Outside Sales Executive

Outside Sales Executive – IT Managed Services (MSP)

Job Summary:

Interweave Technologies ais seeking a highly motivated Outside Sales Executive to drive new business growth for our IT Managed Services (MSP) offerings. This is a field-based role focused on building relationships, generating leads, and closing deals through in-person meetings and local networking. The ideal candidate is a self-starter who thrives on face-to-face selling and has a strong understanding of business technology solutions.

Key Responsibilities:

• Prospect and generate new business through in-person visits, networking events, referrals, and cold outreach.
• Schedule and conduct face-to-face meetings with business owners, executives, and IT decision-makers.
• Develop a deep understanding of client needs and present tailored IT managed service solutions.
• Delivering compelling sales presentations covering services such as cybersecurity, cloud solutions, network management, and help desk support.
• Build and maintain strong relationships with prospects and clients to establish trust and long-term partnerships.
• Prepare proposals, pricing, and contracts; negotiate and close new business.
• Manage and grow a local sales pipeline, maintaining accurate records in CRM.
• Collaborate with technical teams to design and scope appropriate solutions.
• Represent the company at local events, trade shows, and business organizations (e.g., chambers of commerce).
• Consistently meet or exceed sales targets and KPIs.
• Be an integral part of the Interweave Team.
• Other duties as assigned.

Required Qualifications:

• 2+ years of B2B outside sales experience (preferably in IT services, SaaS, telecom, or technology solutions).
• Proven success in a field sales or territory-based role.
• Strong ability to build rapport and close deals in face-to-face settings.
• Basic understanding of IT services (cloud, cybersecurity, networking, managed support).
• Excellent communication, presentation, and negotiation skills.
• Self-driven, disciplined, and comfortable working independently.
• Valid driver’s license and willingness to travel locally within assigned territory.
• Experience with CRM tools.

Preferred Qualifications:

• Experience selling MSP or IT services.
• Established local business network or book of business.
• Familiarity with Microsoft 365, Azure, or cybersecurity offerings.

Compensation & Benefits:

• Base salary + uncapped commission.
• Car allowance or mileage reimbursement.
• Performance-based bonuses.
• Health, dental, and vision insurance.
• Paid time off and holidays.
• Ongoing sales and technical training.

Success Metrics:

• New client acquisition within territory.
• Revenue generated from new accounts.
• Number of in-person meetings and demos conducted.
• Pipeline growth and close rates.
• Local market penetration and brand presence.