Remote IT Solutions Sales Pro (1099) | High-Earning SDR

Gilder Search Group; Northern (KY); Hybrid; USD 23,000 - 32,000; Full time

Job summary

Gilder Search Group is seeking a self-driven 1099 IT Sales Representative to prospect and close consultative technology solutions for SMBs. This outside sales role emphasizes commission and independence, requiring you to manage your own schedule and pipeline.

You will sell services like managed IT, cybersecurity, cloud, and telecom, build relationships, and drive revenue through new business and upsell opportunities. Remote position with flexible hours and potential for growth.

Qualifications

• 2+ years of B2B sales experience in IT services, MSPs, or tech solutions.
• Proven ability to prospect and close new business.
• Experience selling to small and midsize businesses.
• Familiarity with CRM systems and sales pipeline management.
• Strong communication, presentation, and relationship-building skills.
• Self-motivated, organized, and goal-oriented.

Responsibilities

• Prospect and develop new business via cold calls, networking, referrals, email outreach, and local activity.
• Sell IT services (MSP, cybersecurity, cloud, backup) to SMBs.
• Conduct discovery calls to identify needs and propose solutions.
• Assist with technical demos and tailor IT solutions.
• Maintain client relationships with regular communication and account management.
• Identify upsell opportunities and expand service portfolio.
• Build and maintain a sales pipeline using CRM with consistent follow-up.
• Prepare proposals, quotes, and presentations with internal staff.
• Meet or exceed monthly and quarterly sales goals.
• Represent the company professionally in client interactions.
• Maintain records of prospecting activities and closed business.

Skills

Prospecting

Closing

CRM proficiency

Communication

Relationship-building

Self-motivation

Organization

Tools

CRM systems

Job description

Gilder Search Group is seeking a self-driven 1099 IT Sales Representative to prospect and close consultative technology solutions for SMBs. This outside sales role emphasizes commission and independence, requiring you to manage your own schedule and pipeline.

You will sell services like managed IT, cybersecurity, cloud, and telecom, build relationships, and drive revenue through new business and upsell opportunities. Remote position with flexible hours and potential for growth.