Outside Sales Representative
$120k - $250kAmeriPro Roofing
Ready to build a career without financial ceilings? AmeriPro Roofing , an industry-leading name in exterior home remodeling for over two decades, is immediately hiring Outside Sales Representatives. In this role, you will be the face of our brand, using direct, door-to-door canvassing to connect with local homeowners and guide them through essential exterior improvements. We provide the platform, the training and an uncapped commission structure-you bring the drive to succeed.
This position is tailormade for driven, "hunter" mentality sales professionals with a proven track record of chasing and closing new business OR those who are motivated, willing and eager to learn new skills, this is the perfect launchpad for your sales career! What sets AmeriPro Roofing apart- Leading CRM and technology (Service Titan) for transparent pricing, margin visibility, scheduling, and seamless workflows that drive efficiency and accountability.
- Company-provided leads supplementing self-generated pipeline.
- Robust training, field support, and clear advancement paths (mentorship).
Compensation and Benefits:
- Pay OTE: $120,000–$250,000 per year, plus incentives.
- Performance Pay + Commission Offset (payment on sales activities)
- Vehicle allowance (for qualifying vehicles)
- Company Provided Leads (supplement self-generated efforts)
- Training, Mentorship, tools and tech provided
Day in the Life:
- Morning: Route planning, review yesterday’s follow-ups, confirm inspections.
- Midday: Door-to-door canvassing and neighborhood networking, perform exterior inspections, assist homeowner in claim process or retail quote. Enter data using our mobile canvass application.
- Afternoon: Door-to-door canvassing, Run scheduled inspections (leads), documentation, estimates in our leading CRM Service Titan.
- Evening: Customer follow-ups, proposal reviews, pipeline updates.
- Generate Leads: Identify new clients through door-to-door outreach, networking, and referrals.
- Convert Issued Leads: Marketing will provide various lead types through internal and external channels. Leads are supplemental to your generated efforts.
- Conduct Roof/Exterior Inspections: Assess properties for storm damage and overall exterior diagnosis to identify and establish need, measure project areas, and document the condition of materials.
- Educate Homeowners: Explain and build value in our products and services, our brand, discuss the insurance claims process or retail pricing with financing, ensuring the customer understands their exterior home solution options.
- Build Relationships: Establish and maintain strong client connections to drive satisfaction and generate referrals.
- Monitor Sales Performance: Identify market opportunities, track progress, and share updates with internal team and Branch Sales Leadership
- Solve Problems: Address client concerns to ensure seamless experience from inspection to installation.
- 1-2+ years full cycle sales experience with a proven track record preferred
- 1-2 years’ experience using CRM (Service Titan, Salesforce, HubSpot, etc.) Proficiency with Microsoft Office 365 preferred
- Valid driver's license, reliable and insured vehicle; working availability to include evenings/weekends.
- Excellent communication, negotiation, time management and organizational skills
- Self-directed, coachable, resilient and motivated by performance-based compensation
- Comfortable with outdoor field work and using mobile apps, mobile device for photos/notes/lead entries.
$65k
...and zero start-up costs. Year 1 Earning Potential: $65,000+ Year 2 Earning Potential: $150,000+ Top Performers: Exceed $1M in annual sales. Unlimited Earning: Enjoy uncapped, cumulative earnings—our full commission model puts your paycheck in your hands. What You Bring:...SuggestedFull timeFor contractorsLocal areaImmediate start$50.5k - $70k
...Overview Drive Your Career Forward – Join Snap-on as a Route Sales Representative! Are you ready to sell tools, build relationships, and... ...direct sales or sales management experience, preferably in outside sales, account management or B2B sales Previous experience...Suggested$105k
...You are motivated, persistent, and ready to grow your sales career. As an Industrial Outside Sales Representative (OSR) with Badger, you will manage a territory with both established customers and untapped potential. You will spend your time in the field meeting clients...SuggestedBase plus commissionWork at officeLocal area$55k - $65k
...Experienced Outside Sales Representative Do you thrive in B2B sales and have a hunter's mentality? Are you driven to generate your own leads, exceed quotas, and help your team succeed? If so, we want you at Richards Building Supply! We are a family-owned, full-service...SuggestedNight shift- ...Outside Sales Representative Are you goal-driven? Do you thrive in a fast-paced office and love helping businesses succeed? Nextep's outside sales role might be the perfect position for you! Our sales reps are the friendly frontline of Nextep, building relationships...SuggestedWork at office
$120k - $150k
...Outside Sales Representative Kitchen Guard is expanding into the Chicagoland area, and we're looking for a driven professional to play a key role in our growth. If you're ready to apply your technical expertise and sales skills to help businesses stay safe with industry...Work at officeLocal area- ...Outside Sales Representative Combined Metals is a premier North American processor and distributor of specialty strip and wire built through 50 years of growth and acquisition. Combined Metals is the largest independent processor and distributor of specialty strip...Work at officeNight shift
- ...Outside Sales Representative ForgeFit supplies cutting-edge fitness equipment to gyms and fitness centers nationwide. We're not just another distributor, we're a trusted partner in helping fitness facilities grow stronger, perform better, and stay ahead of the competition...
