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Technical Sales Specialist - Remote and Commission Based

Remote / Online - Candidates ideally in
Worcester, Worcester County, Massachusetts, 01609, USA
Listing for: Booker DiMaio, LLC
Remote/Work from Home position
Listed on 2026-01-13
Job specializations:
  • Sales
    B2B Sales, Sales Development Rep/SDR, Sales Representative, Business Development
Salary/Wage Range or Industry Benchmark: 125000 - 150000 USD Yearly USD 125000.00 150000.00 YEAR
Job Description & How to Apply Below
Position: Technical Sales Specialist - Remote and Fully Commission Based

Sales Specialist

This job is remote and 100% commission based. Our Sales Specialist will enjoy the flexibility of a fully remote role, working from a home office or anywhere with internet access. You are expected to bring your own tools (BYOT) such as a reliable computer, phone, and outreach software to effectively connect with clients and manage your pipeline. This high-autonomy setup is ideal for a self-starter confident in their ability to generate leads and close deals independently.

You'll have the freedom to implement your own prospecting strategies without micromanagement, as long as you deliver results. This position allows you to sell a wide range of technology solutions across all industry verticals. As a partner of one of the largest privately-held technology services distributor with a robust portfolio of over 200 leading service providers covering data, voice, cloud, and managed services we empower you to offer virtually any solution a client might need.

In short, our portfolio is wide open for sales and we need a driven specialist who can harness it to drive new business. If you're a proactive sales hunter who needs no hand-holding and thrives on performance-based rewards, this role is for you.

Key Responsibilities

Prospect & Lead Generation:
Identify and target prospective business clients across all verticals using your own research, cold calling, networking, and outreach strategies. Develop and refine your own cold-calling scripts and sales pitches tailored to each potential customer.

Pipeline Management:
Keep track of leads and opportunities from initial contact through close. Utilize your preferred tools (CRM, spreadsheets, etc.) to organize contacts, schedule follow-ups, and maintain an active sales pipeline.

Solution Selling:
Present and sell our portfolio of telecom/technology solutions (e.g. internet connectivity, voice/Unified Communications, cloud services, cybersecurity, IoT, etc.) based on client needs. Leverage the extensive supplier portfolio to offer the best-fit solutions for each client.

Independently Drive the Sales Cycle:
Manage the entire sales process with minimal supervision from first call to negotiating terms and closing the deal. We expect you to run with opportunities and move deals forward efficiently (aiming to close sales within a 3060 day cycle when possible). Achieve Sales Targets:
Consistently meet or exceed agreed-upon sales quotas or revenue targets. Since this is a performance-based role, your success will be measured by tangible sales results and revenue generated.

Reporting & Communication:
Regularly update the team on your pipeline status, closed deals, and forecasted sales. While you operate autonomously, you'll communicate progress and flag any support needed to close big opportunities (we're here to assist on complex deals, but there's no daily hand-holding).

Continual Learning:
Stay informed about the latest offerings in our portfolio and industry trends. Be willing to learn new products or services quickly (via training resources or self-learning) so you can effectively sell a broad array of solutions.

Qualifications and Skills

Proven B2B Sales

Experience:

3+ years of success in business-to-business sales, preferably in telecom, IT, or technology services. Experience working with a master agent or selling solutions like network services, cloud, or software is a strong plus.

Commission-Only Track Record:
Demonstrated ability to thrive in a commission-only or high-commission environment. You should be financially motivated by performance prior success in a 100% commission role is highly desirable.

Self-Motivated & Independent:
Exceptional self-discipline and drive you operate well with minimal supervision and don't rely on others to generate your game plan. The ideal candidate is entrepreneurial, resourceful, and needs no hand-holding to get the job done.

Cold Calling & Prospecting

Skills:

Excellent at opening doors adept at cold calling, email outreach, and social selling. You can create effective sales scripts and adapt your pitch on the fly. Comfortable reaching out to new prospects daily and handling rejection with persistence.

Communication & Closing Abilities:
Strong persuasive communication, presentation, and negotiation skills. Able to build rapport quickly, understand client needs, handle objections, and close deals confidently. A consultative sales approach and good listening skills are key.

Organizational

Skills:

Highly organized in tracking leads and follow-ups. Experience using a CRM or other tools to manage your pipeline is important (since this is BYOT, you'll be managing your own workflow). Attention to detail in updating records and scheduling next steps with prospects will help you succeed.

Industry Knowledge:
Familiarity with a broad range of technology solutions is a plus. Whether it's understanding the basics of telecom services or the latest cloud offerings, the more you know (or can quickly learn), the better you can sell. Any experience with…

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