Infrastructure Sales Jobs in Chicago, IL (NOW HIRING)

Job Description: Account Executive - IT Services & Infrastructure
Location: St. Charles, IL (Hybrid)
Company: N2 Solutions
Reports To: Sales Manager 

Salary: $55-65K Annually + OTE $100-120K

About N2 Solutions

N2 Solutions is a growing managed services firm offering IT, Marketing, and Business Solutions under one roof. With regional teams and MSP operations across Illinois and Florida, N2 delivers managed services locally while building a national practice with deep marketing and business solutions capabilities alongside it.

Our culture values long-term relationships over short-term wins. We build partnerships that last, and we expect our sales team to embody that same philosophy in every interaction.

Role Overview

We are hiring an Account Executive focused on IT Services and infrastructure sales. You will be responsible for driving new managed IT clients, equipment sales, and infrastructure engagements for businesses that need reliable technology support, device management, network security, and IT stability.

Your primary targets are organizations where technology needs to just work. These are businesses dealing with constant tech fires, aging infrastructure, compliance pressure, or scaling pains that require a managed services partner. Many of these clients will eventually benefit from N2's broader service lines (Marketing and Business Solutions), but your focus is landing the IT relationship and proving value through stable, SLA-driven support.

You will be expected to generate pipeline through outbound prospecting, respond to inbound leads, and close deals with a focus on monthly recurring revenue (MRR) and equipment margin. This role works closely with regional MSP leaders in Illinois and Florida to ensure smooth handoffs from sales to service delivery.

Industries You Will Serve

You will own relationships with organizations that buy IT infrastructure first, where technology supports the mission but is not the primary revenue driver. Typical clients include organizations in manufacturing, logistics, energy, education, financial services, nonprofits, government, and technology sectors. 

Key Responsibilities

New Business Acquisition

• Own the full IT Services sales process from prospecting through signed contract.
• Generate pipeline through outbound prospecting, referral development, partner channels, and inbound lead follow-up.
• Conduct IT assessments and discovery conversations to identify pain points, infrastructure gaps, and compliance exposure.
• Present and sell N2's tiered IT Services offerings: SaaS End User Support, MSP packages, and infrastructure-based SOC/security services.
• Sell equipment solutions (hardware refreshes, network infrastructure, security appliances) with a focus on margin and bundled service agreements.
• Manage proposals, pricing, and contract execution with support from regional MSP leadership.

Account Management & Expansion

• Maintain relationships with IT Services clients post-sale, ensuring satisfaction and identifying upsell opportunities.
• Identify service tier upgrade opportunities based on client growth and evolving needs.
• Flag cross-sell opportunities to Marketing and Business Solutions when clients show readiness, routing to the appropriate team.
• Coordinate with regional MSP leaders (Illinois and Florida) to ensure SLA performance and client retention.
• Participate in weekly Existing Clients Review meetings to surface expansion opportunities.

Pipeline & Process Discipline

• Maintain accurate pipeline data in Salesforce (the single source of truth).
• Provide weekly forecasting and pipeline visibility to sales leadership.
• Meet activity metrics: outbound calls, discovery meetings held, proposals delivered.

Compensation Structure

Component

Description

Base Salary

$55,000 - $65,000 

New MRR Commission

Monthly commission on new recurring revenue signed (tiered by volume)

Retention Kicker (Quarterly)

Bonus for maintaining >90% client retention across managed accounts

SPIFFs

Targeted bonuses for tier upgrades, cross-department referrals, and strategic wins

OTE

$100,000 - $120,000

Qualifications

• 2+ years of B2B sales experience in managed IT services, MSP, or technology infrastructure sales.
• Understanding of IT services: helpdesk, device management, network security, backup, patch management, and SLA-driven support models.
• Comfortable selling both recurring managed services contracts and one-time equipment/infrastructure projects.
• Track record of meeting or exceeding quota in a volume-driven sales environment.
• Strong prospecting skills with experience in outbound calling, email campaigns, and referral development.
• CRM proficiency (Salesforce preferred).
• Self-motivated, competitive, and energized by building pipeline and closing deals.
• Bonus: familiarity with MSP tooling (RMM, PSA, ticketing systems) or experience selling into SMB markets.

Why Join N2

Managed IT is N2's foundation. You are not just selling IT support; you are building the client relationships that allow N2 to do its best work across every service line.

As N2 grows and expands into new regions, top performers in this role will have clear paths into regional sales leadership, strategic account ownership, or senior AE positions. If you want to grow with a company that rewards initiative and results, this is the place to do it.