Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

Outside Sales Representative

$55k - $65k

Richards Building Supply

Outside Sales Professional

We're expanding our window and door business and are looking for an experienced outside sales professional who enjoys building something from the ground up. This role is ideal for someone who thrives on opening new relationships, establishing a territory, and growing a meaningful book of business over time.

If you've spent your career selling to contractors, builders, or GCsand you enjoy the hunt as much as the winthis could be a strong next step.

This is a territory-build role, focused on developing new contractor, builder, and GC relationships throughout Chicagoland, with the ability to support customers nationally through drop-ship capabilities. While the primary focus is the Chicagoland market, we are able to support customers and projects nationwide through drop-ship capabilities across the continental United States.

You'll represent a broad portfolio of vinyl, wood, and composite windows and doors, supporting both new construction and replacement projects across multiple vendor lines. The territory offers room to grow and flexibility in how you approach the market, with success built through consistent activity, follow-up, and strong execution.

What Success Looks Like:

  • Rather than inheriting a large book of business, you'll have the opportunity to create one.
  • Year 1 goal: Build toward approximately $2M in annual sales
  • Longer-term opportunity: Grow to a $7M+ annual run rate as the territory matures
  • Develop a healthy pipeline that supports sustainable growth while maintaining margin
  • This role is well-suited for someone who enjoys shaping their own territory and taking ownership of results.

What You'll Be Doing

  • Building new relationships with contractors, builders, and general contractors
  • Calling on owners, estimators, project managers, and purchasing teams
  • Prospecting through a mix of phone outreach, jobsite visits, referrals, and follow-up
  • Supporting the quoting and estimating process (with internal resources)
  • Managing projects from quote through order accuracy and coordination
  • Using CRM tools to manage pipeline activity and forecast opportunities
  • Staying visible in the market through consistent jobsite and customer presence

Who This Role Tends to Fit Well

  • Prefer new business development over account maintenance
  • Are comfortable opening doors and building relationships over time
  • Take a value-based selling approach rather than competing only on price
  • Like having autonomy while being accountable for results
  • Enjoy working in a construction-driven, relationship-oriented environment

Experience Required:

  • 7+ years of B2B outside sales experience calling on contractors, builders, or GCs
  • Demonstrated success developing new accounts and growing revenue
  • Comfort with prospecting, jobsite visits, and relationship development
  • Experience managing quotes, specs, takeoffs, or coordinating those efforts
  • Familiarity with the Chicagoland market and construction landscape
  • Strong organization skills and CRM discipline
  • Valid driver's license and ability to travel locally

Experience Preferred

  • Experience selling windows, doors, or related building materials
  • Background in both new construction and remodel/replacement work
  • Experience winning business away from established competitors
  • Comfort navigating more complex quotes and project timelines

Why This Role Is Different

  • Opportunity to build a territory rather than inherit one
  • Access to multiple vendor lines to meet a wide range of customer needs
  • Support structure that allows you to focus on selling and relationships
  • Long-term growth potential as the business expands

Benefits

  • Competitive base salary + industry-leading commission program (uncapped potential!)
  • 21 paid days off in your first year including our Family Focused break between Christmas and New Years!
  • Holiday bonuses + additional earning opportunities (discretionary)
  • Employer-paid medical, dental, and vision plans + 401K with top-tier company match
  • Career growth in a team-oriented, family-focused company

$55,000 - $65,000 a year Base Salary is determined by the years of Industry Specific experience additionally there is uncapped commission and other incentives.

Our sales team is comprised of highly motivated individuals that are passionate about Richards Building Supply and generating new business opportunities around high quality products.

APPLY TODAY!!!

It's more than a job, it is your Career! Submit your resume today to join our exciting and growing family

Richards Building Supply
Vacancy posted 12 days ago
Similar jobs that could be interesting for youBased on the Outside Sales Representative in Chicago, IL vacancy
  • $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... 
    Suggested
    Work at office
    Local area
    Immediate start
    Day shift
    Afternoon shift

    AmeriPro Roofing

    Clarendon Hills, IL
    3 hours ago
  •  ...team that always delivers! Why Join Us? Sell essential, recession-resistant services Represent a trusted brand with high customer retention Be part of a supportive sales team that offers consistent 1:1 coaching, ongoing sales learning, and real growth... 
    Suggested
    Relocation package

    UniFirst

    Melrose Park, IL
    7 hours ago
  • $50k - $150k

     ...products to customers in Chicagoland and across Illinois, lower Wisconsin and Northern Indiana. A Brief Overview The Outside Sales Representative generates and secures new sales to increase the profitability of the company. This position maintains existing accounts... 
    Suggested
    Base plus commission
    Full time
    For contractors
    Local area

    Hines Supply

    Alsip, IL
    7 hours ago
  • $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 grow...  ...direct sales or sales management experience, preferably in outside sales, account management or B2B sales Previous experience in... 
    Suggested

