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The Director of Sales and Regional Retention is responsible for driving success in maintaining security accounts during rebid cycles and mitigating risk indicators. This role provides strategic leadership for major rebid initiatives, enforces discipline in renewal execution, and ensures regional accountability to retention metrics, including rebid outcomes, margin preservation, and labor economics. The position requires deep understanding of business-to-business (B2B) contract services, executive-level communication skills, and the ability to coordinate complex, cross-functional renewal efforts across branches and regions.
Job Responsibility:
Lead rebid efforts for large or cross-regional security accounts, collaborating with operations, finance, and pricing teams
Serve as an executive sponsor for designated accounts during renewal cycles
Oversee critical rebids and provide strategic guidance to improve win probability
Directly lead the region’s Rebid Specialist and cross-functionally lead Branch Managers, General Managers, and field leaders on rebid strategy, competitive positioning, and client messaging
Conduct post-mortem reviews of wins and losses
implement lessons learned region-wide
Monitor rebid retention tracking, margin performance, labor models, and HPW retention to identify risk early
Drive accountability for rebid success outcomes with Regional and Branch leadership
Participate in executive client meetings, QBRs, and escalations to reinforce contract value and resolve concerns ahead of rebid
Requirements:
Must possess one of the following: Bachelor’s degree in Business, Criminal Justice, Security Management, or related field of study with a minimum of eight (8) years of client retention experience
Associate’s degree in Business, Criminal Justice, Security Management, or related field of study with a minimum of ten (10) years of client retention experience
High school diploma or equivalent with a minimum of fifteen (15) years of client retention experience
Valid driver’s license if driving a company vehicle or personal vehicle while conducting business (e.g., client visits, attending networking events)
Minimum of four (4) years of cross-functional leadership experience
Strategic planning and Request for Proposal (RFP) development experience
Ability to lead, coordinate, and influence cross-functional teams across multiple branches
Proven success in client retention, contract and contract management
Strong consultative selling and relationship-building skills
thrive in partnering with operations and client satisfaction
Excellent communication and presentation skills
Proven sales success in contract security or another service industry
Advanced Microsoft Office Suite proficiency
Proficiency in prioritizing tasks, meeting deadlines, and managing multiple projects efficiently
Strong analytical skills for contract economics and labor modeling, wage structures, and resource planning
Nice to have:
Experience selling or managing multi-state security solutions with national or enterprise-level clients
Prior experience building and leading teams
Master’s degree in business administration or related field
What we offer:
Medical, dental, vision, basic life, AD&D, retirement plan and disability insurance
Eight paid holidays annually, five sick days, and four personal days
Vacation time is offered at an accrual rate of 3.08 hours biweekly
Unused vacation is only paid out where required by law
Competitive base salary plus 20% bonus opportunity, equity