Outside Sales Representative

Shield • Tampa, FL

16h • Onsite

About The Position

Shield is recruiting for an experienced Outside Sales Professional on behalf of a partner IT Managed Services Provider (MSP) in the greater Philadelphia area . This organization delivers proactive managed IT, cybersecurity, cloud, and VoIP solutions to small and mid-sized businesses, helping them reduce risk, prevent downtime, and operate more securely and efficiently. The company primarily serves organizations in regulated and professional industries such as healthcare, legal, financial services, and other professional services. Their approach focuses on layered security frameworks, proactive support, and long-term client relationships that allow business owners to focus on growth rather than technology disruptions. As the organization continues to grow, they are seeking a driven sales professional to take ownership of net-new client acquisition and contribute directly to expanding recurring revenue through managed services engagements. Please note that this role will not be a direct employee of Shield, but of the partner organization we are recruiting for. Candidates for this role will need to be based in the greater Philadelphia, PA area for regular on-site presence at the office location.

Requirements

• 3–7+ years of B2B sales experience successfully closing high-value contracts (typically $10K–$100K+ annual recurring value per deal) within technology, SaaS, telecom, professional services, or other solution-based sales environments.
• Demonstrated success selling consultatively to small business owners and executives, focusing on business outcomes such as ROI, risk mitigation, and operational efficiency rather than purely technical specifications.
• Comfort discussing technology concepts and willingness to learn managed services offerings deeply enough to communicate value effectively.
• Strong hunter mentality with the ability to independently prospect and build a pipeline from scratch.
• Excellent verbal and written communication skills, presentation abilities, and relationship-building capabilities.
• Proficiency in Microsoft Office (particularly Outlook, Excel, and PowerPoint).
• Valid driver's license and reliable vehicle for local travel.
• This role requires someone with integrity, positivity, and persistence —a sales professional who can confidently walk into a small business experiencing serious IT or security challenges and clearly demonstrate how proactive technology solutions can protect the organization and support long-term growth.
• Please note that candidates must reside in the greater Philadelphia, PA area. This role will require on-site presence.

Nice To Haves

• CRM experience preferred (ConnectWise experience is a plus).

Responsibilities

• Prospect and generate leads within target markets (small and mid-sized businesses in the Philadelphia region and surrounding areas) through cold outreach, networking, referrals, events, and targeted campaigns.
• Conduct discovery meetings to understand client business challenges, IT pain points, and growth goals.
• Translate those needs into clear, business-focused solutions that demonstrate value through reduced risk, predictable costs, and improved operational efficiency.
• Present tailored solutions, demonstrations, and proposals to business owners, executives, and other decision-makers.
• Negotiate and close recurring managed services contracts with professionalism and integrity.
• Manage the full sales cycle, including follow-ups, objection handling, coordinating with technical teams for assessments or demonstrations, and setting expectations post-sale.
• Maintain accurate CRM records, manage pipeline forecasts, and report on progress toward revenue goals.
• Attend industry events, trade shows, and local networking opportunities to build brand awareness and generate new opportunities.
• Stay informed on competitors, industry trends, and client market dynamics to refine messaging and positioning.

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: No Education Listed