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Flexible Inbound Sales Development Representative Jobs in Chicago, IL

... Sales Development Representative to join our growing Sales Team based out of our Chicago Office ... Identify and qualify new inbound sales opportunities for Flexport * Partner closely with marketing ...

As a Sales Development Representative, you will serve as the front line of pipeline generation. You ... inbound interest from form submissions, webinars, trade shows, and campaigns * Build outbound ...

Identify and qualify new inbound sales opportunities for Flexport * Partner closely with marketing ... and flexible time off. The US base salary range for this position (this does not include bonus ...

As a Sales Development Representative at Tacton, you will be the first point of contact for ... Respond to inbound interest with speed and commercial insight, turning curiosity into qualified ...

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Flexible Inbound Sales Development Representative information

See Chicago, IL salary details

$9

$21

$37

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

As of Aug 4, 2026, the average hourly pay for flexible 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 Flexible Inbound Sales Development Representative vs Inbound Sales Representative?

AspectFlexible Inbound Sales Development RepresentativeInbound Sales Representative
Primary RoleQualifies inbound leads, initiates contact, and sets appointmentsHandles inbound inquiries, nurtures leads, and closes sales
Work EnvironmentFlexible, often remote, with a focus on lead qualificationTypically office-based or hybrid, focusing on closing sales
Required SkillsCommunication, lead qualification, CRM proficiencyCustomer engagement, product knowledge, closing skills

The Flexible Inbound Sales Development Representative primarily focuses on qualifying inbound leads and setting appointments, often with flexible or remote work arrangements. In contrast, the Inbound Sales Representative handles inbound inquiries, nurtures leads, and works towards closing sales. Both roles require strong communication skills and familiarity with CRM tools, but their core responsibilities differ in the sales process. Understanding these distinctions helps organizations assign the right roles for effective sales pipelines.

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:

Inbound Sales Development Representative

Flexport

Chicago, IL • On-site

Other

Posted 10 days ago


Flexport rating

4.4

Company rating: 4.4 out of 10

Based on 11 frontline employees who took The Breakroom Quiz


Job description

Help Win New BusinessThe Opportunity: 

Operating at the intersection of logistics and tech has allowed Flexport to develop a unique value proposition that customers all over the globe love, resulting in exponential growth over the last 10+ years. Flexport today connects more than 10,000 clients across 100+ countries, and our role is to help businesses of all sizes find the global trade solutions that will empower their success.

With offices on three continents, our team is as global as our client base and we're excited to continue building a product and service they love. With revenue growing at breakneck speed, we're looking for a consultative and tenacious Inbound Sales Development Representative to join our growing Sales Team based out of our Chicago Office!

You will:
  • Identify and qualify new inbound sales opportunities for Flexport

  • Partner closely with marketing in developing, testing, and implementing new inbound funnels

  • Work with Account Executives to identify and prioritize strategic opportunities in your market segment 

  • Demonstrate the value of our offering through phone calls, email, and other social mediums

  • Shadow Account Executives in meetings and other activities to help you acquire the skills you'll need for the next role on the Flexport sales team.

You should have:  
  • Bachelor's/Associate's degree OR 1+ year of relevant experience preferred. New graduates are encouraged to apply!
  • Excellent communication, interpersonal, and organizational skills

  • An enthusiasm for cold-calling prospects and a willingness to hop on the phone with new people every day and explain Flexport's value propositions it relates to each individual you speak with

  • A "compliance first" attitude to keep our regulators happy and enthusiastic about Flexport since we operate in a heavily regulated industry.

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