Experienced Managed IT Sales Executive

You already know how to sell managed IT services. You understand that winning new business takes disciplined prospecting, strong discovery, technical credibility, and the ability to translate cybersecurity, cloud, network, and support needs into clear business value. We are looking for an experienced B2B technology sales professional who can build a qualified pipeline, close net-new managed services agreements, and expand trusted client relationships.

Why Experienced Managed IT Sellers Should Consider This Role

• Target total compensation of $140,000-$175,000+ when sales goals are achieved.
• Uncapped commission, plus company profit-sharing with quarterly bonuses based on company profit.
• An established regional provider with managed IT, cybersecurity, cloud, network, and office technology capabilities.
• Sales Engineer and technical team support for discovery, solution design, proposals, and service transition.
• Opportunity to grow existing accounts while building a net-new book of managed services business.
• Possibility of some remote work after probationary period and a proven ability to meet weekly goals.

What You Will Own

• Develop and maintain an active pipeline of net-new qualified prospects equal to at least 2x forecasted net-new sales.
• Prospect for new clients through targeted outreach, cold calling, networking, referrals, and local relationship building.
• Lead business-focused discovery with support from Technical Engineers to identify IT, cybersecurity, cloud, network, and operational needs.
• Create and manage proposals, quotes, contracts, service level agreements, scopes of work, and RFP/RFI responses.
• Communicate solution value clearly, manage expectations, and guide opportunities through a disciplined sales process.
• Meet or exceed revenue, quota, client retention, and account expansion goals.
• Manage and grow existing client relationships through regular account reviews, communication, cross-selling, and upselling.
• Keep opportunities, activities, next steps, forecast details, and client information current in the CRM.
• Collaborate closely with marketing, technical, service, and scheduling teams to support a smooth client experience.

Experience We Are Targeting

• At least 3 years of successful B2B sales experience focused on IT services or managed services.
• A demonstrated record of building pipeline, winning net-new business, and meeting or exceeding sales quotas.
• Working knowledge of managed IT services, cloud solutions, cybersecurity, network management, and recurring service agreements.
• Experience selling consultatively to business owners and senior decision-makers.
• Ability to run discovery, qualify opportunities, manage a forecast, and advance complex opportunities to close.
• Strong relationship-building, written communication, proposal, presentation, and follow-up skills.
• Self-directed, accountable, organized, and comfortable working independently in a local territory.
• Valid driver's license.

The Right Fit

• You are a results-driven, strategic seller who is comfortable creating opportunities rather than waiting for leads. You value long-term client relationships, communicate honestly, and work well with technical and service teams. You understand that a strong managed services sale is built on trust, business impact, accurate expectations, and consistent follow-through.
• About the Company
• We are a regional provider of office and IT solutions serving businesses in Eastern Massachusetts and Southern New Hampshire. We deliver managed IT services and office technology solutions through a customer-focused, security-first approach. Our Core Values are Teamwork, Always Improving, Do the Right Thing, Be Positive, and Deliver a Great Experience.

Benefits

• 9 paid holidays and 18 PTO days per year.
• Health insurance.
• Company matching SIMPLE IRA.
• 401(k) and 401(k) matching.
• Ongoing training, professional development, and certification bonuses.

Employee discount and a supportive, collaborative team environment.

If you have successfully sold managed IT services and want a role where you can build lasting client relationships and directly influence growth, we would like to hear from you.