Roofing Jobs in Colorado Springs
We’re hiring across Colorado Springs for professionals ready to grow in a structured environment. Our roofing jobs in Colorado Springs offer clear expectations, hands-on training, and strong team coordination, supporting steady performance from entry-level through leadership roles.
Open Roofing Jobs in Colorado Springs
Most open roles focus on sales and field-based leadership positions. If you’re actively pursuing roofing jobs in Colorado Springs, these opportunities are suited for individuals comfortable working independently while staying aligned with team standards.
Sales Representative – 1099 | $80K–$110K+ | AI-Proof Career in Storm Restoration
The jobs AI is eliminating aren't the ones you'd expect. Accountants. Paralegals. Marketing analysts. Entire white-collar functions are being automated out of existence, and recent graduates are feeling it first.
Roofing sales isn't on that list. It never will be. This career is built on showing up, reading people, and earning trust face-to-face — skills no model can replicate. If you're looking for a career that compounds with experience instead of competing with software, this is it.
Roofing sales isn't on that list. It never will be. This career is built on showing up, reading people, and earning trust face-to-face — skills no model can replicate. If you're looking for a career that compounds with experience instead of competing with software, this is it.
The jobs AI is eliminating aren't the ones you'd expect. Accountants. Paralegals. Marketing analysts. Entire white-collar functions are being automated out of existence, and recent graduates are feeling it first.
Roofing sales isn't on that list. It never will be. This career is built on showing up, reading people, and earning trust face-to-face — skills no model can replicate. If you're looking for a career that compounds with experience instead of competing with software, this is it.
Roofing sales isn't on that list. It never will be. This career is built on showing up, reading people, and earning trust face-to-face — skills no model can replicate. If you're looking for a career that compounds with experience instead of competing with software, this is it.
About the Role
Premier Roofing is a national storm restoration company — roofing, siding, and gutters — with 20+ years in business and 14 locations across the country. We started with two people and a pickup truck. The model is simple: when storms damage homes, homeowners need someone they can trust to navigate the insurance process and restore their property. That's what our sales reps do.
This is a field role. You'll be in the neighborhoods, meeting homeowners, identifying damage, and guiding them through the insurance claim and restoration process. It's a consultative, relationship-driven career — not a call center, not a desk, not a quota sheet.
What You'll Do
This is a field role. You'll be in the neighborhoods, meeting homeowners, identifying damage, and guiding them through the insurance claim and restoration process. It's a consultative, relationship-driven career — not a call center, not a desk, not a quota sheet.
What You'll Do
- Canvass storm-affected neighborhoods to identify damage and introduce Premier's services
- Meet with homeowners, inspect damage, and build enough trust to earn a second conversation
- Educate homeowners on their options and support them through the insurance process
- Schedule inspections and coordinate with our production team through project completion
- Participate in weekly training and ongoing skill developmen
Compensation & Structure
This is a 1099 independent contractor role. Your income is commission-based, tied directly to the projects you close. There is no salary.
To help you ramp up, we provide a startup draw of $500 per week for your first 8 weeks while you're building your pipeline. After that, your earnings reflect your production.
Realistic earning range: $80,000–$110,000 in a productive year. Top performers earn more. (First-year averages coming — ask your recruiter for current rep data.)
The upfront cost to get started is straightforward: you need a valid driver's license and reliable transportation. That's it.
Training
We don't put people in the field unprepared. You'll go through paid classroom onboarding, field shadowing, and structured skill development in roofing fundamentals, insurance process, and sales technique. 70% of candidates in our research said hands-on training was extremely important to them before joining a company like this. We built our program around that expectation.
Schedule
You control your schedule. Most reps work full-time hours during storm season and scale back in slower months. Evenings and weekends are sometimes necessary depending on homeowner availability and market conditions — that's the reality of field sales. It's also why the flexibility to work around your life is built into the model.
To help you ramp up, we provide a startup draw of $500 per week for your first 8 weeks while you're building your pipeline. After that, your earnings reflect your production.
Realistic earning range: $80,000–$110,000 in a productive year. Top performers earn more. (First-year averages coming — ask your recruiter for current rep data.)
