Technical Sales Specialist – Fully Commission Based

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🕒 October 25, 2025

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Booker DiMaio

WebsiteLinkedInAll Job Openings

11 - 50 employees

🏢 Enterprise

🔒 Cybersecurity

☁️ SaaS

Enterprise • Cybersecurity • SaaS

Booker DiMaio is a small, minority-owned engineering firm based in Maryland that leads the IT industry in innovative design, development, and integration services. They specialize in agile-based digital transformations, providing intuitive and user-focused solutions. Booker DiMaio offers a comprehensive cloud-based IT service called 'CompleteCloud,' which manages cloud networking, computing, security, and more for businesses. Their expertise extends to software development, big data analytics, machine learning, and smart city solutions, serving both federal and commercial clients. As part of their commitment to excellence, they are a trusted partner for government agencies and offer customized engineering solutions across various projects.

📋 Description

• Prospect & Lead Generation: Identify and target prospective business clients across all verticals using your own research, cold calling, networking, and outreach strategies. • Pipeline Management: Keep track of leads and opportunities from initial contact through close. • Solution Selling: Present and sell our portfolio of telecom/technology solutions based on client needs. • Independently Drive the Sales Cycle: Manage the entire sales process with minimal supervision. • Achieve Sales Targets: Consistently meet or exceed agreed-upon sales quotas or revenue targets. • Reporting & Communication: Regularly update the team on your pipeline status, closed deals, and forecasted sales. • Continual Learning: Stay informed about the latest offerings in our portfolio and industry trends.

🎯 Requirements

• Proven B2B Sales Experience: 3+ years of success in business-to-business sales, preferably in telecom, IT, or technology services. • Commission-Only Track Record: Demonstrated ability to thrive in a commission-only or high-commission environment. • Self-Motivated & Independent: Exceptional self-discipline and drive with minimal supervision. • Cold Calling & Prospecting Skills: Excellent adeptness at cold calling, email outreach, and social selling. • Communication & Closing Abilities: Strong persuasive communication, presentation, and negotiation skills. • Organizational Skills: Highly organized in tracking leads and follow-ups, with CRM experience. • Industry Knowledge: Familiarity with a broad range of technology solutions is a plus. • Tools & Home Office: Must have a reliable home office setup.

🏖️ Benefits

• Commission-Only Compensation: This is a 100% commission-based role – your earnings are driven by your sales performance. • Flexible Remote Work: Work from anywhere and set your own schedule. • Uncapped Growth Opportunity: Uncapped income and the opportunity to build a residual revenue stream on certain product sales. • Extensive Portfolio at Your Fingertips: You'll have access to hundreds of providers and solutions to sell. • Minimal Red Tape: No corporate bureaucracy to slow you down – no heavy reporting requirements or micromanagement. • Training & Support: Orientation on our portfolio and training available. • Team Culture: Join a small, driven team that values initiative and results.