Technical Sales and Cold Calling Specialist CommissionBased)

About Reboot Monkey

Reboot Monkey specializes in data center services and IT solutions, connecting businesses with top-tier technical expertise. As we expand our sales efforts, we are seeking driven Appointment Setters with a strong background in data center management to support our team in securing high-quality meetings with potential clients.

Role Overview

As a Technical Sales and Cold Calling Specialist, you will play a crucial role in our sales process by reaching out to prospects, introducing Reboot Monkey’s specialized services, scheduling meetings, and closing out your sales leads. Your knowledge of data center operations will help you engage with technical and business decision-makers more effectively, making conversations more credible and impactful. This is a commission-based role, ideal for individuals who combine sales drive with technical understanding.

Key Responsibilities

1. Prospecting & Lead Qualification

Identify and target accounts that align with the Ideal Customer Profile (ICP) through targeted outreach (cold-calling, email, social selling) and engagement with Marketing Qualified Leads (MQLs).

Conduct initial screening and qualification to ensure leads possess budget, authority, need, and timeline before advancing to discovery.

2. Preparation & Deep Discovery

Conduct in-depth research on the prospect's organizational structure, industry challenges, and incumbent solutions before all engagements.

Lead comprehensive discovery sessions to thoroughly understand the prospect's critical business pain points, quantifiable implications of those problems, and measurable success metrics ( MEDDIC or SPIN methodologies required).

3. Solution Presentation & Demonstration

Develop and deliver highly customized presentations that articulate a clear, differentiated Value Proposition.

Execute tailored product demonstrations (demos) or proof-of-concepts, focusing exclusively on how features translate into solutions for the client’s identified problems.

4. Handling Objections & Negotiation

Proactively anticipate and effectively handle objections related to pricing, competition, and implementation risk.

Manage all commercial negotiations to secure favorable terms, balancing client value delivery with company profitability targets.

5. Closing & Contracting

Drive opportunities to a timely closure by defining clear next steps and securing verbal and written commitment.

Prepare and finalize all necessary proposals, Statements of Work (SOWs), and contracts to formally close the transaction and book the revenue.

6. Handoff & Onboarding Support

Ensure a seamless internal handoff to the Project Management Team and Implementation teams, providing comprehensive deal context and client history.

Monitor early-stage onboarding to guarantee the client begins realizing value quickly, preventing immediate churn risk.

What We Offer

Commission-based earnings.

Fully remote and flexible work environment.

Chance to apply your technical knowledge of data center services in a client-facing role.

Potential for growth within Reboot Monkey’s expanding sales team.

Previous experience in sales, lead generation, or appointment setting is a plus.

Strong communication and interpersonal skills.

Ability to work independently and meet targets.

Proficiency in LinkedIn for networking and prospecting.

Females are preferred for a cultural balance.