Director, Lead Generation - Chicago, IL

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 ...

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 2026, 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 the Director, Lead Generation & Sales Operations,you will architect and lead the systems, processes, and tools that will drive OSR's next phase of growth. You will own the development of our lead generation engine, ensure sales pipeline visibility through standardized Salesforce adoption, and partner cross-functionally to maximize both revenue growth and operational efficiency.

The Director will not only design but directly execute the framework for identifying, nurturing, and converting high-potential leads while also setting the cadence, milestones, and training standards for the Business Development team. Additionally, this role will analyze business capacity cycles and partner with Finance to design pricing strategies that improve margin performance and overhead utilization. This is a highly visible, impact-oriented role suited for an analytical, process-driven leader who thrives at the intersection of strategy, technology, and sales enablement.

Responsibilities

1. Lead Generation Strategy & Execution:

• Design and own OSR's lead generation process leveraging CoStar and other market intelligence platforms.
• Build and maintain a centralized, dynamic lead database with standardized qualification criteria.
• Prioritize leads in alignment with BD vertical leaders based on market segment, geography, and revenue potential.
• Continuously refine and scale lead-sourcing strategies to fuel sustainable pipeline growth.

2. CRM & Sales Operations Leadership:

• Architect and implement an integrated email CRM strategy to support outreach and nurturing campaigns.
• Standardize Salesforce usage across the organization to ensure pipeline visibility, reporting accuracy, and actionable insights.
• Build dashboards, reports, and KPIs that enable executive visibility into performance at every stage of the funnel.
• Establish annual sales operations milestones and oversee training, adoption, and compliance to defined procedures.

3. Pre‑Qualification & Relationship Coordination:

• Establish and guide pre‑qualification processes with general contractors and co‑op purchasing partners to ensure OSR is positioned to bid competitively.
• In partnership with licensing, maintain current registrations, documentation, and compliance records with all key partners.
• Act as the liaison between internal stakeholders and external partners to quickly resolve pre‑qualification issues.

4. Process & Capacity Optimization:

• Set and enforce consistent sales processes, pipeline hygiene, and data integrity.
• Identify time periods of peak operational capacity and collaborate with Finance to design pricing strategies that improve overhead utilization and profitability.
• Develop scalable procedures that streamline handoffs between lead generation, BD execution, and operations.

5. Cross-Functional Partnership & Enablement:

• Lead Marketing on messaging, timing, and go-to-market sales decks to ensure all externally facing materials are on brand and consistent
• Serve as the central hub between BD, Finance, and Operations to align priorities and ensure execution against growth goals.

6. Additional Responsibilities:

• Perform additional duties and responsibilities as assigned

Requirements

• 8-10+ years of progressive experience in sales operations, marketing operations, or business development leadership roles.
• Proven expertise in building and managing lead generation systems and CRM/email campaign tools.
• Deep experience with Salesforce, including driving standardization and adoption across large teams.
• Familiarity with CoStar or similar market intelligence platforms strongly preferred.
• Strong analytical skills with a track record of using data to drive strategic decision-making.
• Demonstrated success in partnering with Finance and Operations on pricing, margin, or capacity optimization initiatives.
• Exceptional organizational and communication skills with the ability to influence and lead cross-functional stakeholders.

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

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.