Account Executive – Managed IT Services

Location - Westborough, MA

Employment Type - Full Time

Logistics - Onsite

Position Overview

We are seeking a driven, relationship-focused Account Executive to generate new business and expand our client base. This is a true hunter role for someone who enjoys opening doors, building relationships with business leaders, uncovering technology challenges, and turning those conversations into long-term managed services partnerships.

The Account Executive will own the new-business sales cycle from prospecting through close, working closely with technical and operational leadership to develop solutions that address each prospect’s business and technology needs.

Key Responsibilities

• Generate new business through outbound prospecting, networking, referrals, events, partnerships, and other creative business development strategies.
• Build and maintain a healthy pipeline of qualified MSP opportunities.
• Identify and engage key decision-makers, including business owners, CEOs, CFOs, COOs, and IT leaders.
• Conduct discovery conversations to understand a prospect’s business, technology environment, challenges, priorities, and goals.
• Sell recurring managed IT services and related technology solutions based on business value rather than price alone.
• Manage the full sales process from initial outreach and discovery through proposal, negotiation, and close.
• Partner with technical resources to scope opportunities and develop appropriate solutions.
• Maintain consistent follow-up throughout longer MSP sales cycles.
• Accurately manage pipeline, activity, forecasting, and opportunities within the CRM.
• Meet or exceed new-logo, recurring revenue, and sales targets.
• Represent the company at networking events, industry events, and within the local business community.
• Ensure a smooth transition from sales to onboarding and service delivery.

What We’re Looking For

• Proven success in a hunter/new-business sales role with measurable results.
• Experience selling managed IT services, cybersecurity, cloud solutions, telecom, technology services, or another consultative B2B solution strongly preferred.
• Comfortable generating your own opportunities rather than relying solely on inbound leads.
• Strong prospecting skills across phone, email, LinkedIn, networking, and referrals.
• Ability to sell to executive-level decision-makers and translate technology into business value.
• Strong discovery, presentation, negotiation, and closing skills.
• Persistent and competitive without being overly transactional or aggressive.
• Comfortable with longer, consultative sales cycles.
• Organized and disciplined about CRM usage, follow-up, and pipeline management.
• Collaborative approach and ability to work effectively with technical and operations teams.
• Naturally curious and willing to learn enough about technology to have credible business conversations.

What Success Looks Like

Success in this role means consistently creating new opportunities, developing a strong pipeline, winning new managed services clients, and building relationships that turn into long-term recurring revenue.

This is an ideal opportunity for someone who loves the hunt, enjoys creating opportunities from scratch, and wants to play a meaningful role in the growth of an MSP.