Sales Lead, Sales, B2B Sales

Image Systems & Business Solutions (ISBS) has served Chicagoland businesses since 2005, delivering managed IT, cybersecurity, managed print, networking, cloud, backup, physical security, access control, and low-voltage cabling. As the area's largest Ricoh dealer and a growing managed services provider (MSP), ISBS combines the stability of an established company with the momentum of a rapidly expanding managed services practice.

ISBS is seeking a Sales Lead, Managed IT Services to drive new business growth within our managed services practice. Building on an established client base and a profitable, proven service-delivery foundation, this role is responsible for selling Managed Network Services (MNS) and related managed IT solutions, developing a repeatable sales process, and accelerating recurring-revenue growth.

This is an individual contributor seat first. You will own the pipeline and build it from zero. As the practice grows, there is a clear path to building and leading a dedicated managed services sales team. We are not looking for a 20-year MSP veteran. We are looking for a hunter with technical fluency and a builder's mindset, whether that background is in MSP, cybersecurity, SaaS, or telecom.

• Revenue generation. Sell Managed Network Services and managed IT solutions to small and mid-sized businesses, owning the full sales cycle from prospecting through close.
• Sales strategy. Develop and execute a go-to-market plan, including target markets, ideal client profile, positioning, and sales messaging.
• Pipeline development. Build and maintain a qualified, forecastable pipeline through outbound prospecting, referrals, networking, and partner channels.
• Solution selling. Conduct discovery, scope solutions, prepare proposals and MNS agreements, and negotiate terms in coordination with leadership and service delivery.
• Process development. Establish a repeatable, documented sales process, including qualification standards, CRM hygiene, accurate forecasting, and clean hand-off to onboarding.
• Cross-sell collaboration. Partner with the existing copier and print sales organization to cross-sell managed services into the current client base.
• Internal alignment. Work closely with the VP of Technology and service-delivery teams to ensure solutions are accurately scoped, deliverable, and profitable.
• Performance to goal. Meet or exceed assigned bookings, recurring-revenue, and pipeline targets.
• Future team leadership. As the practice grows, help recruit, onboard, and lead additional managed services sales staff.

• 3+ years of full-cycle, quota-carrying B2B sales experience with personal, documented attainment (dollars closed, percent of quota, or ranking).
• A proven new-business hunter motion: self-sourced pipeline and closing net-new accounts, not managing or expanding an inherited book.
• Ability to translate technical solutions (cybersecurity, networking, cloud, backup, infrastructure, or comparable technical products) into clear business value for decision-makers.
• Strong prospecting, presentation, negotiation, and closing skills.
• Proficiency with CRM tools and disciplined pipeline and forecast management.
• Excellent written and verbal communication skills and a high standard of professional integrity.
• Valid driver's license and ability to travel locally for client meetings as needed.
• Currently based in or able to work on-site in the Chicago metro area.

• Direct experience selling Managed Network Services, managed IT services, cybersecurity, or another subscription/recurring-revenue technology solution. Strong hunters from SaaS, cybersecurity, or telecom backgrounds without direct MSP tenure are encouraged to apply.
• Working knowledge of the MSP business model, including recurring revenue, per-seat/per-device pricing, MNS agreements, and statements of work. Candidates without this can pick it up on the job if the core selling skill set is there.
• Experience building or scaling a sales process, territory, or team from scratch.
• Familiarity with the Chicagoland SMB market.
• Knowledge of common MSP and cybersecurity tools and platforms (e.g., RMM, EDR, Microsoft 365, backup and email-security solutions).
• Relevant industry or vendor certifications.
• Bachelor's degree in business, marketing, information technology, or a related field, or equivalent professional experience.

Base Salary is $60,000-$70,000. This is a commission-driven role built for high performers. The position pays a base with the majority of total earnings coming from an aggressive, uncapped commission plan. Your income scales directly with the revenue you generate.

This job is part of Linked In’s Full-Service Hiring beta program. Eligibility is limited to candidates located in and performing services in the United States, excluding those based in Alaska, Hawaii, Nevada, South Carolina, or West Virginia.

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