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Sales Development Representative

Job in Chicago, Cook County, Illinois, 60601, USA
Listing for: Pavago
Full Time, Commission-based only position
Listed on 2026-11-01
Job specializations:
  • Sales
    Sales Development Rep/SDR, B2B Sales, Appointment Setter/ Scheduler, Inside Sales
Salary/Wage Range or Industry Benchmark: 50000 - 80000 USD Yearly USD 50000.00 80000.00 YEAR
Job Description & How to Apply Below
Sales Development Representative (SDR)

B2B Sales | Outbound Prospecting | Lead Qualification | Appointment Setting | Remote

Position Type: Full-Time, Remote (40 Hours/Week)
Working Hours: U.S. Business Hours

About the Role

At Pavago, one of our clients is hiring a motivated and results-driven Sales Development Representative (SDR) to generate qualified sales opportunities through outbound prospecting.

This is a high-energy, execution-focused sales role where you’ll engage commercial property owners, real estate investors, and business owners to identify qualified opportunities and schedule appointments for senior sales consultants.

This is not a closing role. Your success will be measured by your ability to generate interest, overcome objections, qualify prospects, and consistently book high-quality meetings.

If you thrive in outbound sales, enjoy speaking with new people, and are motivated by achieving measurable results, this role is an excellent opportunity.

What You’ll Own
Outbound Prospecting
  • Conduct high-volume outbound calls to commercial property owners and real estate investors.
  • Introduce the company’s services using structured outreach scripts.
  • Build rapport and engage prospects with confidence and professionalism.
  • Maintain consistent daily outreach activity to generate qualified opportunities.
  • Follow established sales cadences through calls, email, and follow-up communication.
Lead Qualification
  • Conduct discovery conversations to understand each prospect’s needs.
  • Gather qualification information accurately and completely.
  • Educate prospects on the company’s tax-saving solutions at a high level.
  • Identify qualified opportunities and determine appropriate next steps.
  • Schedule appointments between qualified prospects and senior consultants.
CRM & Pipeline Management
  • Maintain accurate CRM records for all prospect interactions.
  • Document call notes, qualification details, and follow-up activities.
  • Track prospect progress throughout the sales pipeline.
  • Ensure all required information is complete before handoff.
  • Maintain organized and accurate sales records.
Team Collaboration
  • Coordinate handoffs with senior consultants and sales leadership.
  • Share prospect insights and relevant information with internal stakeholders.
  • Participate in coaching sessions, team meetings, and sales training.
  • Follow established sales processes while continuously improving outreach performance.
Requirements
Must-Have Qualifications
Experience
  • Previous experience in one or more of the following:
    • Sales Development Representative (SDR)
    • Business Development Representative (BDR)
    • Appointment Setting
    • Inside Sales
    • Lead Generation
    • Cold Calling
  • Experience conducting outbound prospecting and qualifying leads.
  • Comfortable engaging business owners and decision-makers.
Core Skills
  • Excellent spoken English with a neutral or very slight accent.
  • Strong objection-handling and relationship-building skills.
  • Professional phone presence and active listening ability.
  • Strong organizational and follow-up skills.
  • Ability to remain persistent and professional after rejection.
  • Highly coachable and able to follow structured sales processes.
  • Self-motivated with a strong results-oriented mindset.
  • Reliable internet connection and professional remote workspace.
Nice-to-Have
  • Experience selling professional services, financial services, tax services, real estate services, or B2B solutions.
  • Experience working with U.S.

    -based clients.
  • Experience using CRM platforms such as Hub Spot, Salesforce, or similar systems.
  • Experience working in commission-based or performance-driven sales environments.
What Makes You a Strong Fit
  • Persistent and resilient.
  • Confident and professional communicator.
  • Personable with strong relationship-building skills.
  • Quick thinker who adapts well during conversations.
  • Positive…
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