Regional Sales Executive en O’Hara’s Son Roofing

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 

The Regional Sales Executive will lead sales growth within a defined territory, driving success in New Construction, Re-Roof, and Service opportunities. This role is responsible for developing regional pipelines, securing major accounts, and maintaining strong client relationships to support long-term revenue growth.

Responsibilities 

Regional Business Development and Market Expansion:

1. Actively prospect and secure projects across New Construction, Re-Roof, and Service within assigned states/territories.
2. Identify regional opportunities with property owners, consultants, and facility managers.
3. Build a diversified pipeline of opportunities to meet growth objectives.

Client Consultation and Tailored Solutions:

1. Work with clients to assess regional roofing needs and provide tailored recommendations.
2. Conduct site visits and assessments; deliver customized proposals across all project types.
3. Serve as an expert resource for regional climate and building requirements.

Sales Leadership and Proposals:

1. Deliver strong regional sales presentations, highlighting both company resources and local expertise.
2. Develop client-specific proposals that address budgets and timelines while maintaining competitiveness.
3. Proactively resolve client questions and objections.

Relationship Building and Client Retention: 

1. Establish strong, lasting relationships with key decision-makers in the region.
2. Ensure high levels of customer satisfaction and position the company as the go-to provider.
3. Secure repeat business and expand service across accounts.

Regional Sales Strategy and Growth Targets: 

1. Collaborate with sales leadership to set and achieve growth goals.
2. Continuously refine regional strategies based on market trends and competitor analysis.

Networking and Regional Industry Presence: 

1. Represent the company at regional trade shows and association events.
2. Engage with local networks to increase visibility and influence.

Sales Reporting and Performance Analysis: 

1. Maintain accurate records in CRM and track progress of opportunities.
2. Provide regular reports and updates to leadership.

Additional Responsibilities: 

Perform additional duties and responsibilities as assigned.

Requirements 

• Bachelor’s degree in Business, Marketing, or a related field (or equivalent experience).
• Minimum of 5 years proven success in sales within the commercial roofing industry, preferably with a strong focus on re-roofing in key regional markets.
• Demonstrated ability to meet or exceed sales goals, with a proven track record of securing new business opportunities.
• In-depth knowledge of re-roofing systems, products, and industry best practices.
• Exceptional communication, negotiation, and presentation skills, with the ability to influence and close high-value deals.
• Strong ability to build and maintain relationships with key decision-makers and clients across regional markets.
• Self-starter with a relentless drive to succeed, continuously looking for ways to grow and diversify the business.
• Proficiency in CRM software and sales management tools.
• Willingness and ability to travel extensively to target markets nationwide.
• Valid driver’s license required.

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 [email protected]. 

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.