Sales Executive

About the role

The Sales Executive will play a critical role in driving new business development and revenue growth for Winsor Consulting Group. This position is responsible for identifying, qualifying, and closing new client opportunities, with a strong emphasis on Data Center and Colocation services, while also supporting Managed Services and Professional Services sales.

Job Duties

• Identify, prospect, and develop new business opportunities within target markets.
• Drive revenue growth through the sale of Data Center, Colocation, Managed Services, and Professional Services offerings.
• Conduct client discovery meetings to understand business, technical, and operational requirements.
• Develop and present tailored solutions in collaboration with Sales Engineering and technical teams.
• Build and maintain a strong sales pipeline, accurately forecasting opportunities and revenue.
• Manage the full sales cycle from initial outreach through contract execution.
• Establish and maintain long-term client relationships, acting as a trusted advisor.
• Collaborate with internal teams (Sales Engineering, Marketing, Service Operations, and Leadership) to align solutions and ensure successful delivery.
• Participate in proposal development, pricing strategy, and contract negotiations.
• Maintain accurate and updated records in CRM systems (e.g., HubSpot, ConnectWise Manage).
• Represent Winsor at networking events, industry events, and client meetings.
• Stay informed on industry trends, competitive offerings, and emerging technologies, particularly in Data Center and infrastructure services.
• Ensure smooth handoff of closed deals to implementation and service delivery teams.
• Meet or exceed assigned sales targets, KPIs, and activity metrics.

Preferred Skills

• Strong understanding of Data Center, Colocation, and infrastructure solutions.
• Experience selling Managed Services and Professional Services engagements.
• Proven ability to generate new business and close complex deals.
• Excellent communication, presentation, and interpersonal skills.
• Ability to translate technical solutions into business value.
• Strong organizational and pipeline management skills.
• Proficiency in CRM systems (e.g., HubSpot, ConnectWise Manage).
• Self-motivated with a results-driven mindset.
• Ability to work independently while collaborating effectively across teams.
• Strong negotiation and problem-solving skills.
• Experience: 3+ years of experience in B2B sales, preferably in IT services, Data Center, or technology solutions.
• Proven track record of meeting or exceeding sales quotas.
• Experience with MSP, infrastructure, or cloud-related sales is strongly preferred.

Preferred Certifications

• Relevant sales training or certifications (e.g., Sandler, MEDDICC, or equivalent).
• Vendor or technology certifications related to Data Center, cloud, or infrastructure (preferred but not required).

Education

• A high school diploma or equivalent required.
• A Bachelor’s degree in Business, Marketing, or a related field is preferred.

Commission Structure

Compensation is performance-based and tied directly to gross margin on closed deals. Sales Executives earn:

• Recurring Revenue (Managed Services, Colocation, Staff Augmentation): Earn up to 100% of first month’s gross margin on 36-month agreements, paid over 7 months (shorter terms prorated).
• Professional Services Projects: Earn 6.5% of total labor revenue, paid as client invoices are received.
• Hardware & One-Time Software: Earn 10% of gross margin.
• SaaS Agreements: Earn up to 100% of first month’s gross margin (term-dependent).
• Referrals & Carrier/Partner Opportunities: Earn 10–15% of net commissions or margin received.

Commissions are paid after client payment is received and are structured to reward long-term, high-margin agreements.