Director of Sales

TEL Staffing & HR • Pensacola, FL

1d • $35 - $45

About The Position

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.

Requirements

• 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)
• Ability to operate effectively in a fast-paced, growth-oriented environment

Nice To Haves

• Familiarity with EOS (Entrepreneurial Operating System) is a plus

Responsibilities

• 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
• 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-solving
• 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 results
• 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
• 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

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

What This Job Offers

• Job Type: Full-time
• Career Level: Director
• Education Level: No Education Listed