Outside Sales Representative
Position title
How to Apply
Please upload your resume and complete our pre-employment testing by using this link (or the button to the right): https://www.ondemandassessment.com/o/JB-W22D8GTLW/landing?u=42203
Our application process features a 20-40 minute online assessment followed by an in-depth 2-3 hour interview for shortlisted candidates.
About Christo IT
At Christo IT, we deliver proactive managed IT, cybersecurity, cloud, and VoIP solutions that protect small to mid-sized businesses (especially in medical, legal, financial, and professional services) from disruptions, breaches, and downtime. Our multi-layered security approach follows the NIST Framework, providing peace of mind so owners can focus on growth—not IT headaches.
We're a tight-knit, values-driven team that's grown steadily through exceptional service and client relationships. Now, we're ready to accelerate: We're seeking a proven sales professional to own net-new client acquisition and help us add significant monthly recurring revenue.
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.
Technical Requirements
- 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.
What We Are Looking For
Someone with integrity, positivity, and grit who can walk into a small business facing serious IT/security issues, present our solution with a genuine smile, and help them see the peace of mind (and bottom-line protection) we provide. If you've closed big deals before, love the challenge of net-new business, and want to grow with a company where your success directly drives ours, this is your opportunity.
Benefits and Values
- Competitive base salary + uncapped commission (structure to be discussed based on experience)
- Company-provided Health and Dental coverage.
- Matching 401k (our company contributes for you too!)
- As an member of Christo IT, you can expect to grow your skills every day.