Outside Sales Representative

Richards Supply; Illinois; On-site; USD 90,000 - 150,000; Full time

Benefits offered by this job

Competitive base salary

Uncapped commissions

21 paid days off in year 1

Holiday bonuses

Employer-paid medical, dental, vision

Job summary

Richards Building Supply in Chicago, IL is seeking an experienced outside sales professional to build a new contractor-focused book of business in Chicagoland and beyond via drop-ship capabilities.

You will develop relationships with contractors, builders, and GCs, manage a growing territory, and drive revenue across vinyl, wood, and composite windows and doors for new construction and replacement projects. Travel locally as needed.

Qualifications

• 7+ years of B2B outside sales calling on contractors, builders, or GCs.
• Experience selling windows, doors, or related building materials.
• Strong organization skills and CRM discipline.
• Ability to build a territory and develop new accounts.
• Comfort with prospecting, jobsite visits, and relationship development.
• Willingness to travel locally with a valid driver’s license.
• Experience in both new construction and remodel/replacement work.
• Familiar with the Chicagoland market and construction landscape.

Responsibilities

• Create a new book of business rather than inheriting one.
• Year 1 target: approximately $2M in annual sales.
• Long-term target: grow to a $7M+ annual run rate.
• Develop a healthy pipeline that supports growth while maintaining margin.
• Build relationships with contractors, builders, and general contractors.
• Call on owners, estimators, project managers, and purchasing teams.
• Prospect through phone outreach, jobsite visits, referrals, and follow-up.
• Support quoting and estimating with internal resources.
• Manage projects from quote through order coordination.
• Use CRM to manage pipeline activity and forecast opportunities.
• Stay visible in the market through consistent jobsite and customer presence.

Skills

B2B outside sales

Territory development

CRM discipline

Prospecting

Windows & doors sales

New construction & remodel

Relationship building

Travel locally

Tools

CRM software

Job description

Job Summary

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 GCs—and you enjoy the hunt as much as the win—this 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.

Responsibilities

• 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.


• 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.

Qualifications

• 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.


• 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 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.


• 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.

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.