Outside Sales Representative

Posted Yesterday
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Harleysville, PA, USA
Hybrid
75K-75K Annually
Mid level
Information Technology
The Role
Hunter-focused outside sales role selling managed IT services to small/mid-sized businesses. Build pipeline through prospecting, cold outreach, events, and networking; conduct discovery, present tailored solutions, negotiate and close multi-year recurring contracts; manage full sales cycle and CRM (ConnectWise) records; attend local events and trade shows. Hybrid role requiring regular office presence and local travel.
Summary Generated by Built In
This is a hunter-focused role. You'll build pipeline from scratch, close high-value managed services contracts (typically multi-year agreements representing substantial annual commitments), and contribute directly to our goal of adding ~$40,000 in new Monthly Recurring Revenue (MRR) annually through ~200 new end-users (A typical account will have approximately 30 end users). Expect consultative selling: walking into businesses, uncovering real pain points (cyber risk, compliance, costly downtime), and positioning Christo IT as the trusted partner that prevents problems before they start.
This is a hybrid role, with regular in-office presence Monday - Thursday, as well as local travel to prospect sites. 

Key Responsibilities

· Prospect and generate leads in our target markets (small/mid-sized businesses in the Philadelphia region and beyond) through cold outreach, networking, referrals, events, and targeted campaigns.
· Conduct discovery meetings to understand business challenges, IT pain points, and goals—then translate how our services deliver measurable value (e.g., reduced risk, predictable costs, compliance support).
· Present tailored solutions, demos, and proposals to owners, executives, and decision-makers.
· Negotiate and close high-dollar, recurring contracts with confidence and integrity.
· Manage full sales cycle: follow-ups, handling objections, coordinating with our technical team for assessments/demos, and setting clear expectations post-sale.
· Maintain accurate CRM records (ConnectWise), forecast pipeline, and report on activity/progress toward goals.
· Attend trade shows, local events, and industry networking to build awareness.
· Stay informed on competitors, market trends, and client industries to refine messaging.

Skills, Knowledge and Expertise

· 3–7+ years of proven B2B sales experience successfully closing high-value contracts (e.g., $10k–$100k+ annual recurring value per deal) in technology, SaaS, professional services, telecom, or similar complex/solution sales.
· Demonstrated ability to sell consultatively to small business owners/executives—focusing on business outcomes (ROI, risk mitigation, efficiency) rather than technical specs.
· Comfortable with technology concepts and eager to learn our services deeply enough to explain value convincingly (no deep IT certs required, but quick learner a must).
· Strong hunter mentality: self-starter who thrives on prospecting and building pipeline independently.
· Excellent verbal/written communication, presentation, and relationship-building skills.
· Proficient in Microsoft Office (especially Outlook, Excel, PowerPoint); CRM experience (ConnectWise a plus).
· Valid driver's license and reliable vehicle for local travel

About
Shield Technology Partners is a national IT Services platform formed through the collaboration between Thrive Holdings and ZBS Partners. By combining Thrive Holdings’ technological expertise with ZBS Partners’ proven approach to supporting founder-led businesses, Shield Technology Partners is dedicated to accelerating growth, innovation and long-term value creation for IT services companies across the country.

Skills Required

  • 3-7+ years of B2B sales experience closing high-value contracts ($10k-$100k+ ARR)
  • Demonstrated consultative selling to owners and executives, focusing on business outcomes
  • Strong hunter mentality and ability to prospect and build pipeline independently
  • Excellent verbal and written communication, presentation, and relationship-building skills
  • Comfortable with technology concepts and quick learner (no deep IT certs required)
  • Proficient in Microsoft Office (Outlook, Excel, PowerPoint)
  • CRM experience; ConnectWise experience a plus
  • Valid driver's license and reliable vehicle for local travel
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The Company
HQ: Tampa Bay, FL

What We Do

Shield Technology Partners is building a world-class network of high-performing IT service businesses across the country. We are dedicated to empowering local leaders by combining their unique cultures and brands with the strength of advanced technology and national-scale resources. Our mission is simple: amplify what you’ve already built, while preserving the autonomy and relationships that make your business thrive. Through a transparent, collaborative growth model, Shield Technology Partners offers a path for MSPs to scale without losing their identity. By integrating cutting-edge technology and shared expertise, we create unmatched opportunities for your team while delivering the best of local service and innovation to clients. Together, we’re paving the way for a bold future in IT services.

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