. As an Olympic-level gymnast and Division I tennis player, she completed her education at Clemson University in South Carolina, maintaining a highly active lifestyle as a student-athlete. Following graduation, Ashley embarked on her career, initially specializing in client relations and account management. Over time, she transitioned into the residential and commercial interior design industry.

Drawing upon her communication and critical thinking skills, Ashley ensures the satisfaction of her clients in her daily work. During her leisure time, you'll find Ashley outdoors, whether she's skiing, traveling, or enjoying a concert.

Actively pursuing his Master’s of Architecture at Boston Architectural College, Bobby is deeply passionate about advancing his education and acquiring additional expertise in the design field. His journey in the industry began as a carpenter, providing him with a unique advantage of not only understanding how to design spaces but also possessing the knowledge to construct them. 

Leveraging the experience accumulated over the years, Bobby finds joy in undertaking DIY projects at home. In his leisure time, he unwinds by cooking, hiking, and indulging in his love for making music.

Raised just outside of Boston, in Winthrop, Matt possesses extensive knowledge of the inner workings of the city and its surrounding towns. His early recognition of his interest in architecture and design led him to attend Wentworth Institute of Technology, where he graduated with a Bachelor of Science in Architecture. After graduation, Matt honed his design skills, ultimately finding his way to Sleeping Dog, where he has become an integral part of our design team.

Beyond the office, Matt finds joy in drawing and traveling - notably, serving as our office expert when it comes to cruises.

Originally from the Dominican Republic, Wilmer grew up just outside of Boston in Brockton, Massachusetts. Pursuing his passion for design and architecture, he ventured to Rhode Island, where he graduated from Roger Williams University with a Bachelor of Architecture. Wilmer looks forward to furthering his growth at Sleeping Dog and acquiring additional real-world experience to complement his years of education. 

In his leisure time, he finds relaxation in DJ'ing, creating music, and exploring through travel.

Cheerful and creative, Olive infuses joy and color into our office and her work. She takes pleasure in crafting thoughtful solutions to challenging design obstacles and delights in collaborating with our wonderful clients to enhance their homes further. Olive holds a Bachelor of Architecture degree from the University of Massachusetts-Amherst. Following her graduation, she acquired additional design experience by working with two Cambridge-based residential architects.

Beyond her professional pursuits, Olive is an avid ice skater and skier, with winter being her favorite season. In Boston, her most cherished spot is The Isabella Stewart Gardner Museum, where she enjoys bringing friends and family to appreciate the world-famous artwork.