Outside Sales Representative – Roofing, Siding & Exterior Remodeling

Total Exteriors | Illinois & Wisconsin

Ready to Grow Your Sales Career With a Team That Helps You Succeed?

Most exterior salespeople are stuck in a system that limits their income.

They're expected to:

• Generate all their own leads
• Run appointments
• Handle production issues
• Manage crews
• Chase supplements
• Collect payments
• Answer customer complaints
• Wear ten different hats

At Total Exteriors, we've built something different.

We believe great salespeople should spend more time selling and less time chasing problems.

That's why we provide:

• Dedicated Project Managers who oversee production
• Inside Sales Support that helps move deals through the pipeline
• Marketing-generated opportunities
• Technology and systems designed to improve efficiency
• Leadership and coaching focused on growth

Many experienced sales reps who join our team initially find our model different from what they're used to.

The reps who embrace our systems often double or even triple their production because they're no longer trying to do everything themselves.

• $30,000 Base Salary
• Commission
• Monthly Bonuses
• Performance Incentives
• Uncapped Earnings

Most successful reps earn between:

• $80,000-$90,000+ on the lower end
• $100,000-$150,000+ for strong performers
• $250,000+ for top producers

Our compensation package typically equals approximately 10%-13% of gross sales through a combination of salary, commissions, and bonuses.

• W2 Employee Position
• Health Insurance
• Dental Insurance
• Vision Insurance
• Paid Time Off
• Vehicle Provided for Qualified Employees or Vehicle Allowance
• Gas Card
• Company Technology and Sales Tools
• Professional Development and Training

• Conduct exterior inspections for roofing, siding, windows, and gutters
• Build relationships with homeowners
• Create project opportunities through company-provided leads and self-generated efforts
• Present solutions and close sales
• Maintain accurate documentation within company systems
• Communicate effectively with customers and internal teams
• Participate in team training, meetings, and coaching
• Follow company sales processes and best practices
• Collaborate with Project Managers and Inside Sales Support to create an exceptional customer experience

• Minimum 1 year of sales experience preferred
• Roofing, siding, remodeling, home improvement, insurance restoration, or in-home sales experience preferred
• Strong communication and relationship-building skills
• Coachable and willing to learn
• Competitive but team-oriented
• Comfortable using technology, CRMs, mobile apps, AI tools, and digital sales systems
• Organized and detail-oriented
• Able to follow processes and communicate effectively with support teams
• Valid driver's license

The highest performers at Total Exteriors understand that success is not about doing everything yourself.

Success comes from leveraging:

• Inside Sales Support
• Project Management Support
• Marketing Support
• Technology
• Systems
• Teamwork

The reps who embrace these resources typically grow faster, close more business, and earn significantly more than they did at previous companies.

• Prefer working independently and resisting company processes
• Dislike using technology or learning new systems
• Believe documentation and CRM updates are optional
  
  Struggle with communication and follow-up
• Want a position where nobody measures performance
• Have difficulty accepting coaching or accountability
• Expect to succeed without consistent activity and effort
• Are unwilling to work as part of a team

• Want to earn six figures and beyond
• Are willing to be coached
• Enjoy helping homeowners solve problems
• Embrace technology and efficiency
• Thrive in a performance-driven environment
• Want support systems that allow you to focus on selling
• Are looking for a long-term career, not just another sales job

Pay: $90,000.00 - $ per year

• Company car
• Dental insurance
• Health insurance
• Paid time off
• Paid training
• Professional development assistance
• Vision insurance

• How many years of roofing, siding, remodeling, restoration, or in-home sales experience do you have?
• What was your approximate personal sales volume in the last 12 months?
• Are you comfortable working in a KPI-driven environment where activity, follow-up, CRM usage, and production are measured weekly?
• Which CRM and Estimating systems have you used?
• If hired, what income would you expect to earn in your first full year?
• What is the biggest obstacle preventing you from selling more today?
• What percentage of your current work week is spent handling production issues instead of selling?

Work Location:

In person