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Sales Development Representative; SDR​/Setter

Job in Chicago, Cook County, Illinois, 60601, USA
Listing for: Limitless Agency
Full Time position Listed on 2026-11-08
Job specializations:
  • Sales
    Sales Development Rep/SDR, Inside Sales, Telemarketing & Telesales, Appointment Setter/ Scheduler
Salary/Wage Range or Industry Benchmark: 65760 - 136800 USD Yearly USD 65760.00 136800.00 YEAR

Job Description & How to Apply Below

Sales Development Representative (SDR / Setter)

Location: Remote
Team: Limitless Agency, Sales
Employment Type: Full-time, full calendar
Base Pay: $1,000 USD per month
Inbound Commission: 2% of cash collected on inbound appointments you set that close
Outbound Commission: 5% of cash collected on outbound appointments you set that close
On-Target Earnings (OTE) Range for Solid Performer: $65,760–$136,800 per year, depending on performance
Top Performer Potential: $140,000+ per year, no cap on earnings.
Average Deal Size: $16,000, with higher-tier packages at $30,000+.
Lead Flow: Some inbound qualifying (triage) calls from our paid ads, plus some outbound outreach to leads who have opted in through our paid ads. The goal is to make sure our closers have full calendars of qualified appointments.
Monthly Goal: 20 inbound deals closed from your sets + at least 5 outbound deals closed from your sets
Time Split: The split between inbound qualifying (triage) and outbound outreach will depend on your skillset and what is a higher priority need for the team.
Career Path: You can increase your income ceiling through performance, plus setters who prove themselves as top performers over extended periods of time may earn opportunities in either setter leadership or closing.

We’re looking for high-performing setters who know how to turn conversations into qualified opportunities.

You’ll work with inbound leads generated from $100k/month+ in paid advertising spend, qualify business owners, book high-ticket sales calls, and proactively create additional opportunities through outbound prospecting.

With a $16,000 average deal size, a $1,000 monthly base, and uncapped commissions, this role offers significant earning potential for setters who consistently deliver qualified appointments that turn into closed revenue.

About Limitless Agency

Limitless Agency helps digital marketing agency owners build businesses that scale and sell. Our core program, Limitless Black Card, combines one-on-one strategy with the founders, implementation support, weekly group coaching, a dedicated account team, and in-person sessions at our Tampa headquarters.

We’ve worked with hundreds of agency owners and helped many reach six-figure monthly revenue.

We spend well over six figures a month on paid acquisition, our sales team currently closes 25 to 50 high-ticket deals per month, and we're in the process of scaling.

Your job is to make sure the right prospects reach our closers, keep the pipeline moving, and turn lead flow into real sales opportunities.

Website

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The Opportunity

This isn’t a traditional appointment-setting role where success means filling a calendar with anyone willing to book.

You’ll speak directly with agency owners and business decision-makers, understand their challenges, qualify their readiness to invest, and determine whether they’re a strong fit for our high-ticket programs.

Most inbound prospects come from cold paid traffic. They may have only recently discovered Limitless, so you’ll need to establish trust quickly, communicate value clearly, and guide meaningful qualification conversations.

Some of your time will be spent qualifying inbound leads, and some will be spent outbound prospecting, including reactivating inactive leads, recovering missed opportunities, and creating new conversations.

Every qualified appointment that converts into a paying client can generate commission for you.

At our $16,000 average deal size:

  • An inbound appointment that closes generates $320 in commission.
  • An outbound appointment that closes generates $800 in commission.

Hit the monthly target of 20 inbound closes and 5 outbound closes, and your projected earnings reach $11,400 per month, or $136,800 annualized.

Higher deal…

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