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Remote Inbound Sales Development Representative Jobs in Chicago, IL

Kramer Media Inc.

Be Seen First

High-Ticket Sales Closer (Remote | Inbound Calls)

Chicago, IL · Remote

$10K - $20K/mo

We're expanding our remote sales team and are looking for reliable, coachable sales professionals ... You'll represent our partner brands on calls (white-labeled) and work within established scripts ...

Enavate

Business Development Representative

Chicago, IL · On-site +1

... for Sales Representatives. This role focuses on outbound and inbound prospect engagement, early ... In-office in Tampa, FL and Fargo, ND, or Remote across the rest of the U.S. Key Responsibilities

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All JobsInbound Sales Development Representative JobsRemote Inbound Sales Development Representative JobsRemote Inbound Sales Development Representative Jobs in Chicago, IL

Remote Inbound Sales Development Representative information

See Chicago, IL salary details

$9

$21

$37

How much do remote inbound sales development representative jobs pay per hour?

As of Jun 9, 2026, the average hourly pay for remote inbound sales development representative in Chicago, IL is $21.04, according to ZipRecruiter salary data. Most workers in this role earn between $15.87 and $24.76 per hour, depending on experience, location, and employer.

What is the difference between Remote Inbound Sales Development Representative vs Remote Outbound Sales Development Representative?

AspectRemote Inbound Sales Development RepresentativeRemote Outbound Sales Development Representative
Primary FocusResponding to inbound leads and inquiriesProactively reaching out to potential clients
Work EnvironmentCustomer inquiries, CRM tools, inbound channelsCold calls, prospecting, outreach campaigns
Required SkillsCommunication, listening, product knowledgePersuasion, research, cold outreach skills
Common UsageSales teams handling inbound interestSales teams generating new leads

The main difference is that Remote Inbound Sales Development Representatives focus on engaging with leads that come to the company, while Remote Outbound Sales Development Representatives proactively seek out new prospects. Both roles require strong communication skills and familiarity with CRM tools, but their approaches to sales differ significantly.

What are the most commonly searched types of Inbound Sales Development Representative jobs in Chicago, IL? The most popular types of Inbound Sales Development Representative jobs in Chicago, IL are:
What are popular job titles related to Remote Inbound Sales Development Representative jobs in Chicago, IL? For Remote Inbound Sales Development Representative jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Inbound Sales Development Representative jobs in Chicago, IL look for? The top searched job categories for Remote Inbound Sales Development Representative jobs in Chicago, IL are:
Remote Inbound Sales Development Representative jobs near you
Infographic showing various Remote Inbound Sales Development Representative job openings in Chicago, IL as of May 2026, with employment types broken down into 1% Internship, 3% As Needed, 83% Full Time, 9% Part Time, 1% Temporary, and 3% Contract. Highlights an 93% Physical, 1% Hybrid, and 6% Remote job distribution, with an average salary of $43,769 per year, or $21 per hour.
Business Development Representative

Business Development Representative

Five to Nine

Chicago, IL • Remote

Full-time

Posted 22 days ago

Job description

Company Description

Five to Nine is an award-winning VC-backed startup looking to hire a Business Development Representative who wants to lead our outreach sales efforts for our product.

We've been featured in Vice, Business Insider, Yahoo Finance, Marketwatch and others.

WHO WE ARE: Our B2B SaaS software helps companies manage and measure the impact of their employee engagement events. Think of us as SurveyMonkey meets Eventbrite. We're remote, scaling quickly, and were funded by Google and Slack.


WHO OUR CLIENTS ARE: Our clients include program leaders (e.g. ERGs, office managers, workplace teams) at the top global tech companies.

Job Description

We're looking for a Business Development Representative to join our sales team at Five to Nine! This role will be at the forefront of our next stage of growth and be part of our outbound sales organization.

Who are you: You're a self-starter and enjoy taking ownership. You can effectively manage tasks, projects, and problem-solve. You are organized, process, and results-oriented. You are personable and comfortable managing prospective customer conversations. You are excited about diversity and inclusion, the people space, and employee engagement.

YOUR DAY-TO-DAY: As a BDR your primary responsibility is to help turn leads into qualified opportunities. You will spend your days managing outbound and inbound sales leads through cold calls, emails, and post-event followups and qualification.

Responsibilities:

  • Research, create target prospect lists, and leverage currently existing lists to create an account-based outreach strategy
  • Demonstrate the value of our offering through phone calls, emails, LinkedIn, and other social mediums.
  • Set appointments for account leaders when the lead reaches a qualified stage
  • Educate and develop prospects leading into hand-off for demo and further conversations with the sales team
  • Drive attendance for webinars and other Five to Nine events both internal and partner events
  • Nurture new events and marketing leads
  • Collaborate with sales leadership on sales strategy
  • Ensure successful follow-through of the sales cycle by maintaining accurate activity and lead qualification information in CRM
  • Effectively partner and work across teams including customer success, product, and tech
Qualifications
  • You are excited about sales and have at least 1+ years of demonstrated experience preferably in SaaS sales (but all welcome to apply)
  • Excellent communication, interpersonal, and organizational skills - you should be a great writer, speaker, and most importantly listener.
  • Fearlessness - ability to hop on calls and share the work of Five to Nine and our value proposition to prospective clients
  • Positive attitude - this is sales - you'll hear no more than you will yes
  • An obsession with prospect happiness - set the stage for effective sales follow-up
  • Flexibility - we are a startup so things change and they change often and fast.
  • Continuous learner - because things change - you have to be able to learn quickly and always seek knowledge.
Additional Information

If this sounds like you, we'd love to hear from you.

You'll be joining an exceptionally talented and motivated team, helping us drive demand for the Five to Nine platform. We are creating massive value for our customers and we're just getting started!

This position is remote.

All your information will be kept confidential according to EEO guidelines.

Apply