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Field Estimator of Reroofing
Field Estimator of ReroofingOSR Holding Company LLC • Chicago, IL, US
Field Estimator of Reroofing

Field Estimator of Reroofing

OSR Holding Company LLC • Chicago, IL, US
30+ days ago
Job type
  • Full-time
Job description

Job Description

Job Description

About O’Hara’s Son Roofing Company

Since 1987, O’Hara’s Son Roofing (OSR) has provided new commercial roof construction, commercial roof replacement, commercial leak repair service, and preventative maintenance for commercial roofs. Headquartered in Chicago, IL, our team of 100+ employees is dedicated to providing quality work with a strong focus on safety and communication.

As of 2025, OSR ranks among the Top 20 Roofing Contractors in the country. We specialize in the installation of numerous styles of roof applications and coatings. Additionally, we provide extensive roof repairs, OSHA-compliant safety items, and renewable energy solutions.

OSR maintains branches throughout the country, providing timely service and maintenance to our partners in each region of the United States.

Join Our Dynamic Team and Embrace Our Core Values!

At O’Hara’s Son Roofing (OSR), we believe in “Putting the Pedal to the Metal,” driving our success forward by continuously improving and never settling for average work. As a family-oriented company, we embrace a "No Jerk Zone," fostering an environment of respect, support, and teamwork at every level. We value self-starters who take pride in their work, go above and beyond for the team, and seize opportunities to shape their future with us. If you share our commitment to doing all the little things well and being our customers' preferred roofing contractor, we invite you to apply.

Job Description

As a Field Estimator, you will play a crucial role in the pre-construction and bidding process by conducting on-site evaluations of commercial roofing projects. This position focuses on gathering accurate field data, including measurements, photos, material conditions, and site logistics, to provide the estimating team with the detailed information needed to develop accurate proposals.

Responsibilities

  • Conduct On-Site Evaluations :

Review and analyze project specifications, drawings, and related documents to gain a comprehensive understanding of the scope of work.

  • Visit project locations to inspect existing roofing systems, assess conditions, and gather all relevant field data for estimating needs.
  • Measure roofs using manual and digital tools (tape measure, wheel, laser, drone, core tool or imaging software) to produce accurate dimensions and area calculations.
  • Capture comprehensive photo documentation and written notes detailing roof conditions, access limitations, and logistical considerations.
  • Note and report any potential obstacles such as safety hazards, access restrictions, staging limitations, or existing damage that may affect installation or costs.
  • Collaboration and Coordination :
  • Collaborate closely with estimators and project managers to ensure field data is clearly understood and incorporated into final estimates.

  • Provide timely and accurate information to internal teams to support project planning and scheduling.
  • Plan and manage extensive travel efficiently, maintaining communication with internal teams about project priorities and timelines.
  • Collaborate with the estimating team to review bids and participate in post-bid discussions with project managers.
  • Documentation and Reporting :
  • Maintain accurate and up-to-date records of project take-offs, including all supporting documentation and correspondence.

  • Contribute to the development and improvement of estimating tools, templates, and processes.
  • Additional Responsibilities :
  • Represent the Company at pre-bid meetings with owners, general contractors, or consultants to clarify project scopes and confirm site-specific requirements.

  • Represent the Company professionally on all job sites, maintaining strong relationships with clients, consultants, and project partners.
  • Handle additional responsibilities as assigned.
  • Requirements

  • Bachelor's degree in construction management, engineering, or a related field is preferred.
  • Minimum of 3 years of experience in commercial roofing, construction, or related fieldwork.
  • Strong understanding of commercial roofing systems (TPO, PVC, EPDM, metal, built-up, etc.).
  • Excellent analytical and mathematical skills.
  • Strong attention to detail and accuracy in reporting.
  • Ability to read and interpret project specifications and drawings.
  • Excellent communication and presentation skills.
  • Team player attitude is a must.
  • Strong problem-solving and decision-making abilities.
  • Ability to work independently and collaboratively within a team.
  • Knowledge of local building codes and regulations is a plus.
  • Valid driver’s license and clean driving record.
  • Ability to climb a 40-foot ladder and lift heavy objects.
  • Extensive travel (75-90%, including overnight travel).
  • If you embody our core values of continuous improvement, teamwork, attention to detail, and dedication to delivering consistent, quality work, we invite you to join our team at O’Hara’s Son Roofing (OSR). Together, let's strive for excellence and be the preferred roofing contractor for our valued customers.

    What OSR Offers You

  • Flexible Work Environment
  • Unlimited PTO + Paid Holidays
  • Technology Package
  • Medical Benefits - Partial Contribution :
  • Medical Insurance : Aetna (EPO, PPO, & PPO HSA)

  • Dental Insurance : Aetna (PPO)
  • Vision Insurance : Guardian Insurance
  • Retirement :
  • 401k with up to 4% company match - after 1 year of continuous employment and 1000 hours worked

  • Non-Contributory Benefits - Employer Paid :
  • Life Insurance

  • Accidental Death & Dismemberment (AD&D)
  • Short Term Disability (STD)
  • Long Term Disability (LTD)
  • Quarterly Interactive Employee Events
  • About Our Hiring Process

    We will share all the details on our company during the initial phone call. Maintaining your confidentiality is a priority, so your resume will only be submitted with your approval. We will keep you updated throughout each step of the hiring process.

    Please, complete our online job application and send your resume in PDF format, including a personal email address, and mobile number where we can text or leave voicemails for you during regular business hours (8-5 pm CST). We appreciate your time and consideration of this career opportunity. Please, contact us with any additional questions at hiring@oharasson.com.

    The preceding job description has been designed to indicate the general nature and level of work to be performed. It is not meant to be interpreted as a comprehensive inventory of all duties and responsibilities required of employees assigned to this job.

    O’Hara’s Son Roofing is an Equal Employment Opportunity and E-Verify compliant Employer. Our company is a Drug Free Workplace. Candidates must be authorized to work in the U.S.

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    Estimator • Chicago, IL, US

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