Giving Back to Our Neighbors
As a local Portland Metro resident, you know that the Willamette Valley is one of the most beautiful places on earth: both because of the stunning nature and the rich community focus. We’re firmly rooted in the Willamette Valley, and we’re proud to give back to our communities by donating to a number of local charitable foundations.
The Boss Exteriors Story
In 2018, Gabe Callaway and his wife Hanna started Boss Exteriors. Both Gabe and Hanna were born and raised right here in the Willamette Valley. Gabe brings a decade of experience in new construction, remodeling, and house flipping to the table from before starting Boss Exteriors.
The Callaway’s goal has always been to fill a need in the contracting industry by fostering authentic relationships, providing prompt and responsive service, and taking stress off of local homeowners’ plates. They know that when they treat people like family, neighborhoods and communities flourish.
Our Core Values
To ensure the best results possible, all of our interactions with our customers and with each other are guided by our three core values.
We’re always looking for skilled team members to level up our service for local Oregon homeowners. If you’re a hardworking and authentic professional looking for a rewarding place to work, we’d love to hear from you. Check out our open positions and apply today!
Owner and Visionary
Hello there, I’m Gabe. I am the Owner and Visionary at Boss Exteriors. I grew up in Canby Oregon and now live in Damascus with my wife of 11 years and our 3 beautiful daughters. I enjoy endurance trail running, snowmobiling and mountain biking. Tillamook Old Fashioned Vanilla Ice cream topped with a banana is truly the best scoop out there.
Hello, I’m Rylan Phillips and I am the General Manager here at Boss Exteriors. I grew up in Beaverton and live with my wife Staci and 2 daughters in Sherwood Oregon. Trail running and outdoor activities are how I love to spend my free time, the thrill of exploring new trail systems is my favorite kind of adventure. I balance my healthy lifestyle with a deep love for peanut butter chocolate ice cream.
Hi there, I’m Eric Powell and I’m your Exteriors Specialist at Boss Exteriors. I grew up in Silverton Oregon and reside in Molalla. My wife Holly and I have 6 kids and 5 grandkids. I love fishing and cooking in my free time and I never met a scoop of strawberry cheese cake ice cream I didn’t like! I have worked at Boss Exteriors since February 2021.
Hello, I’m Larry and I’m the Lead Superintendent at Boss Exteriors. I grew up in Redmond Oregon and now live with my beautiful bride Cindy in Oregon City. We have 3 grown children and are blessed with young grandchildren to chase around! In my free time I love to golf, exercise and spend time with my wife and grandkids. In regards to ice cream, I love a nice scoop of lactose free vanilla.
I’m Hanna, and I’m the Brand Director at Boss Exteriors. I grew up in Philomath Oregon and now live in Damascus Oregon where my husband Gabe and I raise our 3 beautiful daughters. I love writing and recording music, drinking coffee and traveling. If you bring me Chocolate or Coffee Ice cream, but make it Dairy Free I’ll be your new BFF.
Hello, I’m Bonnie and I am the Sales Coordinator at Boss Exteriors. I met my husband at a Valentine’s day dance 24 years ago, we have 4 children and are celebrating 19 years of marriage this year! I am obsessed with French Bull dogs ( frenchies!) and I enjoy home design and renovation projects. My favorite flavor of ice cream is coffee!
Hi! I’m Brittney Mcdowell and I am Marketing Support at Boss Exteriors. I grew up in Gladstone Oregon, I have 2 boys, Colton and Jace and one on the way! I love spending my weekends fishing and camping with friends and family – Clear Lake is our favorite spot! My current favorite Ice cream flavor is mint chocolate chip, but it changes often…how can anyone choose just one?
Hi, my name is Daniel Bristow and I am a Site Foreman here at Boss Exteriors. I am a United States Marine Corps Veteran and proud to continue to serve my community while working for Boss Exteriors. Family is extremely important to me, the fact that two of my sons work alongside me and a third wants to join proves that Boss promotes a culture that values the family. I am married to my beautiful wife Alyssa and in our free time we enjoy playing music and spending time in the outdoors… when we’re not eating rocky road ice cream.
Hi there, I’m Michael and I’m the Project Manager at Boss Exteriors. I grew up in Mulino and now live in Molalla. I have had 3 years of Construction Experience and enjoy learning and growing here at Boss. When I’m not working I like hunting and fishing, we really live in such a beautiful state! I’m pretty laid back…I haven’t met an ice cream flavor I didn’t like yet!
Hi! I’m An, and I’m the Marketing Coordinator at Boss. I am married and live in Beaverton with my husband and our beautiful daughter Lucy. I grew up in NE Portland and worked in my family’s bakery. Production and the service industry is in my blood, and I credit that to the hard work and example of my parents. Creating and fishing are two other hobbies I enjoy thoroughly. If I had to choose a scoop, I’d pick Coffee Ice Cream every time!
Boss did a stellar job on our roof. Showed up when they said. Timely detailed bid. Complete tear off and replace done in 2 days. Office was responsive and paying was easy.…
BOSS Exteriors did a fantastic job replacing our roof and installing new gutters. To start with they performed the most extensive inspection of the roof against competing bids. The crew did an…
We were extremely happy with the residing job and the pergolas that you guys built for us. thank you for helping us have the nicest house on the block. We appreciate you…
Scott came by to evaluate our roof and I was extremely impressed by his thorough explanation of the options for our situation, his professional demeanor, and non pushy attitude. He showed us…
Wonderful and excellent service from the Boss team. They replaced our roof last year, and just completed painting our exterior. Couldn’t have asked for a better team to work with. HIGHLY recommend!!!
I had a wonderful experience with Boss Exteriors! I had just made an offer on a home and had it inspected. Boss Exteriors saved me from making a serious and costly mistake…
We had a problem with our gutters and we were recommended to Boss Exteriors. Eric Powell met me at my home, on a Saturday morning, on time. The project we needed completed…