Build Your Career with Jack Contracting

A Company Built on Hard Work, Integrity, and Opportunity

JACK Contracting was built on a simple idea; do the job right and treat people with respect. From our roofing crews to our sales team, every member of our company plays a role in helping homeowners protect their homes and families.

We believe in building long-term careers, not just filling positions. Our team members receive hands-on training, real opportunities for growth, and the support they need to succeed in a fast-growing industry.

If you’re someone who values professionalism, teamwork, and doing quality work, JACK Contracting could be the right place for you.

 Real Opportunity, Real Growth

At JACK Contracting, we believe people perform their best when they are supported, respected, and given opportunities to grow. That’s why we focus on building a strong team culture and creating real opportunities for advancement.
Our team members are rewarded for hard work, dedication, and results.
As our company grows, team members have opportunities to move into leadership roles.
Learn directly from experienced roofing professionals and project leaders.
Work with a team that values 
communication, accountability &teamwork.
Roofing is a high-demand industry that offers long-term career potential.
Help homeowners protect their homes from storms, weather, and structural damage.

Opportunities to Grow Within the Roofing Industry

At JACK Contracting, we believe the best teams are built by helping people develop their skills and confidence over time. Many successful professionals in the roofing industry started with little experience and learned through hands-on training and mentorship.

We provide opportunities for motivated individuals to build long-term careers in roofing.

Learn The Industry
Gain hands-on experience and learn the fundamentals of roofing and home improvement from experienced professionals.
Build confidence in your role through training, real job experience, and ongoing support from the team.

Take on greater responsibility and grow into leadership opportunities as your skills and experience develop.

What We Look For in Every Team Member

We are always looking for motivated individuals who take pride in their work and want to be part of a strong team environment.

We value team members who are motivated, respectful, and willing to work hard.

Roofing requires dedication, reliability, and a commitment to getting the job done right.
Represent JACK Contracting with honesty, integrity, and respect.
We welcome individuals who are eager to learn and improve their skills.

Now Hiring at JACK Contracting

A Team That Supports Each Other

At JACK Contracting, we believe strong teams build strong companies. Our team works hard, supports one another, and takes pride in delivering quality roofing services for homeowners across Northern Virginia.

From team training sessions to celebrating successful projects, we are proud of the culture we have built. Every team member plays a role in maintaining our reputation for professionalism and quality workmanship.

Start Your Career With Jack Contracting

If you are motivated, hardworking, and interested in building a career in the roofing industry, we would love to hear from you. Submit your information below and a member of our team will reach out to discuss potential opportunities
Fill out the form below and our team will contact you within 24 hours.

 Questions About Careers at Jack Contracting

Do I need roofing experience to apply?
No. While experience in roofing or construction is helpful, it is not required for all roles. JACK Contracting provides hands-on training and support for team members who are motivated and willing to learn.
We offer a range of positions including installation roles, project management, sales, and remodeling. Opportunities may include roofing crews, exterior installers, project consultants, and carpentry positions.
Yes. We provide hands-on training and mentorship to help team members learn the skills needed to succeed. Our goal is to help individuals grow confidently in their role over time.
Yes. Roofing and home improvement are high-demand industries, especially in Northern Virginia. With the right work ethic and training, it offers strong earning potential and long-term career growth.
Hiring timelines can vary, but our team reviews applications promptly. Qualified candidates are typically contacted within a few days to discuss next steps.

About Erin Combs

Client-focused professional with a nursing and community outreach background, now bringing a relationship-driven approach to residential construction. As Client Experience Manager at JACK Contracting, Erin guides homeowners through roofing, remodeling, and renovation projects with clarity, transparency, and care. Committed to delivering high-quality service while building trust and long-term relationships.

Meet Erin Combs

About Stacy Paddock

Stacy is a Client Solutions Manager at JACK Contracting, working directly with homeowners on roofing, windows, doors, and remodeling projects. As part of the JACK team, she helps homeowners understand their options, pricing, and product selections so they can make confident, informed decisions.

She assists with both product and design choices by coordinating design consultations with Mosaic Home Interiors, reviewing roofing system options, and explaining how different components work together. Whether it’s walking through Owens Corning roofing systems or guiding window and door selections with ProVia, Stacy focuses on clarity, organization, and eliminating surprises throughout the process.

Her role is to simplify complex decisions, coordinate the right next steps, and make sure homeowners feel comfortable and supported from the first conversation forward. Her work reflects JACK Contracting’s core values of Authenticity, Transparency, and Quality.

Meet Stacy Paddock

About Jason Kamprowski

Jason Kamprowski is the founder and CEO of JACK Contracting LLC, a Class A licensed Residential Builder Contractor (RBC) company based in Northern Virginia.

With over 30 years of experience in the construction industry, Jason is an expert in all aspects of residential construction, renovation, remodeling, and roofing.

Before starting JACK Contracting, Jason served as a Geospatial Engineer in the US Army, completing two tours in Iraq and one in Afghanistan as a civilian. He later worked in defense contracting and as a federal civilian in geospatial analysis and product management for SaFE Agile software development, specializing in data capture, analytics, and AI/ML-driven solutions.

Jason’s unique blend of military, construction, and software product management experience has helped him incorporate innovative technology and processes into his business and scale and grow the company. Jason is also a devoted husband and father of three.

The company name JACK is an acronym for his family’s first name.

Meet Jason Kamprowski