The upfront cost to get started is straightforward: you need a valid driver's license and reliable transportation. That's it.
Training
We don't put people in the field unprepared. You'll go through paid classroom onboarding, field shadowing, and structured skill development in roofing fundamentals, insurance process, and sales technique. 70% of candidates in our research said hands-on training was extremely important to them before joining a company like this. We built our program around that expectation.
Schedule
You control your schedule. Most reps work full-time hours during storm season and scale back in slower months. Evenings and weekends are sometimes necessary depending on homeowner availability and market conditions — that's the reality of field sales. It's also why the flexibility to work around your life is built into the model.
Who We’re Looking For
- Coachable. You don't need experience — you need to be willing to learn and apply feedback.
- Comfortable with people. This career is built on conversations.
- Self-directed. There's no manager setting your daily schedule. You own your output.
- Physically mobile. You'll be outside, in neighborhoods, sometimes on rooftops. A valid driver's license and reliable vehicle are required.
- Resilient. Rejection is part of the job. So is the income that comes from pushing through it.
- Sales experience is a plus. It's not a requirement.
Why Premier
- 20+ years in business. Financially stable, nationally established.
- A career path that compounds. Reps who stay build real income growth year over year.
- Human skill, not software. The core of this job — reading people, building trust, solving problems — is exactly what automation can't replicate.
- A company that started from nothing and built something real. That's still who we are.
Sales Representative – 1099 | $80K–$110K+ | Storm Restoration
Most job ads bury the number or hide behind "competitive compensation." We're not going to do that.
Most job ads bury the number or hide behind "competitive compensation." We're not going to do that. Our sales representatives earn $80K–$110K in a strong year. What determines where you land in that range is effort, coachability, and how fast you learn the market — not tenure, not who you know. Read on for exactly what that looks like.
Most job ads bury the number or hide behind "competitive compensation." We're not going to do that. Our sales representatives earn $80K–$110K in a strong year. What determines where you land in that range is effort, coachability, and how fast you learn the market — not tenure, not who you know. Read on for exactly what that looks like.
Most job ads bury the number or hide behind "competitive compensation." We're not going to do that.
Most job ads bury the number or hide behind "competitive compensation." We're not going to do that. Our sales representatives earn $80K–$110K in a strong year. What determines where you land in that range is effort, coachability, and how fast you learn the market — not tenure, not who you know. Read on for exactly what that looks like.
Most job ads bury the number or hide behind "competitive compensation." We're not going to do that. Our sales representatives earn $80K–$110K in a strong year. What determines where you land in that range is effort, coachability, and how fast you learn the market — not tenure, not who you know. Read on for exactly what that looks like.
About the Role
Premier Roofing is a national storm restoration company — roofing, siding, and gutters — with 20+ years in business and 14 locations across the country. We started with two people and a pickup truck. The model is simple: when storms damage homes, homeowners need someone they can trust to navigate the insurance process and restore their property. That's what our sales reps do.
This is a field role. You'll be in the neighborhoods, meeting homeowners, identifying damage, and guiding them through the insurance claim and restoration process. It's a consultative, relationship-driven career — not a call center, not a desk, not a quota sheet.
What You'll Do
This is a field role. You'll be in the neighborhoods, meeting homeowners, identifying damage, and guiding them through the insurance claim and restoration process. It's a consultative, relationship-driven career — not a call center, not a desk, not a quota sheet.
What You'll Do
- Canvass storm-affected neighborhoods to identify damage and introduce Premier's services
- Meet with homeowners, inspect damage, and build enough trust to earn a second conversation
- Educate homeowners on their options and support them through the insurance process
- Schedule inspections and coordinate with our production team through project completion
- Participate in weekly training and ongoing skill development
Compensation & Structure
This is a 1099 independent contractor role. Your income is commission-based, tied directly to the projects you close. There is no salary.
To help you ramp up, we provide a startup draw of $500 per week for your first 8 weeks while you're building your pipeline. After that, your earnings reflect your production.
Realistic earning range: $80,000–$110,000 in a productive year. Top performers earn more. (First-year averages coming — ask your recruiter for current rep data.)
