Senior Director of Inside Sales

Summary

Join Keeper Security as their Senior Director of Inside Sales, a fully remote position leading and scaling a high-performing team focused on driving revenue growth within the mid-market and SMB segments. You will develop and execute sales strategies, manage and coach a team, optimize sales processes, and exceed revenue targets. This key leadership role requires extensive experience in inside sales, SaaS sales processes, and team leadership. The ideal candidate will foster a culture of performance, accountability, and innovation, while collaborating with various teams to achieve company goals. Keeper Security offers a comprehensive benefits package, including health insurance, retirement plans, paid time off, and more.

Requirements

• 10+ years of sales experience, with at least 5+ years in a leadership role within the technology industry; B2B SaaS experience required
• Proven track record of scaling and managing high-performing inside sales teams that consistently meet or exceed revenue targets
• Deep understanding of mid-market and SMB sales cycles, including rapid lead qualification and high-velocity closing
• Exceptional leadership and team development skills with the ability to inspire and drive results in a dynamic sales environment
• Strong understanding of sales operations and the ability to build effective systems for pipeline management and performance tracking
• Expertise in sales enablement tools, CRM systems, and analytics platforms to maximize sales efficiency
• Excellent communication and negotiation skills with a consultative sales approach tailored to the needs of mid-market and small business customers
• Ability to adapt and thrive in a fast-paced, evolving SaaS market
• Bachelor’s degree in Business, Marketing, or a related field
• Ability to travel up to 10% of the time and work a flexible schedule to help lead an organization

Responsibilities

• Develop and execute a sales strategy specifically focused on mid-market and small business customers, ensuring alignment with overall company goals
• Lead the inside sales team to consistently exceed monthly, quarterly, and annual sales targets for the mid-market and SMB segments
• Build and maintain accurate sales forecasting models and pipeline management tools to ensure realistic growth projections
• Inspire, manage and coach a team of Inside Sales Managers and Inside Sales Representatives focused on mid-market and small business customers
• Define and track clear performance metrics and KPIs to ensure the team is aligned with company objectives and consistently meets or exceeds targets
• Foster a culture of accountability, motivation, and professional growth for the inside sales team
• Identify and optimize sales processes for shorter sales cycles and higher-volume, high-velocity sales, typical of SMB and mid-market segments
• Refine lead to cash strategies to optimize efficiency and productivity of the sales motion
• Collaborate with marketing to maximize targeted lead generation and nurturing strategies
• Collaborate closely with Sales Enablement to implement a robust sales training and coaching program tailored to the needs of mid-market and SMB sales strategies
• Utilize CRM systems (e.g., Salesforce) and sales enablement tools to streamline processes and provide real-time visibility into sales performance
• Leverage automation and technology to enhance the efficiency of the inside sales process and improve lead handling
• Collaborate closely with senior leadership and cross-functional teams (marketing, product, customer success) to ensure a unified approach to customer acquisition
• Provide regular feedback on customer needs, industry trends, and competitive intelligence to inform product development and go-to-market strategies
• Work with the marketing team to refine messaging, campaign strategies, and content that resonates with customer needs
• Maintain and refine robust tracking and reporting mechanisms for key sales metrics, including sales volume, conversion rates, customer acquisition cost (CAC), and customer lifetime value (CLTV)
• Use data analytics to assess team performance, identify areas for improvement, and optimize sales strategies in real-time
• Provide regular updates to senior leadership on team performance, challenges, and opportunities within the mid-market and SMB segments

Preferred Qualifications

Cybersecurity experience

Benefits

• Medical, Dental & Vision (inclusive of domestic partnerships)
• Employer Paid Life Insurance & Employee/Spouse/Child Supplemental life
• Voluntary Short/Long Term Disability Insurance
• 401K (Roth/Traditional)
• A generous PTO plan that celebrates your commitment and seniority (including paid Bereavement/Jury Duty, etc)