1099 Outside Sales Representative – Waste Management Services

Job Description

Job Title:
1099 Outside Sales Representative – Waste Management Services

Location:
Greater Chicagoland Area – Western Suburbs

About Us

Chicago Crushr is a rapidly expanding waste management company dedicated to helping businesses cut disposal costs through our innovative dumpster compaction services. We’re committed to providing superior customer service and building strong partnerships. We’re looking for an independent, driven, and results-oriented 1099 Outside Sales Representative to help us grow our business by connecting with clients and creating value-based solutions.

What You’ll Do

• Drive New Business: Target and engage commercial businesses, construction firms, property managers, and other prospects to promote our compaction services.
• Manage Sales Pipelines: Utilize CRM tools to track and manage leads, ensuring a steady flow from initial contact to deal closure.
• Build Client Relationships: Cultivate long-term relationships with clients to foster repeat business and generate referrals.
• Customize Solutions: Assess each client’s waste management needs and develop tailored proposals demonstrating our cost-saving benefits.
• Exceed Sales Targets: Strive to meet or exceed sales goals by consistently acquiring new clients and driving revenue growth.
• Collaborate for Success: Partner with the operations team to ensure smooth service delivery and address any client concerns quickly.

What We’re Looking For

• Proven B2B Sales Experience: Previous success in B2B sales, ideally in waste management, logistics, environmental services, or a related field.
• Excellent Communication Skills: Clear, persuasive verbal and written communication to present our solutions confidently and effectively.
• Independent Relationship Builder: Ability to independently cultivate and maintain strong client relationships.
• Self-Motivated with a Hunter Mindset: High-energy, proactive, and goal-oriented, with a passion for securing new business.
• Analytical Problem-Solver: Skilled at understanding customer challenges and proposing effective, budget-friendly solutions.
• CRM Savvy: Experience with CRM systems (Wingmate or Jobber knowledge is a plus).
• Own Vehicle Required: Reliable transportation is essential for traveling to client locations. Mileage or vehicle expenses will not be reimbursed.

Compensation & Benefits

• Guaranteed Minimum Payment: $2,000 per month for achieving activity milestones—providing a stable income floor as you build your portfolio.
• Commission on Gross Sales: 20% of gross revenue (uncapped). For example, on $100,000 in sales, you’d earn $20,000.
• Commission Accelerator: Earn a boosted 25% commission on all sales exceeding $20,000 in monthly revenue.
• Commission Payout Timing: Commissions are paid upon receipt of the first client payment, ensuring compensation is tied directly to sales success.
• No Benefits Package: This is a contract position, with no health insurance, PTO, or other employee benefits.

Why Join Crushr Chicago?

• High-Earning Potential: Uncapped commissions mean your income potential grows with your sales performance.
• Growth Opportunity: Outstanding performers may have the opportunity to transition into a full-time, salaried employee role as we expand.
• Flexible Schedule: As a contractor, you have the autonomy to create a schedule that works for your business-building goals.

How to Apply

If you’re a motivated sales professional ready to make a substantial impact, send your resume and cover letter to chicago@dumpstercrushr.com with “1099 Outside Sales Representative Application” in the subject line.

Equal Opportunity Contractor Engagement:
Chicago Crushr welcomes diversity and is committed to creating an inclusive environment for all independent contractors. Discrimination based on race, color, religion, sex, national origin, age, disability, sexual orientation, gender identity, or veteran status will not be tolerated.

Job Type: Contract

Pay: $2,000.00 - $17,715.00 per month

Benefits:

• Flexible schedule

Compensation Package:

• 1099 contract
• Performance bonus
• Uncapped commission

Application Question(s):

• Do you have B2B sales Experience?
• Do you have general sales experience?
• Do you understand this is an Independent Contractor role with significant uncapped earning potential and total flexibility / freedom to execute but as an independent contractor there are no benefits or paid expenses?

Language:

• Spanish (This is nice to have but not required) (Preferred)

License/Certification:

• Driver's License (Required)

Ability to Relocate:

• Bensenville, IL 60106: Relocate before starting work (Required)

Work Location: In person

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