The upfront cost to get started is straightforward: you need a valid driver's license and reliable transportation. That's it.
Training
We don't put people in the field unprepared. You'll go through paid classroom onboarding, field shadowing, and structured skill development in roofing fundamentals, insurance process, and sales technique. 70% of candidates in our research said hands-on training was extremely important to them before joining a company like this. We built our program around that expectation.
Schedule
You control your schedule. Most reps work full-time hours during storm season and scale back in slower months. Evenings and weekends are sometimes necessary depending on homeowner availability and market conditions — that's the reality of field sales. It's also why the flexibility to work around your life is built into the model.
To help you ramp up, we provide a startup draw of $500 per week for your first 8 weeks while you're building your pipeline. After that, your earnings reflect your production.
Realistic earning range: $80,000–$110,000 in a productive year. Top performers earn more. (First-year averages coming — ask your recruiter for current rep data.)
The upfront cost to get started is straightforward: you need a valid driver's license and reliable transportation. That's it.
Training
We don't put people in the field unprepared. You'll go through paid classroom onboarding, field shadowing, and structured skill development in roofing fundamentals, insurance process, and sales technique. 70% of candidates in our research said hands-on training was extremely important to them before joining a company like this. We built our program around that expectation.
Schedule
You control your schedule. Most reps work full-time hours during storm season and scale back in slower months. Evenings and weekends are sometimes necessary depending on homeowner availability and market conditions — that's the reality of field sales. It's also why the flexibility to work around your life is built into the model.
Who We’re Looking For:
- Coachable. You don't need experience — you need to be willing to learn and apply feedback.
- Comfortable with people. This career is built on conversations.
- Self-directed. There's no manager setting your daily schedule. You own your output.
- Physically mobile. You'll be outside, in neighborhoods, sometimes on rooftops. A valid driver's license and reliable vehicle are required.
- Resilient. Rejection is part of the job. So is the income that comes from pushing through it.
- Sales experience is a plus. It's not a requirement.
Why Premier
- 20+ years in business. Financially stable, nationally established.
- A career path that compounds. Reps who stay build real income growth year over year.
- Human skill, not software. The core of this job — reading people, building trust, solving problems — is exactly what automation can't replicate.
- A company that started from nothing and built something real. That's still who we are.
Independent Sales Rep – 1099 | Run Your Own Business | $80K–$110K+ | Storm Restoration
Most people who run their own business spend years building the infrastructure, the brand, the training, the back-office systems. Our 1099 sales reps skip that part. Premier brings 20 years of operational infrastructure and a proven model. You bring the effort and the accountability. If you've been looking for a platform to build real income without starting from zero, this is worth your next ten minutes.
Most people who run their own business spend years building the infrastructure, the brand, the training, the back-office systems. Our 1099 sales reps skip that part. Premier brings 20 years of operational infrastructure and a proven model. You bring the effort and the accountability. If you've been looking for a platform to build real income without starting from zero, this is worth your next ten minutes.
If that sounds like risk, consider the alternative: a W-2 job where someone else controls your ceiling. The reps who thrive here aren't looking for a job. They're looking for a platform.
About the Role
Premier Roofing is a national storm restoration company — roofing, siding, and gutters — with 20+ years in business and 14 locations across the country. We started with two people and a pickup truck. The model is simple: when storms damage homes, homeowners need someone they can trust to navigate the insurance process and restore their property. That's what our sales reps do.
This is a field role. You'll be in the neighborhoods, meeting homeowners, identifying damage, and guiding them through the insurance claim and restoration process. It's a consultative, relationship-driven career — not a call center, not a desk, not a quota sheet.
What you'll do
This is a field role. You'll be in the neighborhoods, meeting homeowners, identifying damage, and guiding them through the insurance claim and restoration process. It's a consultative, relationship-driven career — not a call center, not a desk, not a quota sheet.
What you'll do
- Canvass storm-affected neighborhoods to identify damage and introduce Premier's services
- Meet with homeowners, inspect damage, and build enough trust to earn a second conversation
- Educate homeowners on their options and support them through the insurance process
- Schedule inspections and coordinate with our production team through project completion
- Participate in weekly training and ongoing skill development
Compensation & Structure
This is a 1099 independent contractor role. Your income is commission-based, tied directly to the projects you close. There is no salary.
