Outside Sales Representative

Position Overview

The Outside Sales Representative is a pure new-business hunter role — this is not an account management or farming position. You will own the full sales cycle from prospecting through close, targeting SMB and mid-market companies (20–500 employees) across the DFW Metroplex. This individual is self‑motivated, resilient, and driven by the thrill of winning new logos and building lasting client relationships.

Base Salary: $55,000 – $75,000 (DOE)

On‑Target Earnings: $110,000 – $150,000+

Commission Structure:
Uncapped, recurring MRR‑based

Territory:
Dallas–Fort Worth Metroplex

Additional benefits include:

• Health, dental, and vision insurance
• 401(k) with company match
• Monthly mileage reimbursement
• Cell phone and laptop provided

• Prospect relentlessly via targeted cold calling, door‑knocking, Linked In outreach, networking events, and referral partnerships to build a robust pipeline of net‑new opportunities
• Conduct discovery calls and in‑person meetings to identify prospect pain points and position our managed services as the solution
• Develop and deliver compelling presentations, proposals, and ROI analyses tailored to each prospect
• Own the full sales cycle from first contact through signed agreement, coordinating with solutions engineers on technical scoping as needed
• Meet and exceed monthly and quarterly new Monthly Recurring Revenue (MRR) and new logo targets
• Maintain accurate and up‑to‑date records of all pipeline activity, forecasts, and client interactions in the CRM (Connect Wise / Hub Spot)
• Attend local networking events, chamber meetings, and industry associations (e.g., Dallas Regional Chamber, DFW tech events) to build brand presence and generate leads
• Collaborate with marketing on targeted campaigns, Linked In outreach sequences, and account‑based marketing initiatives
• Provide market feedback to leadership on competitive positioning, pricing, and emerging customer needs

• 30 Days Completed onboarding, mastered our service stack, built initial prospecting list of 150+ targets, and made first 50+ outbound touches
• 90 Days Active pipeline of 10+ qualified opportunities, first proposal delivered, attending at least 2 networking events per month
• 6 Months First new logos closed, $5,000–$10,000 in new MRR booked, tracking toward full quota attainment

• 3+ years of B2B outside sales experience with a proven track record of consistently meeting or exceeding quota
• Experience selling technology solutions, IT services, or managed services strongly preferred
• Demonstrated hunter mentality — comfortable with cold outreach, rejection, and building pipeline from scratch
• Strong consultative selling skills with the ability to speak to both business decision-makers and IT stakeholders
• Excellent communication and presentation skills, both in-person and over video/phone
• Proficiency with CRM tools (Connect Wise, Hub Spot, Salesforce, or similar)
• Valid driver's license and reliable transportation — this role requires regular travel throughout the DFW Metroplex
• Bachelor's degree in Business, Marketing, or related field preferred — or equivalent experience

• Existing relationships with DFW-area SMB or mid‑market decision‑makers (CIOs, CEOs, CFOs, Operations Directors)
• Familiarity with managed services concepts: RMM, NOC/SOC, Cybersecurity, Microsoft 365, Azure/AWS, VoIP, and business continuity
• Experience selling recurring‑revenue or subscription‑based technology solutions
• Active involvement in DFW business or technology networking communities

You are the type of salesperson who wakes up thinking about their pipeline. You don't wait for leads to come to you — you go find them. You're competitive, resilient, and thrive in a performance-driven environment. You take ownership of your results, learn quickly from losses, and consistently look for ways to sharpen your approach. Most importantly, you genuinely care about helping businesses solve real IT problems — and you know how to communicate that value with conviction.