Outside Sales Representative

Outside Sales Representative

myIT.com is a fast-growing Managed Services Provider (MSP) headquartered in the DallasFort Worth Metroplex, delivering enterprise-grade IT solutions to small and mid-market businesses across North Texas. Our service portfolio spans managed IT, cybersecurity, cloud infrastructure, Microsoft 365, and co-managed IT backed by a best-in-class support team and a commitment to proactive, relationship-driven service.

We are growing aggressively and looking for a relentless, hungry Outside Sales Hunter to drive new business development across the DFW market.

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 (20500 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.

Compensation & Benefits

Base Salary

$55,000 $75,000 (DOE)

On-Target Earnings

$110,000 $150,000+

Commission Structure

Uncapped, recurring MRR-based

Territory

DallasFort Worth Metroplex

Additional benefits include:

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

Key Responsibilities

• Prospect relentlessly via targeted cold calling, door-knocking, LinkedIn 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 (ConnectWise / HubSpot)
• 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, LinkedIn outreach sequences, and account-based marketing initiatives
• Provide market feedback to leadership on competitive positioning, pricing, and emerging customer needs

What Success Looks Like

• 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

Required Qualifications

• 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 (ConnectWise, HubSpot, 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

Preferred Qualifications

• 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

Who You Are

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.

How to Apply

Submit your resume and a brief cover letter outlining your most relevant sales wins to [email protected]. High-volume pipelines and closed MRR figures are always welcome in your application.