Calloway Roofing Career Opportunities


Calloway Roofing (CRLLC) is growing and is looking for ideal candidates who want to make a career in roofing and construction!  If you are new to the trade and want to learn about our registered roof installations and are looking for something more than just roofing sales jobs in Florida; even if you are a seasoned industry professional as well, and wish to join a growing company with a firm growth plan in progress; then give us a call today to put a face to a name and discuss your goals and objectives.

Without our customers we are nothing.  We will train you in the proper way to meet, greet, inspect, and service your prospects and our customers.  Next, without you, we can't service.  And so, we will train you in the best and optimal ways for you to accomplish the work you are doing; in the most technologically and organically efficient ways possible.

Roofing Sales Jobs OR Roof Inspection Experts?

Here at Calloway we take pride in our uniqueness as certified building and roofing contractors.  We carry certified construction licenses and deliver registered installation services to produce only the BEST construction for our customers.  And by joining our team of Account Managers you can help provide the above-board services we promise our customers along with taking apart in a growing field and constantly learning environment.

This is 2021: Set Your Own Schedule

Along with powerful training and coaching  in the best and optimal ways for you to accomplish the work you are doing and the proper way to meet, greet, inspect, and service our customers, Calloway also gives you the liberty to choose your availability!

Set your Income Sets.  Map out your Objectives.  And in this way, you have the flexibility to maximize your time and resources.

Our Departmentalization Is Designed For The Future

What is Calloway Roofing—but a conglomerate of specialized departments, each with specialized knowledge that encourages each other to use the power of the collective.  Our team is made of our Inspections Account Managers, Construction Estimators, Customer Servitors, Permit Runners, Production Crews and Billing Accountants.  Without each other, the collective would fail at being efficient and as resourceful as we are today.

As an Account Manager you will turn over your work to the Departments who will continue the project journey with our  customers.  Each department has its own purpose but all with the same core competencies in bringing a highest-level of expertise and service to our customers.   After all, this is the only way to become a better company.

Roofing Sales Inspector Icon


Responsible for the inspection and presentation of our services at the 1st Meeting with our Customers.

Estimating Documents Icon


Responsible for the line-by-line itemization of a full condition property damage report in accordance with the Building Code.

Servicing Conversing Icon


The central hub of communications between our Customers and all the other departments in addition to outside parties.

Production Construction Icon


In-house and responsible for the proper construction of all customer projects, in according with the Florida Building Code.

Billing Calculating Icon


Responsible and the relay between the company, our customers, insurance carriers, mortgage companies and more.

The Calloway Process  


Homeowners meet with one of our 5-months  trained Calloway inspectors; and he or she inspects the roof and property, documenting things, getting your file going, and explaining the entire process as they further help to answer all your questions.


The Servicing Department will now take the lead and handle all UPDATES to you and the other Departments which include the  claim status follow up with the insurance company (if any) and provide weekly or 10-day status updates regularly!


The Estimating Department will reach finalized numbers with the insurance carriers and update our Servicing Dept. Our customers will know every week what is the status with the entire process!


Production will then step in and handle the actual building and installation of the roof and exterior and interior repairs (if any).


The Billing Department will then handle billing items with customers and insurance carriers and may reach out accordingly.


The PROJECT is now Complete!  The registered 600-month roof materials warranty is ready, and we then bring the warranty certificate to you and make a final request for some REAL feedback on our services!  After all, it truly is the only way to become a better company.

The Calloway Process Timeline Image

What our collective team members have to say about our career opportunities!


Al Mitchell



Andrew Rivera


Troy Jacks


Join the Calloway Team

It's the perfect time to join Calloway and learn what the roofing industry can provide.