    Snap-on

    Harwood Heights, IL
    3 days ago
  • $69k

     ...Job Description Job Description Remote Insurance Sales Representative | Flexible Schedule | Commission-Based This position offers flexible...  ...States or Canada We do not hire candidates residing outside North America Responsibilities Contact provided leads... 
    Suggested
    Remote job
    Work from home
    Flexible hours

    HMG Careers

    Melrose Park, IL
    more than 2 months ago
  • $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 pay
    Contract work
    For contractors
    Night shift
    Weekend work
    Afternoon shift

    Luna

    Chicago, IL
    more than 2 months ago
  • $50k - $70k

     ...Job Description Job Description Title: Outside Sales Representative Territory Location: Chicago, IL area 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... 
    Weekly pay
    Contract work
    For contractors
    Weekend work
    Afternoon shift

    Empire Today

    Chicago, IL
    more than 2 months ago
  •  ...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

    JMRYANG & Company

    Chicago, IL
    26 days ago
  • $105k

     ...Job Description 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... 
    Base plus commission
    Work at office
    Local area

    Badger Infrastructure Solutions

    Chicago, IL
    2 days ago
  • $50k - $100k

     ...Ford Outside Wholesale Parts Sales Representative – Job Description Position Title Outside Wholesale Parts Sales Representative Position Summary The Outside Wholesale Parts Sales Representative is responsible for growing wholesale parts sales for a Ford dealership by... 
    Local area

    Medium

    Chicago, IL
    2 days ago
  •  ...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

    JMRYANG & Company

    Chicago, IL
    17 days ago
  •  ...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

    EMPOWER Business Group

    Chicago, IL
    20 days ago
  • $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... 
    Base plus commission
    Work at office
    Local area

    Badger Daylighting

    Chicago, IL
    7 hours ago
  • $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 time
    For contractors
    Work at office
    Local area
    Immediate start
    Day shift
    Afternoon shift

    AmeriPro Roofing

    Cicero, IL
    5 days ago
  •  ...Cushioneer is seeking an enthusiastic detail-oriented individual to spearhead the expansion of our B2B and broker relationships. As a sales engineer with Cushioneer you'll have the opportunity to cultivate and nurture partnerships while driving growth in our dynamic... 

    Cushioneer Inc

    Chicago, IL
    10 days ago
  •  ...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

    Infinity Roofing and Siding

    Chicago, IL
    25 days ago
  • $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 time
    For contractors

    Glasstemp Inc

    Bellwood, IL
    21 days ago
  •  ...Territory Account Executive/Outside Sales Representative Real Estate Services Base Salary + Uncapped Commission + Company Credit Card Are you a relationship-driven sales professional with experience in the real estate, mortgage, title, or home warranty industry... 
    Full time
    Work at office

    Choice Home Warranty

    Chicago, IL
    3 days ago
  • $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 time
    Temporary work
    Flexible hours

    Sunbelt Rentals

    Chicago, IL
    2 days ago
  • $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... 
    Night shift

    Richards Building Supply

    River Grove, IL
    2 days ago
  •  ...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 role
    Local area
    Immediate start

    Fleet Pride

    La Grange, IL
    5 days ago
  • $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 time
    Temporary work
    Work at office

    Life Space Digital

    Chicago, IL
    4 days ago
  • $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 time
    Temporary work
    Traineeship
    Flexible hours

    Sunbelt Rentals, Inc.

    Chicago, IL
    2 days ago
  •  ...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 office
    Night shift

    Combined Metals of Chicago

    Bellwood, IL
    a month ago
  • $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 office
    Local area

    Kitchen Guard of Birmingham

    Chicago, IL
    2 days ago
  • $50k

     ...continued growth. If you have a passion for sales, customer relations, and project...  ...person job. The southwest corner of 60640 represents a rough center of our territory. Key Responsibilities...  ...marketing initiatives to produce leads outside of D2D efforts. Level 2 Appointment... 

    LIME Painting of Chicago

    Chicago, IL
    5 days ago
  •  ...Job Description Job Description Position Description As an Ad Sales Representative with Decided Excellence Catholic Media (DE) you will be an integral part of growing a business whose mission is to evangelize Catholics, strengthen parishes, and provide powerful... 
    Full time
    For contractors
    Local area
    Immediate start
    Work from home
    Monday to Friday
    Flexible hours

    Decided Excellence Catholic Media

    Chicago, IL
    a month ago
  • $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

    Maiden Home

    Chicago, IL
    3 days ago
  •  ...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... 

    ForgeFit

    Chicago, IL
    6 days ago
  •  ...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 contractors
    Work at office
    Flexible hours

    HADCO METAL TRADING

    Chicago, IL
    a month ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Outside Sales Representative. Be the first to apply!