Director, Inside Sales

Human Interest is on a mission to ensure that people in all lines of work have access to retirement benefits. 

Nearly half of all working Americans are not saving enough for their future. Too often it’s because they are employed by a company that doesn’t offer a retirement plan. Human Interest is changing that by making it affordable and accessible for small and medium-sized businesses to offer employees a path to financial independence through retirement savings.

We’re a high-growth tech company changing the retirement industry. We’ve raised more than $700M in primary and secondary financings and are backed by a number of investors. Most recently, this includes funding from Marshall Wace and Baillie Gifford, as well as top investors such as BlackRock, TPG (The Rise Fund), SoftBank, Glynn Capital, NewView Capital, USVP, Wing, Uncork, and more.

About the role

As the Director of the Inside Sales Representatives at Human Interest, your primary responsibility will be to coach and develop a high-performing team of our high-volume sellers. This group spans three distinct functions: Inside Sales Representatives (ISR), Small Market AEs, and the Sales Development Representatives (SDR) teams. 

In this role, you will serve as a key Leader and strategic advisor, providing guidance and development to Leaders and ensuring best practices are implemented across the board. Your passion for revenue growth, data-driven insights, and proactive problem-solving make you an ideal fit for this role.

What you get to do every day

• Manage our ISR, SDR, and Small Market team Leaders to establish and meet or exceed key performance metrics and conversion benchmarks
• Maintain a comprehensive view of the team’s performance, identifying trends, and taking strategic actions to drive continuous improvement
• Coach, mentor, and develop sales Leaders in areas of process improvement, productivity, and inside sales best practices
• Facilitate Leader training on employee development, guiding career growth, onboarding, and performance feedback
• Align with Partnerships and Business Leads to ensure optimal lead flow and quality, setting targeted outreach strategies with Team Leaders
• Maintain open communication with the VP of Sales, regularly sharing team updates, performance insights, and areas for process improvement
• Conduct weekly 1:1s with Leaders, focusing on personal coaching, quota achievement, and strategic improvement areas
• Proactively identify and address missed opportunities, ensuring lead quality, follow-up, and customer engagement
• Provide accurate weekly forecasts to the VP of Sales and monitor team performance against goals
• Share actionable weekly insights with the VP of Sales on performance concerns, successes, and strategic process improvements
• Oversee and refine performance metrics, ensuring alignment with organizational goals and sales benchmarks

What you bring to the role

• Bachelor's degree in Business, Marketing, or a related field preferred
• Proven experience in a Sales Development Leader role or a similar Leader position
• Minimum of 8+ years of Sales team management experience
• Strong understanding of sales processes, lead generation, sales engagement tools (Outreach and Gong) and CRM tools (Salesforce)
• Technologically savvy; able to pick up new systems and technologies quickly
• Excellent communication, coaching, and interpersonal skills.
• A curious mindset and ability to dig into data and understand the reasons behind performance changes.
• Ability to analyze data, draw insights, and make strategic data-driven decisions
• Self-motivated and able to work in a fast-paced, dynamic environment
• Proven experti