Land Your Dream Sales Development Representative Job in Chicago

Why Chicago is the Place to Be for SDRs

Sales Development Representatives (SDRs) are essential to the growth and maintenance of Chicago-area technology, communications, and fintech companies’ sales pipelines. They’re also contributing to new technology being developed in the region every day.

The best, though, is that Chicago is a vibrant, lively city with a lot to offer anyone moving there to participate in their thriving tech industry. Chicago is home to world-famous sports teams, museums, and parks. Its cuisine is much more varied than pizza and hot dogs, and it has some of the best nightlife in the country. Chicago is also not far from some excellent opportunities for outdoor activities, from sailing and swimming to hiking and camping.

To be a Sales Development Representative in Chicago is to embark on a profitable sales career in one of America’s premier historic cities.

Is Chicago a Good City for Tech Sales Jobs?

SDR job seekers in Chicago have access to employment with many tech-related companies, including fintech, IT, communications, and tech development, and can achieve considerable personal and professional growth.

Rainmakers leads the market for hiring tech sales professionals with a transparent, data-driven platform that matches talented salespeople with the very best tech companies. Sales development representatives who show talent and a history of success are consequently matched with the opportunities that best meet their qualifications and experience.

What Are a Sales Development Representative’s Responsibilities In Chicago?

The capability with which a salesperson can advance prospects through the sales funnel is the benchmark for a quality SDR. Therefore, they prioritize developing solid leads rather than conducting closings. In addition, SDRs are frequently the initial point of contact for new customers, so they must be able to effectively connect with and engage prospects via various channels, including research, cold calling, emails, and other marketing initiatives.

In Chicago, to find and comprehend the demands of your customers, an SDR must strengthen their observational and listening abilities. It’s also essential for effective SDRs to organize meetings with account executives (AE) and cultivate connections with prospects to pitch them your business’s goods and services.

The Role of the SDR In the Sales Process

The process used by most sales teams follows this simple format:

  1. SDRs prospect and reach out to a list of leads, or the marketing division provides lead information to the SDRs.
  2. SDRs qualify leads and nurture them until they are ready to purchase.
  3. The AE then assumes control and places the business’s goods or services at the perfect time to complete the deal.

Although most sales operations are based on this simple strategy, this does not imply that an SDR role will be easy or low-demanding. On the contrary, to be successful as an SDR, you’ll need a specific set of hard and soft skills.

What Skills Are Needed to Be a Good SDR?

The position of Sales Development Representative is an entry-level position and usually includes training from the start. Here are some practical skills that SDRs should nurture to help their sales career be even more successful.

Building Effective Outreach Strategies

Prospecting clients while also balancing quantity and quality may be demanding. On the one hand, an SDR needs to build a solid pipeline for sales representatives. On the other hand, they must understand that it may take time to establish qualified leads. Effective salespeople discover that spending more time on outreach pays off—even if that means speaking with fewer potential customers.

This requires mastering and applying effective outreach strategies, such as cold phoning, emailing, and leaving voicemails. SDRs learn which methods perform best with various prospects. In addition to practicing, SDRs must also be aware of and ready for their prospects’ most common objections.


While they vary from person to person, a process is crucial to keeping things organized. By controlling their calendars and duties, such as research, email outreach, calls, and meetings, SDRs can plan their days and prioritize the items essential to their success.

A Thick Skin

SDRs have a challenging job. While AEs close sales, SDRs don’t often experience that pleasure directly. Instead, their job often relies on frequent phone and email communication for much of the day. And more often than not, they receive many “no” responses when reaching out to potential clients.

Being someone with a thick skin in these cases requires effort. The secret is to develop the ability to overcome each rejection and avoid letting tiny failures spoil your day.


As part of their job, an SDR must know how to prepare a prospect for sale before passing them off to the account executive to close. Successful SDRs can build genuine rapport with prospects and gain their confidence.

Active Listening

Regardless of the company’s product or service, an SDR needs to be acutely aware of the words and phrases that signal a potential client might be a good fit for what is being offered. An effective SDR focuses on gathering information about the client and how their product or service can help solve a client’s problems.


Finally, an SDR should be aware of its advantages and disadvantages. Self-aware SDRs will ask for feedback from managers and coworkers, refrain from taking criticism personally, and have a clear understanding of their strengths, weaknesses, and possible growth areas.

What Are the Opportunities for Growth and Advancement for SDRs?

SDRs can look at various roles and learn about their advantages and disadvantages. As part of their current position, SDRs conduct prospect research, create emails, schedule meetings, and cultivate connections. From there, they can decide whether to explore places that feature process and strategy, relationship-building, client-facing communication, or peer leadership. Their future sales career is often guided by an early understanding of their current skills and growing interests.

Eight career options may become available to you after a few years of working as an SDR:

  • Account Executive
  • Customer Success
  • Account Manager
  • Marketing
  • Channel Sales
  • Strategic Accounts
  • Sales Training
  • Sales Operations

To find out more about prospects in sales, contact Rainmakers today to get started on a guaranteed path to success.

Rainmakers is the leading career source for sales jobs. Sign up below to get started.

First Name *

Last Name *

Email *

Your Phone # *

Your LinkedIn Profile URL

Create Password *

By creating an account, you agree to the Terms of Service and Privacy Policy.