Built on Trust.
Rooted in Family.
We’re not just contractors—we’re your neighbors in the Fox Valley. Led by Bryan Crain, we’re on a mission to bring honesty back to the roofing industry.
More Than Just a Business
Upward Exteriors was founded in 2024 by Bryan Crain, a former firefighter whose service-first mindset has built deep community trust. Supported by his wife Shelley and their three children (Riley, Matthew, and Joshua), the Crain family has lived in Kimberly for over 15 years. Our team brings 30 years of combined exterior experience.
The "Upward" Standard
We believe construction shouldn't be complicated. Here is how we seek to transform the reputation of our industry.
Deeply Connected
From coaching youth sports to volunteering with the Greenhouse youth program, we bring the same passion to our community as we do to our roofs.
To provide exceptional roofing solutions while leading the way to operate with trust and integrity.
Every project is an opportunity to prove that contractors can be kind, respectful, and professional.
Expert Craft
Using only premium Malarkey Systems.
Family First
We treat your home with the same care we would our own.
Showing up for the Fox Valley
Youth programs, volunteer work, and local partnerships.
Why Neighbors Choose Upward
With Upward Exteriors, you’re choosing a partner who values quality and customer satisfaction above all else. We don't just fix roofs; we build relationships.
Customer Voices
Fox Valley 5-Star Standard.
We've earned our reputation one roof at a time. See what your neighbors are saying about Upward Exteriors.
“Upwards Exteriors was extremely thorough from the initial inspection to completion of my roof. They were respectful and took great care of making sure I was pleased with their work, site clean up and final inspection. I wouldn't use any other roofers. Excellent service and workmanship.”
Robin Holte
Roofing“Upward Exteriors exceeded every expectation, from prompt, transparent communication to high-quality workmanship and attention to detail. Bryan and his team were professional, trustworthy, and deeply invested in ensuring everything was done right. I highly recommend them for any roofing project!”
Matt Dinse
Roofing“Great job! Everything was done on schedule and the cleanup was great. Wouldn't even know they were here if not for the awesome looking roof! Highly recommend”
Mike Anderson
Roofing“Very communicative, quality work, great pricing. I would absolutely use them again.”
Cara Morris
Happy Customer“Quality materials done with true craftsmanship. Completed on time and under estimate. Very highly recommended!”
Tom Timple
Happy Customer“Honest assessment of the problems, made suggestions to correct the problems. Freed our gutters of debris. Professional and personable.”
Jane Tomason
Gutters“Bryan was very easy to deal with. Pricing and work quality was excellent also. Not a typical contractor interaction in a good way.”
Frank Mazanka
Happy Customer“Upward Exteriors truly lives up to its name. Their honesty, integrity, and quality craftsmanship are unmatched. From start to finish, they are transparent, reliable, and dedicated to ensuring your roof is done right. If you're looking for a trustworthy roofing company, Upward Exteriors is the one to call. Highly recommend!”
Samantha Emro
Roofing“Upwards Exteriors was extremely thorough from the initial inspection to completion of my roof. They were respectful and took great care of making sure I was pleased with their work, site clean up and final inspection. I wouldn't use any other roofers. Excellent service and workmanship.”
Robin Holte
Roofing“Upward Exteriors exceeded every expectation, from prompt, transparent communication to high-quality workmanship and attention to detail. Bryan and his team were professional, trustworthy, and deeply invested in ensuring everything was done right. I highly recommend them for any roofing project!”
Matt Dinse
Roofing“Great job! Everything was done on schedule and the cleanup was great. Wouldn't even know they were here if not for the awesome looking roof! Highly recommend”
Mike Anderson
Roofing“Very communicative, quality work, great pricing. I would absolutely use them again.”
Cara Morris
Happy Customer“Quality materials done with true craftsmanship. Completed on time and under estimate. Very highly recommended!”
Tom Timple
Happy Customer“Honest assessment of the problems, made suggestions to correct the problems. Freed our gutters of debris. Professional and personable.”
Jane Tomason
Gutters“Bryan was very easy to deal with. Pricing and work quality was excellent also. Not a typical contractor interaction in a good way.”
Frank Mazanka
Happy Customer“Upward Exteriors truly lives up to its name. Their honesty, integrity, and quality craftsmanship are unmatched. From start to finish, they are transparent, reliable, and dedicated to ensuring your roof is done right. If you're looking for a trustworthy roofing company, Upward Exteriors is the one to call. Highly recommend!”
Samantha Emro
Roofing“Bryan is an honest and thorough provider. If you need a new roof or gutters give him a call. You won't regret it!”
Jill Anderson
Gutters“Highly recommend giving Bryan at Upward a call if you have any concerns about your roof, his business is founded on honesty and integrity, he will take great care of you!”
Amanda Hayden
Roofing“Bryan is very honest and a great person!”
Wayne Nolden
Happy Customer“Upward Exteriors was great to work with. Bryan was very thorough about the whole process, answering questions, and filling in any and all blanks. The entire roofing crew was kind, courteous and very professional. Would highly recommend Upward Exteriors to anyone.”
Eric Hansen
Roofing“Bryan and his team were a pleasure to work with! Bryan was really professional, honest, and extremely helpful with any questions I had. Bryan and his team worked very efficiently to rebuild and replace the fascia, soffit, and gutters on our house. We are very happy with the end result.”
Robert Boettcher
Gutters“If you are looking for a company built on honesty and integrity, Upward Exteriors is the right choice!”
Chris Gobin
Happy Customer“Brian and his crew did a great job with our new roof and gutters, including all the before, during and after work and communication. He was very competitive on price and the work was done on time and to a high standard. Highly recommended.”
Eric Brinkmann
Gutters“Bryan and his team do great work and are local.”
Corey Schultz
Happy Customer“Bryan is an honest and thorough provider. If you need a new roof or gutters give him a call. You won't regret it!”
Jill Anderson
Gutters“Highly recommend giving Bryan at Upward a call if you have any concerns about your roof, his business is founded on honesty and integrity, he will take great care of you!”
Amanda Hayden
Roofing“Bryan is very honest and a great person!”
Wayne Nolden
Happy Customer“Upward Exteriors was great to work with. Bryan was very thorough about the whole process, answering questions, and filling in any and all blanks. The entire roofing crew was kind, courteous and very professional. Would highly recommend Upward Exteriors to anyone.”
Eric Hansen
Roofing“Bryan and his team were a pleasure to work with! Bryan was really professional, honest, and extremely helpful with any questions I had. Bryan and his team worked very efficiently to rebuild and replace the fascia, soffit, and gutters on our house. We are very happy with the end result.”
Robert Boettcher
Gutters“If you are looking for a company built on honesty and integrity, Upward Exteriors is the right choice!”
Chris Gobin
Happy Customer“Brian and his crew did a great job with our new roof and gutters, including all the before, during and after work and communication. He was very competitive on price and the work was done on time and to a high standard. Highly recommended.”
Eric Brinkmann
Gutters“Bryan and his team do great work and are local.”