To help you ramp up, we provide a startup draw of $500 per week for your first 8 weeks while you're building your pipeline. After that, your earnings reflect your production.
Realistic earning range: $80,000–$110,000 in a productive year. Top performers earn more. (First-year averages coming — ask your recruiter for current rep data.)
The upfront cost to get started is straightforward: you need a valid driver's license and reliable transportation. That's it.
Training
We don't put people in the field unprepared. You'll go through paid classroom onboarding, field shadowing, and structured skill development in roofing fundamentals, insurance process, and sales technique. 70% of candidates in our research said hands-on training was extremely important to them before joining a company like this. We built our program around that expectation.
Schedule
You control your schedule. Most reps work full-time hours during storm season and scale back in slower months. Evenings and weekends are sometimes necessary depending on homeowner availability and market conditions — that's the reality of field sales. It's also why the flexibility to work around your life is built into the model.
Who We’re Looking For
- Coachable. You don't need experience — you need to be willing to learn and apply feedback.
- Comfortable with people. This career is built on conversations.
- Self-directed. There's no manager setting your daily schedule. You own your output.
- Physically mobile. You'll be outside, in neighborhoods, sometimes on rooftops. A valid driver's license and reliable vehicle are required.
- Resilient. Rejection is part of the job. So is the income that comes from pushing through it.
- Sales experience is a plus. It's not a requirement.
Why Premier
- 20+ years in business. Financially stable, nationally established.
- A career path that compounds. Reps who stay build real income growth year over year.
- Human skill, not software. The core of this job — reading people, building trust, solving problems — is exactly what automation can't replicate.
- A company that started from nothing and built something real. That's still who we are.
Sales Representative – 1099 | Start Something New | $80K–$110K+ | No Experience Required
Turn Hustle into Six Figures – Become a Sales Representative at Premier Roofing!
We Change Lives. Are You Ready to Change Yours?
Turn Hustle into Six Figures – Become a Sales Representative at Premier Roofing!
We Change Lives. Are You Ready to Change Yours?
At Premier Roofing, we don’t just sell roofs—we create opportunities. This isn’t a dead-end job pushing papers in a cubicle. It’s a career—one where you control your success, your income, and your future.
Our best team members are earning six figures by year two, buying their first homes, paying off debt, and building real financial freedom. If you have the drive, we have the roadmap to help you get there.
We offer a best-in-class training program, expert mentorship, and a supportive team environment. If you show up, work hard, and stay motivated, you cannot lose.
📢 Now actively recruiting for our 2026 season! Join a high-performing sales team where your effort directly impacts your income and career growth.
Turn Hustle into Six Figures – Become a Sales Representative at Premier Roofing!
What you'll do:
🔥 In-field prospecting – Meet homeowners, inspect damage, and close deals.
🔥 Master the game – Complete our proven, comprehensive training and start making money fast.
🔥 Sell with confidence – Help homeowners understand their options and maximize their insurance claims.
🔥 Own the process – From first inspection to final payment, you control your success.
🔥 Grow with us – Hit your goals, and we’ll help you move into leadership and beyond.
🔥 Master the game – Complete our proven, comprehensive training and start making money fast.
🔥 Sell with confidence – Help homeowners understand their options and maximize their insurance claims.
🔥 Own the process – From first inspection to final payment, you control your success.
🔥 Grow with us – Hit your goals, and we’ll help you move into leadership and beyond.
What you get:
💰 Uncapped earnings – Earn 20% of project profits, with top reps clearing $100K+ in year two.
📅 Weekly paychecks – You close, we pay. Simple.
🚀 Best-in-class training – We don’t just throw you in and hope you figure it out. We teach you how to win.
💪 Mentorship by industry leaders – Learn from the best and fast-track your success.
🛠 Startup pay – Get up to $750 per week for your first 8 weeks while you ramp up.
📈 Career growth – We promote from within. Sales today, leadership tomorrow.
📅 Weekly paychecks – You close, we pay. Simple.
