Director of Sales

Pensacola, FL
Full Time
Experienced
We are seeking a high-impact Director of Sales to build, lead, and execute a scalable sales engine that drives consistent, profitable revenue growth across our core service lines, including shredding, records management, commercial warehouse, and compliance solutions. This is a hands-on, player-coach leadership role responsible for both building the sales function and directly contributing to revenue. The ideal candidate is a proven builder who thrives in a performance driven environment and is motivated by creating structure, accountability, and measurable results.

KEY RESPONSIBILITIES
Revenue & Pipeline Ownership 
  • Own and achieve company revenue targets (monthly, quarterly, annual)
  • Build and maintain a healthy pipeline (targeting 3-5x revenue coverage)
  • Drive new customer acquisition across defined target markets
  • Personally close high-value and strategic accounts Sales Process & Execution
  • Develop, implement, and continuously improve Gilmore’s Proven Sales Process
  • Establish and enforce CRM discipline using HubSpot
  • Define pipeline stages, forecasting methodology, and reporting cadence
  • Identify, prioritize, and resolve sales bottlenecks through structured problem-solvin

Team Leadership & Development 
  • Recruit, hire, and develop Sales Development Representatives (SDRs) and future Territory Managers
  • Lead weekly Sales Level 10 (L10) meetings
  • Conduct consistent pipeline and performance reviews
  • Coach and develop team members while holding them accountable to activity and result

Go-To-Market Strategy
  • Define and prioritize target verticals, with a focus on recurring commercial customers
  • Build and execute outbound strategies, including cold outreach, referral partnerships, and channel development
  • Partner with marketing to drive lead generation and campaign effectiveness
  • Support the launch and growth of new service offerings, including compliance-based solutions

Cross-Functional Collaboration 
  • Ensure seamless handoff from Sales to Operations and Billing
  • Partner with Finance on pricing strategy and deal profitability
  • Collaborate with Operations to ensure service delivery meets customer expectations

Performance Metrics
Success in this role will be measured by:
  • Revenue growth
  • Pipeline value and coverage
  • New contracts won (volume and value)
  • Close rate and average deal size
  • Sales activity and pipeline conversion metrics
  • Team performance and accountability

QUALIFICATIONS & EXPERIENCE 
  • 5–10+ years of B2B sales experience, preferably in service-based industries
  • Proven track record of generating pipeline and closing new business
  • Experience building or scaling a sales function or team
  • Strong leadership, coaching, and accountability skills
  • Proficiency with CRM systems (HubSpot preferred)
  •  Familiarity with EOS (Entrepreneurial Operating System) is a plus
  • Ability to operate effectively in a fast-paced, growth-oriented environment 

CORE COMPETENCIES
  • Results-driven with a strong sense of ownership
  • Process-oriented with the ability to build structure
  • Effective communicator and team leader
  • Strategic thinker with hands-on execution capability
  • High level of integrity and professionalism
BENEFITS 
  • Competitive salary commensurate with experience
  • Comprehensive benefits package that includes health, dental, and vision insurance with a portion of premiums being covered by Gilmore
  • Retirement savings plan with employer match
  • Paid time off in accordance with company policy
  • Dynamic and collaborative work environment focused on innovation and excellence


TEL Staffing complies with regulations enforced by the EEOC. TEL Staffing is a drug-free workplace.
This position is Temp to Hire. No benefits offered during Temp period.
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