Roofing Jobs 2026 (Now Hiring) – Smart Auto Apply

THE FLYNN WAY

"The Flynn Way" is the way we do things at Flynn. It is not any one single thing, but rather a collection of behaviors and actions that are influenced by our collective values and beliefs. Values such as safety, honesty, integrity, and doing what we say are deeply ingrained in Flynn's culture.

This is a SENIOR-level Estimator position that will be responsible for overseeing estimates and working directly with customers.

BENEFITS:

• Competitive Salary
• Performance-based bonus program
• Medical, Dental, and Vision Insurance, EFAP
• Vehicle Allowance and Gas Card
• 401(k) w/ company match
• Life Insurance, Short and Long Term Disability Insurance
• Paid time off and paid holidays
• Health Club Program (Specific Health Clubs)
• Flynn University: Education & Leadership Development

RESPONSIBILITIES:

• Review bid opportunities and advise on the selection of bids to pursue.
• Attend all pre-bid site meetings to prepare accurate estimates.
• Analyze and comprehend project plans, specs and details.
• Analyze project financials and labor costs.
• Complete thorough bid packages for clients.
• Prepare takeoffs/estimates of costs of materials, labor and equipment.
• Prepare and follow-up on quotes
• Establish and maintain relationships with Accounts (Consultants, GC's,Customers).
• Review all contracts and quotes for accuracy.
• Consult and communicate with PMs, Architects, Engineers and Clients

REQUIREMENTS:

• Minimum 10 years of experience Estimating in the Commercial Roofing Industry
• Knowledge of New Construction and re-Roofing experience
• Local market knowledge preferred
• Ability to read plans and specifications
• Blue Beam experience an asset, or other similar software experience accepted
• Strong Negotiation Skills
• Time management and organizational skills with the ability to meet tight deadlines

Visit http://flynncompanies.com/careers for additional information

This Senior Commercial Roofing SALES Estimator will be responsible for Sales and estimating for large-scale, complex commercial roofing projects. This position requires a deep understanding of roofing systems, materials, and construction practices, the ability to sell large, commercial roofing systems, as well as strong analytical and communication skills.

#LI-LC1

$100,000 - $120,000 a year

Flynn Group of Companies is the leading trade contractor in North America that works on virtually every aspect of a building's outer layer, including Roofing, Glazing, Waterproofing, and Architectural Metals. The foundation of our award winning success is having the right people on our team.

Disclosure: We use an AI-powered system to initially screen resumes. However, all applications/resumes are also reviewed by our team of Human Resources and Talent Acquisition Professionals to ensure a fair and thorough evaluation in determining a candidate's potential fit for a role they applied to.

This posting is for an existing vacancy within the organization.

We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.