Sales Development Representative - Commercial

SDI Presence • Chicago, IL

6d • Onsite

About The Position

The Sales Development Representative (SDR) – Commercial is an energetic, driven sales professional responsible for growing SDI's footprint within the Chicago commercial market. This role is equal hunter and farmer — generating net-new opportunities with Fortune 100 and mid-market accounts while nurturing and expanding relationships within SDI's existing commercial client base. A key responsibility of this role is partnering with SDI's Xchange team to place apprentices at new commercial accounts, helping clients address talent gaps while advancing SDI's workforce development mission. The ideal candidate brings 3–5 years of sales or technical presales experience, a working knowledge of the Chicago commercial landscape, and the hunger to build something meaningful.

Requirements

• 3–5 years of experience in a sales, business development, or technical presales role, preferably within IT services, managed services, consulting, or technology solutions.
• Familiarity with the Chicago commercial market — including Fortune 100 and/or mid-market accounts — with an existing or developing professional network in the region.
• Demonstrated ability to manage a sales pipeline, qualify opportunities, and advance deals through a structured sales process.
• Strong consultative selling skills with the ability to understand client business needs and connect them to SDI's capabilities.
• Excellent verbal and written communication skills; comfortable presenting to senior-level stakeholders.
• Self-starter with high energy, intellectual curiosity, and a collaborative mindset.
• Ability to work on-site in Chicago and engage regularly with clients in-person.
• Bachelor's degree.

Nice To Haves

• Experience or exposure to workforce development, apprenticeship programs, or talent placement solutions.
• Familiarity with IT managed services, cloud platforms (Azure, AWS, GCP), ServiceNow, or related technology offerings.
• Experience working within or selling to commercial verticals such as financial services, real estate, professional services, or healthcare.

Responsibilities

• Prospect and develop net-new commercial accounts across the Chicago market, with a focus on Fortune 100 and mid-market organizations.
• Manage and grow existing commercial client relationships, identifying opportunities to expand wallet share across SDI's managed services, IT consulting, and cloud offerings.
• Partner closely with SDI's Xchange team to introduce and place apprentices at new commercial accounts, supporting clients' talent development and workforce needs.
• Build trusted relationships with key decision-makers and influencers at target accounts to uncover business challenges and align SDI solutions.
• Manage full sales cycle from prospecting through contract execution, working collaboratively with solutions architects and delivery teams.
• Develop and maintain an active pipeline; provide accurate forecasting and pipeline reporting to sales leadership.
• Represent SDI at Chicago-area industry events, networking forums, and partner engagements to build brand presence in the commercial market.
• Collaborate with marketing and practice leads to develop account-specific pursuit strategies and proposals.
• Meet or exceed assigned quarterly and annual sales quotas.

Benefits

• Medical, Dental, Vision, company-provided Life Insurance, Short and long-term disability.
• Matched Retirement Savings, Wellness Program, Paid time off and much more!

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level