Shield

Outside Sales Representative

Shield  •  $75k/yr  •  Harleysville, PA (Hybrid)  •  10 days ago
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Job Description

Outside Sales Representative

Department: Sales

Employment Type: Full Time

Location: Christo IT - Harleysville, PA

Compensation: $75,000 / year


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

Shield

About Shield

Shield is building a world-class network of high-performing IT services businesses across the country.

Our mission is to help our partners build generational businesses that take care of their employees and serve as a strategic force for their customers. We preserve the leadership, culture, and brand that make each MSP unique—while unlocking national leverage in technology, talent, and capital. Our partners gain access to AI technology, operational expertise, M&A support, and other resources to scale both organically and inorganically.

We invest with intent and patience, backing the platforms and people that create durable advantages over decades. With a strong group of early partnerships and the backing of Thrive Holdings and ZBS Partners, Shield is creating the next generation IT Services platform.

Industry
IT & Software
Company Size
11-50 employees
Headquarters
Tampa Bay
Year Founded
2024
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