Outside Sales Representative

myIT.com•Bedford, TX

2d•Onsite

About The Position

myIT.com is a fast-growing Managed Services Provider (MSP) headquartered in the Dallas–Fort Worth Metroplex, delivering enterprise-grade IT solutions to small and mid-market businesses across North Texas. Their service portfolio includes managed IT, cybersecurity, cloud infrastructure, Microsoft 365, and co-managed IT, all backed by a best-in-class support team and a commitment to proactive, relationship-driven service. The company is growing aggressively and is seeking a relentless, hungry Outside Sales Hunter to drive new business development across the DFW market. The Outside Sales Representative role is a pure new-business hunter position, not an account management or farming role. The individual will own the full sales cycle from prospecting through close, targeting SMB and mid-market companies (20–500 employees) across the DFW Metroplex. This position is ideal for a self-motivated, resilient individual driven by the thrill of winning new logos and building lasting client relationships.

Requirements

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

Nice To Haves

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

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