🚀 Best-in-class training – We don’t just throw you in and hope you figure it out. We teach you how to win.
💪 Mentorship by industry leaders – Learn from the best and fast-track your success.
🛠 Startup pay – Get up to $750 per week for your first 8 weeks while you ramp up.
📈 Career growth – We promote from within. Sales today, leadership tomorrow.
Who We’re Looking For:
🔹 Competitive, driven hustlers – You want to take control of your future and finances.
🔹 Natural communicators – You can talk to anyone and close deals with confidence.
🔹 Independent self-starters – You don’t need a boss breathing down your neck to grind.
🔹 Physically capable – You’re comfortable climbing ladders and inspecting rooftops.
🔹 Reliable transportation & valid driver’s license – You’ll be in the field daily.
🔹 Sales experience (2+ years preferred) – But if you’ve got the hustle, we’ll teach you the rest.
🔹 Natural communicators – You can talk to anyone and close deals with confidence.
🔹 Independent self-starters – You don’t need a boss breathing down your neck to grind.
🔹 Physically capable – You’re comfortable climbing ladders and inspecting rooftops.
🔹 Reliable transportation & valid driver’s license – You’ll be in the field daily.
🔹 Sales experience (2+ years preferred) – But if you’ve got the hustle, we’ll teach you the rest.
🏆 We build winners – Our reps gain financial independence and long-term career success.
📈 We’re growing fast – Expansion means big career opportunities.
🎯 We invest in YOU – Training, coaching, and mentorship that actually works.
🔥 We have a winning culture – A supportive, high-energy environment where people love what they do.
This is NOT just another job in sales or construction. This is your shot at financial freedom. If you’re hungry, competitive, and ready to work, you WILL make money here.
Click Apply Now, and let’s build your future together at Premier Roofing.
2026 Paid Summer Internship – Sales Representative at Premier Roofing
What You'll Do
What You'll Do
- Learn the art of sales and customer communication from experienced mentors.
- Work directly with homeowners to assess storm damage and offer solutions.
- Build leadership, resilience, and goal-setting skills that will serve you long after summer ends.
- Compete, collaborate, and grow alongside a team of high-performing peers.
Who You Are
- A college student or recent grad hungry for growth, not just a paycheck.
- Competitive, outgoing, and motivated by challenges.
- Excited to work outdoors, meet new people, and control your results.
- Reliable transportation and a valid driver’s license required.
What You'll Get
- Paid training ($500–$750 per week) to set you up for success.
- Real-world experience that translates directly to future careers in business, sales, or entrepreneurship.
- Ongoing mentorship and coaching from industry leaders.
- A high-energy, supportive team culture that celebrates effort and results.
- A career path — not just a summer job.
Why It Matters
At Premier, our founders started as college grads chasing an opportunity — and built one of America’s most respected roofing companies. If you’ve got hustle, curiosity, and a desire to build something bigger than yourself, this is where it starts.
Ready to spend your summer learning, earning, and building your future?
Apply today to launch your paid sales internship with Premier Roofing.
Apply today to launch your paid sales internship with Premier Roofing.
Sales Representative
Turn Hustle into Six Figures – Become a Sales Representative at Premier Roofing!
We Change Lives. Are You Ready to Change Yours?
Turn Hustle into Six Figures – Become a Sales Representative at Premier Roofing!
We Change Lives. Are You Ready to Change Yours?
At Premier Roofing, we don’t just sell roofs—we create opportunities. This isn’t a dead-end job pushing papers in a cubicle. It’s a career—one where you control your success, your income, and your future.
Our best team members are earning six figures by year two, buying their first homes, paying off debt, and building real financial freedom. If you have the drive, we have the roadmap to help you get there.
We offer a best-in-class training program, expert mentorship, and a supportive team environment. If you show up, work hard, and stay motivated, you cannot lose.
📢 Now actively recruiting for our 2026 season! Join a high-performing sales team where your effort directly impacts your income and career growth.
Turn Hustle into Six Figures – Become a Sales Representative at Premier Roofing!
What you'll do:
🔥 In-field prospecting – Meet homeowners, inspect damage, and close deals.
🔥 Master the game – Complete our proven, comprehensive training and start making money fast.
