Meet Our Team


Gabe Callaway

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.


Rylan Phillips

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.


Dan Burck

Hello, I’m Dan and I’m the Sales Manager at Boss Exteriors. I grew up on a 40 acre farm in Beavercreek OR and live in with my wife and our 3 children in Molalla. I spend a lot of my free time in my wood shop or backpacking in the mountains. I’m not so sure about all these ice cream lovers I work with, a good cobbler is where it’s at!


Paul Vance

Hello, I’m Paul Vance and I am the Office Manager at Boss Exteriors. I grew up and live in the Portland area. My wife and I have 2 children, our daughter is 7 and our son is 5. I enjoy playing sports and watching movies in my free time. My favorite flavor of ice cream is Chocolate chip cookie dough!


Eric Powell

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 and I am your Exteriors Specialist.


Larry Wilcox

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.

Roofing division manager

Mark Walters

Hi, I'm Mark. I'm the Roofing Division Manager at Boss Exteriors.I grew up in Hillsboro and live with my lovely wife Sarah and 2 children in Gladstone. I have 34 years in the Roofing/Construction Industry and have gained much from the experience! In my free time, I love being active. Biking, camping and being outdoors are some of my favorite pastimes, along with Martial Arts. If I were going to choose my favorite flavor, Peanut Butter and Vanilla Ice cream would be my choice!


Bonnie Rinta

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!


Brittney Mcdowell

Hi! I’m Brittney Mcdowell and I am Marketing Support at Boss Exteriors.  I grew up in Gladstone Oregon, I have 2 boys, Colton (11) and Jace (2) 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 can anyone choose just one??

Brand Director

Hanna Callaway

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.

Site Foreman

Daniel Bristow

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.

project manager

Michael Wakefield

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!


Grace Wakefield

Hi! I’m Grace Wakefield and I work in Marketing at Boss Exteriors.  I grew up in Molalla Oregon and now live with my husband Chris and our 2 children in Mulino. I enjoy crafting, baking, gardening and camping! Hands down, the best flavor of Ice cream is Ben & Jerry’s Tonight Dough.

marketing coordinator

An Coon

Hi! I'm An, and I'm the Marketing Coordinator at Boss. I am married and live in Beaverton with our beautiful daughter Lucy. I grew up in NW 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. My daughter is still very young, so when I get some free time I like to sleep! However, crafting and fishing are two other hobbies I enjoy thoroughly. If I had to choose a scoop, I'd pick Coffee Ice Cream every time!

Office Coordinator

Kim Tracy

Hello, I'm Kim! I am the Office Coordinator here at Boss Exteriors and have over 20 years of accounting and administrative experience. I grew up in Oregon City and currently live in Molalla with my husband Ross and our 2 amazing daughters. I enjoy reading, kayaking and volunteering in my free time. When it comes to Ice Cream, it's always been good old vanilla ice cream with chocolate syrup for me!


Roof repair

There are many different types of roof repair available to solve many different types of roof issues. Storms and other weather events can make emergency roof repairs necessary, and our roofers are trained in these kinds of emergency repairs. High winds can tear roof shingles tiles up or pull them away entirely, and heavy rains can overwhelm storm drains and cause drain failure and roof damage. Our trusted roofing contractors can replace roof shingles and repair storm drains with high quality roofing materials to make your roof safe again.

Roof Replacement

Homeowners want their roof to last the lifespan of their house. However, even a perfectly installed roof can only last for a couple decades, depending on the type of roof and the weather in the area. When it’s time to replace your roof, you have an expert roofing team ready: Boss Exteriors. We’ve been the trusted roof replacement contractors in the Portland area for a long time. We can spot the serious roofing problems that others might miss, and our experience with roof installation means we can fit your home with a roof that will last for years.

Roof Installation

Our team of roofing contractors is able to offer a mix of roofing styles to suit your needs. From composition to tile, metal to PVC, we can roof with a variety of materials to produce the structure that is right for you. Not only do these different materials deliver a variety of specific functions but they also offer contrasting aesthetic finishes. Our team at Boss Exteriors is skilled in constructing many different roof types.

Commercial roofing

Our team of experienced Pro’s stand out from other local Portland Metro roofers. We perform inspections, repairs and new roof installations. Hiring a commercial roofer is serious business. You’ll need a team that understands the ins and outs of commercial roofing. We use the highest quality products that meet the building standards set by the state of Oregon code. The commercial roofing systems at Boss Exteriors are approved for safety and performance, plus our roofing systems are tested regularly to ensure quality.

● New Roof Installation

● Free Roofing Inspections

● Metal Roofing

● Pitched Roofs

● Skylight Installation


Boss Exteriors brings superb affordable siding solutions to the local community with industry-leading workmanship. Our sidings last the distance and deliver value for money to guarantee protection for less.

Our team of Boss Exterior vinyl sidings offer homeowners an affordable way to beautify their home with style and grace in the way that they see fit. From board and batten siding styles to horizontal lap style, we guarantee a great range of styles to fit any architectural look.


Windows are an essential part of a residential property, allowing light into the home and opening it up to the world outside. But a window must also provide high-level security to keep your property, belongings and family safe.

Boss Exterior’s professional window installation service offers the perfect combination. From skylights to French windows, we’re the team to install it all. We provide a wide selection of premium windows for any size and location in the home. We fit and install each window to exacting standards so that you can be assured of its functionality and longevity of service.


Painting the outside of a home is very different to painting the inside. The pressures on paint for indoor use are limited to external paints, which must stand up to harsh weather, variable temperatures and the daily presence of the sun.

Boss Exterior uses high-quality paint applied by trusted, trained technicians to deliver premier exterior painting services. We provide a wide variety of paint color options so that you can match the color of your home with the dream you had in mind. Stand out from the crowd or paint your home with subtle style; Boss Exteriors has the colors for any look you want.