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Technology Sales Representative (Remote)

Connection
medical insurance, paid time off, sick time, tuition reimbursement, 401(k), remote work
United States, Pennsylvania, Pittsburgh
Feb 02, 2026
Technology Sales Representative (Remote)
You're the heart of Connection. A people person who loves to help, listen, and learn. Join our team of experts to grow your career and work side by side with specialists from the industry's biggest tech manufacturers.

Pittsburgh, PA


CONNECTION

At Connection, our purpose is simple: we connect people with technology. From hardware—PCs, printers, servers, and more—to cutting-edge cloud, cybersecurity, and professional IT services, we design, build, and support the IT solutions that thousands of companies, schools, and government agencies rely on every day. Back in 1982, we started out with two employees and a phone line. Today, Connection is a Fortune 1000 IT solutions partner operating in 174 countries around the world—still driven by that startup mentality and guided by our original purpose. We’d love for you to join us and make your mark on the future of technology. 


https://www.connection.com/

keywords: you'll receive,authorized to work in the u.s.,what we do,who we are,why you should join us,business development,customer service,networking,skills,initiative

Full Time

Overview: What We Do:

We calm the confusion of IT by guiding the connection between people and technology. If a customer is looking for a better way to manage their warehouse inventory, equip their workforce, or secure their data, we make it happen. All it takes is finding the right combination of tech hardware, software, cloud solutions, and support services. That’s what we do. We’re the IT Department’s IT Department.

Who We Are:

Our team is made stronger by a multitude of backgrounds, experiences, and perspectives. It’s what makes Connection unique—what drives us to innovate and create technology solutions that stand apart from the crowd. We’d love for you to be a part of that fabric, to share your ideas and experiences with a team that thrives on fresh thinking, creativity, and helping others.

Why You Should Join Us:

You’ll find supportive teammates and a rewarding career at Connection—plus great benefits. We take pride in supporting employees with a total rewards package that provides financial, emotional, and physical resources for you and your family. Our compensation, 401k plans, medical insurance, and other benefits are progressive and competitive. We value the importance of our employees’ emotional well-being. To support employees, we provide free therapy visits, mental health coaching and tools, and meditation resources. You’ll also enjoy a generous paid time off package that includes not only vacation and sick time, but also Wellness and Volunteer Time Off days.

Applicants must be authorized to work for any employer in the U.S. We are unable to sponsor or take over sponsorship of an employment visa at this time.

You’ll receive:



  • 8 weeks of paid, hands-on sales training — no experience required.
  • dedicated sales coach throughout your first year.
  • Ongoing development to help you master technology, sales strategy, and communication.
  • Access to technical experts to support customer conversations.
  • Step-by-step guidance as you build confidence in a high-activity, cold-calling environment.
  • A supportive culture that rewards hustle, integrity, and personal accountability — especially important in remote work.



Benefits & Compensation:



  • Guaranteed hourly base pay + uncapped commission.
  • Commission guarantee payments (non-recoverable) during your first three years.
  • Consistent Monday–Friday schedule: 8:30 a.m.–5:30 p.m. ET.
  • Comprehensive benefits: paid vacation, medical/dental/vision, fitness reimbursement, 401(k), employee discounts, tuition reimbursement, mentalhealth resources, and more.


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Responsibilities:

  • Make 60+ outbound prospecting calls each day to introduce Connection and build your book of business.
  • Develop strong, trust-based relationships with contacts across multiple organizations.
  • Learn to uncover customer challenges and present meaningful, value-driven solutions.
  • Confidently ask for the business as your skills develop.
  • Partner with Connection Subject Matter Experts to enhance customer conversations.
  • Work closely with internal teams to ensure every customer receives a “Best in Class” experience.
  • Use modern sales tools to research prospects, personalize outreach, and deliver high-value messaging.



We’ll Prepare You for Success

This role is built for driven, motivated people who may not have sales experience but have the work ethic and character to thrive.


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Requirements:

You don’t need B2B or sales experience — we can teach that. What we’re looking for is character, consistency, and the drive to excel in a remote environment.


You’re a strong match if you have:



  • A disciplined, self-motivated work ethic — you thrive with clear goals and accountability.
  • The ability to stay focused, organized, and productive in a remote setting.
  • Excellent communication skills: listening, speaking, and writing.
  • A natural ability to build relationships and make people feel comfortable.
  • Curiosity, problem-solving ability, and a willingness to learn.
  • Comfort working in a fast-paced, target-driven role.
  • Proficiency with Microsoft Office (Outlook, Excel, Teams, etc.).



Important: Due to fraudulent postings on third-party sites, please note that Connection will never extend an offer without a complete interview process and live communication with a real member of our team.

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