Outbound Sales Development Specialist

Holland Roofing Services; McHenry (IL); On-site; USD 23,000 - 26,000; Full time

Benefits offered by this job

Commission

Base pay

Job summary

Holland Roofing in McHenry, IL seeks a driven sales professional to proactively engage B2B prospects, qualify needs, and map opportunities for upgrades. You will build a robust territory pipeline through targeted campaigns and referrals.

Daily tasks include entering activities in the CRM, preparing pipeline reports, and coordinating with marketing on new lead campaigns to expand the footprint.

Qualifications

• Value-based discovery and consultative selling approach.
• Outbound calling and outreach to B2B prospects.
• Territory prospecting and lead campaign execution.
• Relationship building and effective communication.
• CRM data entry and activity documentation.

Responsibilities

• Place outbound calls to build a robust book of business.
• Win new accounts through territory prospecting and targeted campaigns.
• Qualify prospects with value-led discovery and surface opportunities.
• Maintain pipeline with CRM updates and dashboard-style reports.
• Collaborate with marketing on new lead campaigns to expand territory.

Skills

Value-based discovery

Outbound calls

Prospecting

Relationship building

Communication skills

Tools

CRM

MS Office

Job description

Step Into a Day of ImpactYou start your morning prioritizing high-potential accounts, then jump into confident outreach—calling, emailing, and messaging decision-makers. As conversations unfold, you uncover needs, qualify fit using value-based questions, and map opportunities for upgrades or cross-sells. By afternoon, you’re grooming your pipeline in the CRM, capturing key details, and reviewing dashboards to plan your next moves. You close the day aligning with marketing on new lead campaigns and strategizing how to expand your territory footprint tomorrow.What You’ll TackleProactively place outbound calls to new and prospective B2B customers to build a robust book of business.Win new accounts through focused territory prospecting, targeted lead campaigns, and qualified referrals.Qualify prospects with value-led discovery, identify business needs, and surface cross-sell or upgrade paths.Maintain a strong pipeline by researching online, working marketing-generated leads, territory lists, and other provided resources.Document every touchpoint with precision in the CRM to ensure clean, current records.Prepare and iterate on pipeline reports and dashboards to monitor outcomes and inform action.What You BringSolid computer proficiency (MS Office) and ease with social platforms for outreach.Hands-on experience entering and documenting activities in a CRM.Clear, persuasive communication—written, verbal, and phone.Creative problem-solver who enjoys thinking around corners.Self-driven competitor with the grit to exceed goals.Leadership traits shown through work, school, or community roles.Genuine interest in sales, business development, marketing, or entrepreneurship.Ability to initiate, strengthen, and sustain client relationships.Compensation$17–$19 per hour + commissionPreferred ProficienciesCustomer ServiceBusiness DevelopmentCRMAbout Holland RoofingSince 1986, Holland Roofing has served commercial clients with roofing, sheet-metal, and comprehensive waterproofing services across the region.Legal & ComplianceMust pass a drug test and background check.Holland Roofing Group offers competitive wages based on experience, excellent benefits, and is an equal opportunity employer.Ready to Grow?If you thrive on connecting with people, spotting opportunities, and moving fast with purpose, we’d love to hear from you.