🔥 Sell with confidence – Help homeowners understand their options and maximize their insurance claims.
🔥 Own the process – From first inspection to final payment, you control your success.
🔥 Grow with us – Hit your goals, and we’ll help you move into leadership and beyond.
🔥 Master the game – Complete our proven, comprehensive training and start making money fast.
🔥 Sell with confidence – Help homeowners understand their options and maximize their insurance claims.
🔥 Own the process – From first inspection to final payment, you control your success.
🔥 Grow with us – Hit your goals, and we’ll help you move into leadership and beyond.
What you get:
💰 Uncapped earnings – Earn 20% of project profits, with top reps clearing $100K+ in year two.
📅 Weekly paychecks – You close, we pay. Simple.
🚀 Best-in-class training – We don’t just throw you in and hope you figure it out. We teach you how to win.
💪 Mentorship by industry leaders – Learn from the best and fast-track your success.
🛠 Startup pay – Get up to $750 per week for your first 8 weeks while you ramp up.
📈 Career growth – We promote from within. Sales today, leadership tomorrow.
📅 Weekly paychecks – You close, we pay. Simple.
🚀 Best-in-class training – We don’t just throw you in and hope you figure it out. We teach you how to win.
💪 Mentorship by industry leaders – Learn from the best and fast-track your success.
🛠 Startup pay – Get up to $750 per week for your first 8 weeks while you ramp up.
📈 Career growth – We promote from within. Sales today, leadership tomorrow.
Who We’re Looking For:
🔹 Competitive, driven hustlers – You want to take control of your future and finances.
🔹 Natural communicators – You can talk to anyone and close deals with confidence.
🔹 Independent self-starters – You don’t need a boss breathing down your neck to grind.
🔹 Physically capable – You’re comfortable climbing ladders and inspecting rooftops.
🔹 Reliable transportation & valid driver’s license – You’ll be in the field daily.
🔹 Sales experience (2+ years preferred) – But if you’ve got the hustle, we’ll teach you the rest.
🔹 Natural communicators – You can talk to anyone and close deals with confidence.
🔹 Independent self-starters – You don’t need a boss breathing down your neck to grind.
🔹 Physically capable – You’re comfortable climbing ladders and inspecting rooftops.
🔹 Reliable transportation & valid driver’s license – You’ll be in the field daily.
🔹 Sales experience (2+ years preferred) – But if you’ve got the hustle, we’ll teach you the rest.
🏆 We build winners – Our reps gain financial independence and long-term career success.
📈 We’re growing fast – Expansion means big career opportunities.
🎯 We invest in YOU – Training, coaching, and mentorship that actually works.
🔥 We have a winning culture – A supportive, high-energy environment where people love what they do.
This is NOT just another job in sales or construction. This is your shot at financial freedom. If you’re hungry, competitive, and ready to work, you WILL make money here.
Click Apply Now, and let’s build your future together at Premier Roofing.
Pay, Bonuses, and Growth
Sales roles offer performance-based earnings with no fixed ceiling. Compensation reflects production levels and measurable results. Leadership positions typically combine base pay with incentives tied to team performance and operational output.
We prioritize internal development whenever possible. Individuals who begin in entry-level or field-based roofing jobs in Colorado Springs may move into training or leadership positions as opportunities arise.
ADVANCEMENT BASED ON MEASURABLE PRODUCTION AND CONSISTENCY
PERFORMANCE-BASED EARNINGS FOR SALES ROLES
INCENTIVES TIED TO TRAINING, MENTORSHIP, AND DEVELOPMENT
OPPORTUNITIES FOR EXPANDED TERRITORY WHEN DEMAND GROWS
LEADERSHIP BONUSES AND PROFIT SHARING ALIGNED WITH TEAM RESULTS
How to Apply
Fill out the basics
Name, phone, email, work history, Role interest
Quick screening or
recruiter outreach
Deeper dive interviews and role-specific conversations
Offer, start date and onboarding
Not seeing your role? Join our talent network
If you don’t see the right opportunity today but want to stay informed about future roofing jobs in Colorado Springs, you can join our talent network. We’ll reach out when new roles open.
