Company Overview
Outsource IT Solutions Group (OSG) is a full service IT development, networking, and IT maintenance company serving clients in Chicagoland area since 1998. Outsource entered the market at the leading edge of networking and complex technology systems – and we’ve been there ever since. OSG currently maintains a 20+ employee technical staff. As an organization Outsource is a Microsoft Gold Certified Partner, Microsoft Small Business Specialist and Cisco Select Certified partner. OSG’s team of trained and certified technicians, engineers and customer service representatives all work together to ensure that your business IT needs are met at every level, from design and implementation to training and maintenance. OSG provides the following services: Managed IT services, Hyper-V server virtualization, cloud-based business continuity, Network Design, LAN/WAN Troubleshooting, Remote Connectivity design and implementation, local and cloud-based e-mail hosting, cloud-based e-mail security, queuing, and archiving, Internet gateway design and security and competitive pricing on hardware/software.
Responsibilities
· Proactively make outbound calls to targeted prospects to introduce our Managed IT Services.
· Identify decision-makers and uncover IT-related pain points or needs.
· Qualify leads based on defined criteria and schedule initial discovery meetings for account executives.
· Maintain accurate records of all outreach activity and lead status in the CRM system.
· Collaborate with the sales and marketing teams to refine messaging and improve outreach effectiveness.
· Meet or exceed weekly and monthly activity and appointment-setting goals.
· Prospect and qualify leads via phone, email, LinkedIn, and in-person networking.
· Execute outbound campaigns to drive meetings for our sales team.
· Assist in organizing events, webinars, and partner-driven initiatives
· Follow up on referrals quickly and professionally.
· Proactively build relationships with key referral partners.
· Contribute to a growing sales pipeline that drives predictable revenue.
Qualifications
· 1-2 years of experience in sales, business development, or client-facing roles (preferably in tech or B2B services).
· Strong communication and follow-up skills.
· Self-motivated, organized, and hungry to learn.
· Ability to work independently and as part of a collaborative team.
· Bonus points for experience with MSPs, compliance-driven clients, or regional networking groups.
Pay: $50,000.00 - $70,000.00 per year
Benefits:
- 401(k)
- Dental insurance
- Health insurance
- Paid time off
Work Location: Hybrid remote in Naperville, IL 60563