$100k - $140k
...Maiden Home Sales Team Member Maiden Home is growing a team of forward-thinking individuals who possess unique strengths and perspectives... ...take ownership of tasks, and identify areas of improvement ~ Outside Sales experience preferred ~ Excellent written and verbal...Remote work$40k - $50k
...support our growth. If you are interested in pursuing a rewarding career, we invite you to review our opportunities! Outside Sales Representative Are you seeking an entrepreneurial, empowering workplace that allows you to: Leverage your cold-calling & closing...Full timeTemporary workTraineeshipFlexible hours- ...FleetPride Sales Representative FleetPride is the largest after-market distributor of heavy-duty truck and trailer parts in the U.S. Partner... ...to our customers' business. Position Summary The Outside Sales Representative will sell FleetPride products and services...Interim roleLocal areaImmediate start
$40k - $50k
...Outside Sales Representative Sunbelt Rentals--the fastest growing rental business in North America--is seeking an Outside Sales Representative. As an Outside Sales Representative, you will be responsible for generating profitable business from the range of equipment...Full timeTemporary workFlexible hours$100k - $120k
...Partner closely with internal account specialists and inside sales teams, who handle order processing, quoting, and billing Strong... ...applicants. The Successful Applicant Prior experience in outside sales, territory management, or account management Ability and...Permanent employmentContract workLocal area- ...Job Description Job Description Our organization is expanding, and we are looking to hire a Outside Sales Representative in Chicago, IL and the surrounding area. This position provides the opportunity for rapid income growth and advancement upon proven proficiency...Local area
$120k - $250k
...AmeriPro Roofing , an industry-leading name in exterior home remodeling for over two decades, is immediately hiring Outside Sales Representatives. In this role, you will be the face of our brand, using direct, door-to-door canvassing to connect with local homeowners...Full timeFor contractorsWork at officeLocal areaImmediate startDay shiftAfternoon shift$41.6k
...Job Description Job Description Job Posting: Outside Sales Representative Company: Chicago Glass and Mirror Location: Chicago, IL Position Type: Full-Time Salary: $41,600 per year (plus commissions) Benefits: ~ Competitive Salary ~ Mileage Reimbursement...Full timeFor contractors- ...Roofing #WeAreNotTheSame Infinity is currently seeking highly-motivated, professional, detail-oriented individuals to join our roofing sales team as an independent seller. Coming on board as an independent seller with us, you will be trained and given all the tools...For contractors
- ...Job Description About the Opportunity A well-established company is confidentially seeking a motivated and driven Outside Sales Representative to cover a defined rural territory spanning west of Chicago to the Rockford, IL area. This is a fantastic opportunity for...For contractors
$60k - $80k
...Job Description Job Description Title: Outside Sales Consultant Location: Chicago, IL Are you a driven, energetic, and helpful sales professional looking to make great money? Work with one of Forbes’ America's Best Midsize Employers* and be rewarded for your...Weekly payContract workFor contractorsNight shiftWeekend workAfternoon shift- ...Outside Sales Representative Hadco Metal Trading Co., LLC, a growth-focused metal distribution company expanding into new territories. We proudly serve a wide range of industries. Our customers include OEMs, fabricators, machine shops, and contractors who rely on us...For contractorsWork at officeFlexible hours
$100k
...Potential with Elysian Construction. Elysian Construction is actively seeking experienced roofing sales professionals to join our expanding team of Outside Sales Representatives. As industry leaders in roof repair and exterior construction, we are committed to providing...- Empire Today is seeking an energetic, driven outside sales representative to meet face‑to‑face with customers in the Chicago, IL area and help find the best flooring products for their needs. Overview Be rewarded for performance with uncapped commissions, performance‑...Weekly payLocal areaWeekend workAfternoon shift
$24.84k
...| Seasonal (Summer) Seniority Level Internship Job Function Sales and Business Development About Hawx Services Founded in 2013,... ...We’re seeking motivated, resilient, and energetic Direct Sales Representatives to join our seasonal direct‑to‑home sales team. As a 1099...Full timeTemporary workFor contractorsSummer workInternshipSeasonal workRelocationFlexible hoursWeekend workAfternoon shift$673 per week
...together at Window Nation, and we are proud of that. One Goal, One Passion - Growth is Everything at Window Nation. Our Outside Sales Representatives conduct in-homesalespresentations of our extensive array of home improvement-related products and services. Our Outside...Permanent employmentFull timeContract work1 day per week$60k - $90k
...Outside Sales Representative Life Space Digital is reshaping the out-of-home media landscape through the deployment of digital screens in high-traffic office, multifamily, and retail environments. Our platform delivers content-rich experiences and targeted advertising...Full timeTemporary workWork at office- Join to apply for the Outside Sales Representative role at Global Industrial Company Corporate Overview For over 70 years Global Industrial has been an industry leader providing private label and brand name industrial equipment and supplies to businesses throughout North...Full timeLocal area
- Field Sales Associate closes sales through face-to-face interaction with customers based within assigned sales territories. Responsibilities Make a significant positive impact on sales and improving the consumer buying experience Maintain a comprehensive working knowledge...Full timeWork experience placementRemote work
- ...One Day Bath Outside Sales Account Representative Chicago, IL R.F. Fager Supply, a trusted and long-time distributor of plumbing, HVAC and kitchen and bath products is growing and expanding to the Chicago area. We are seeking a motivated and results-driven Outside...For contractors
$150.6k
...Join NetWorth Realty Become part of an exhilarating sales career in the fast-paced world of residential fix-and-flip real estate.... ...tied to your effort, with virtually unlimited upside. NetWorth Outside Sales 2025 Earnings Highlights: Top Rookie Earnings: $150,604...- ...Outside Food Sales Representative We invite you to join our sales team where you'll experience a world where servant leadership and cutting-edge tools and training come together to support your career growth and financial objectives. As an Outside Food Sales Representative...
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Outside Sales Representative. Be the first to apply!
- technology sales representative Chicago, IL
- sales representative insurance Chicago, IL
- field sales representative Chicago, IL
- sales agent Chicago, IL
- commercial insurance agent Chicago, IL
- work from home sales representative Chicago, IL
- sales representative flooring Chicago, IL
- sales consultant work from home Chicago, IL
- commercial banking specialist Chicago, IL
- sales specialist flooring Chicago, IL



