Technology Sales Representative

Launch your sales career by helping SMB customers find the right technology solutions.

At Connection, you won’t be limited to one product or one brand — you’ll learn to sell solutions that solve real customer challenges.

With access to 460,000+ technology products and services from 1,600+ vendors, including Apple, Cisco, and Microsoft, you’ll build consultative sales skills, grow customer relationships, and develop long-term career momentum.

About the Role

As a Technology Sales Representative, you’ll build relationships with small to mid-sized businesses and learn how to manage the full sales cycle — from prospecting and discovery to quoting, account growth, and long-term customer success.

You won’t be limited to a single product line. Instead, you’ll grow as a consultative seller, helping customers make smart IT decisions with support from Connection’s internal experts and vendor partners.

This role is a strong fit for someone who brings energy, stays organized, and is motivated by daily activity, customer engagement, and the opportunity to build a book of business over time.

What You’ll Do:

• Prospect and develop new SMB customers through outbound calling and targeted outreach
• Engage decision-makers to uncover business needs and sales opportunities
• Recommend technology solutions with support from vendor partners and internal experts
• Grow accounts by building trust and delivering long-term customer value
• Manage daily activity and maintain an accurate sales pipeline
• Work cross-functionally to deliver quotes, pricing, and customer solutions

Why Join Connection

Consultative sales model

Recommend what’s right for the customer — not what’s easiest to sell.

A massive technology ecosystem

Support customers across their IT lifecycle, from devices and infrastructure to cloud, software, AI, and services.

Built‑in support to help you win

Partner with internal sales operations, vendor teams, and on‑staff technical specialists to deliver strong solutions and a great customer experience.

A launchpad for long‑term growth

Structured onboarding, vendor‑led education, and ongoing coaching help you grow in sales and beyond.

At Connection, Technology Sales Representatives succeed by selling solutions, not SKUs.

What We’re Looking For

We’re looking for people who are dependable, learn quickly, and want to grow.

• Strong work ethic and consistency
• Coachability and accountability
• Clear communication and active listening
• Ability to stay focused in a high-accountability hybrid work environment
• Customer-first mindset
• Desire to build a long-term career
• Working knowledge of Microsoft Office (Outlook, Excel, Word, PowerPoint)

Training & Support

• Structured onboarding and sales training in your first several weeks, followed by continuous learning throughout your first year
• Virtual training designed for different learning styles
• Exposure to Connection systems, processes, and product categories
• Ongoing support from a dedicated Sales Coach
• Vendor-led training on technical products and solutions
• Active participation in training and coaching is essential for success in this role

Compensation Snapshot

• $19.25/hour base pay
• Uncapped commission (paid bi‑weekly)
• $50K–$60K typical first‑year earnings
• Commission guarantees for the first 3 years

Hybrid Work Schedule

• This is a hybrid position based in our Schaumburg, IL office, with both in-office and remote work as part of the schedule. Hours and performance expectations are consistent regardless of work location.

Applicants must be authorized to work for any employer in the U.S. Connection does not sponsor or take over sponsorship of employment visas at this time.

To protect candidates, Connection will never offer employment without a complete interview process and direct communication with a live representative.