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Entry Level Sales Representative

Confidential Client•Legal & Professional Services
Entry LevelFull-timeHybrid$55,000 - $70,000
Chicago, Illinois
3 Days Ago

The Entry Level Sales Representative role focuses on building and managing a client portfolio through targeted outreach and lead generation, owning the recruitment process from initial contact to placement. The position requires sourcing and assessing candidates, conducting structured interviews, and negotiating contracts, supported by comprehensive training and a metrics-driven promotion path. This hybrid role offers a competitive base salary with uncapped commission, benefits, and opportunities for career growth within a performance-driven team environment.

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Description

About Careertakes

👉 Important disclosure: Careertakes is a third-party recruiting platform supporting this hiring process. If selected, you will be employed directly by our client, Business Services.

Applicants for this role may also receive access to additional matched opportunities through the Careertakes platform.


Position overview

Join a confidential client in Business Services as an Entry Level Sales Representative based in Chicago, IL. This entry-level/new-business-development role is a commission-forward sales position with a $55,000–$70,000 base, uncapped quarterly commission, and a clear, metrics-driven promotion path. The role includes world-class training, ongoing coaching, and a hybrid schedule after an initial ramp-up period.


What you’ll do

  • Build and manage a portfolio of clients across your assigned territory in and around Chicago.
  • Generate and qualify leads through targeted outreach, prospecting, and networking.
  • Own the full sales lifecycle from first contact to contract/placement and follow-up.
  • Source, screen, and maintain relationships with candidates and prospects using online platforms and tools.
  • Run structured interviews to assess candidate fit, capability, and motivation.
  • Collaborate with clients to diagnose hiring needs and deliver long-term hiring solutions.
  • Lead contract and fee negotiations to close business and meet revenue targets.
  • Track and report activity and progress against clear, metrics-based goals.

Who you are

  • Recent graduate or soon-to-be graduate (Bachelor’s degree expected by Spring 2027 or equivalent).
  • Internship or early experience in sales, business development, recruitment, or related fields preferred.
  • Competitive, high-energy, resilient and results-oriented.
  • Demonstrated ability to achieve metrics and deliver results (school clubs, sports, internships or prior work).
  • Strong communicator with eagerness to learn and grow in a performance-driven sales environment.

Compensation & benefits

  • Base salary: $55,000–$70,000 per year.
  • Uncapped quarterly commission; typical OTE cited at $100k–$150k.
  • Metrics-driven promotion path and world-class recruitment/business development training.
  • 20 annual vacation days.
  • Medical, dental, and vision coverage starting day one.
  • 401(k) plan with company match.
  • Hybrid work arrangement after initial ramp-up period.
  • Quarterly team events and top-performer incentives.

Employment type & location

  • Employment type: Full-time; contractor arrangements may apply as part of hiring options.
  • Location: Chicago, IL — hybrid model after ramp-up. Candidates must be able to work on-site in Chicago as required.

Equal opportunity & workplace policy

Careertakes and our client are committed to fair and inclusive hiring. The confidential client does not discriminate on the basis of race, color, religion, sex, sexual orientation, gender identity or expression, national origin, age, disability, veteran status, marital status, or any other protected class under applicable federal, state or local law.


Equal Opportunity & Hiring Transparency

Careertakes and our client are Equal Opportunity Employers committed to building a diverse and inclusive workforce. We prohibit discrimination or harassment of any kind. To support a fair and efficient hiring process, AI tools may be used to assist with application review or resume screening. These tools do not replace human decision-making. Final hiring decisions are made by people.

If you have questions about how your data is used, please contact us directly.

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