Outbound Appointment Setter/Telemarketing Specialist

Custom Installations has served homeowners across Northern Illinois and Southeastern Wisconsin since 1969. We are a highly rated, professional roofing and exterior contractor known for quality workmanship and trust-based service.We specialize in residential roofing and exterior projects, including asphalt, cedar, slate, tile, and specialty systems

Role Overview

The Outbound Appointment Setter / Telemarketing Specialist at Custom Installation's main role is to support our sales organization by converting outbound and nurtured leads into scheduled roof inspection appointments.

This role is call-intensive and results-driven. Success is measured by appointments booked, not calls placed. The ideal candidate is comfortable working a list persistently, handling objections, and staying on the phone until an appointment is secured.

This is not a passive customer service role.

What You Will Own

Outbound Calling with Intent

You will make outbound calls to targeted homeowner lists, including:

Homeowners with cedar, slate, or specialty roofing systems

Leads already included in email and text drip campaigns

Aggregator and partner leads that require follow-up and nurturing

Storm-related or time-sensitive opportunities

While some outreach may be colder in nature, these are intent-driven lists, not random dialing. Your job is to work each list thoughtfully and persistently.

High-Quality Appointment Setting

This role is not about jamming calendars.

You will:

Ask smart discovery questions

Handle common objections professionally

Clearly explain the value of a roof inspection or consultation

Know when to move forward-and when to disqualify

The expectation is solid, qualified appointments that sales reps want to run and that homeowners are prepared for.

Clean ExecutionFollow-Through

Document all call activity and outcomes accurately in the CRM

Follow call flows and scripts while keeping conversations natural

Maintain follow-up discipline until appointments are booked or leads are fully worked

Stay aligned with leadership on campaign focus and priorities

Team-Level Impact

You will work closely with sales leadership to:

Improve conversion rates from outbound and nurtured leads

Tighten qualification criteria

Raise the overall quality of appointments being handed to the field

This role directly impacts sales performance and pipeline health.

Who Thrives Here

You may be a strong fit if you:

Have experience in appointment setting, telemarketing, inside sales, or call centers

Can follow structure without sounding robotic

Think on your feet and ask good follow-up questions

Stay focused and positive during high-volume calling blocks

Are motivated by performance, improvement, and earning more by producing more

Experience in home services, roofing, or insurance restoration is a plus-but not required. We can teach the product. We cannot teach persistence, curiosity, or work ethic.

Qualifications

1-3 years of experience in sales, telemarketing, or customer-facing roles

Comfort using CRM systems and dialing tools

Strong communication skills and professional phone presence

Ability to stay organized and consistent in a goal-driven environment

High school diploma or GED

Schedule

Business-hour calling windows preferred (9:00am-5:00pm)

Flexibility based on campaign needs and lead volume

Compensation

Hourly base pay - $20

Per-appointment Commission

Performance-based bonuses tied to booked and/or completed appointments

Why This Role Matters

This position is intended to:

Increase conversion from existing lead sources

Improve speed to appointment following storms and campaigns

Reduce idle or under-worked leads

Create consistent outbound follow-up discipline

Allow sales reps to focus on inspections and closing

At Allstar Services, we're redefining the roofing and home improvement industry with rapid growth and innovation. Backed by Morgan Stanley Capital Partners, we operate a national network of top-performing residential roofing companies, delivering best-in-class solutions to homeowners across the U.S.We're built for momentum and innovation, thriving in a high-energy environment where big moves happen fast. With rapid expansion, evolving projects, and the chance to be part of something scaling at an incredible pace, Allstar Services is where you'll gain valuable experience in a dynamic industry. Visit allstarservicesnow.com to explore our brands and career opportunities.Allstar Services is an equal opportunity employer. We do not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity, national origin, age, disability, veteran status, or any other protected characteristic.