Senior Director, Inside Sales

Forward Financing • Boston, MA

5d

About The Position

Forward Financing is a financial technology company based in Boston, Massachusetts with team members throughout the United States, Dominican Republic, and Canada. The company is on a mission to unlock the capital that fuels small businesses across America. Recognized as a Best Place to Work by Built In Boston and certified as a Great Place To Work®, Forward is investing in its employees, technology, and customer experience – with long-term success in mind every step of the way.
As the Sr. Director of Inside Sales, you will lead a high-performing organization of 70+ employees, including 8 managers. Reporting directly to the Chief Revenue Officer (CRO), you will own the strategy and execution for three critical channels: Direct-to-Merchant New Sales, Renewals, and Win-Backs. Your mission is to drive sales excellence, foster a high-octane culture, and scale our internal talent to meet the demands of a fast-growing fintech environment.
Why Join Forward?
We are building a world-class fintech company where long-term success is prioritized at every step. If you are a builder who thrives in a fast-paced, highly transactional environment (1-day sales cycles) with a passion for developing talent, we want to hear from you.
Even if you don’t check every box but see yourself contributing to our mission, we encourage you to apply.

Requirements

• Proven Leadership: 8+ years of sales experience, with at least 3 years managing managers.
• High-Volume Expertise: 4+ years of experience in short-cycle, high-volume inside sales management.
• Departmental Ownership: 3+ years of experience overseeing a full department or business unit with P&L or heavy quota accountability.
• Education: Bachelor’s Degree required; MBA preferred.
• Analytical Rigor: Ability to quickly digest complex data sets and translate them into actionable sales strategies.
• Industry Background: Experience in financial services or fintech is a significant asset.
• Communication: Exceptional verbal and written skills with the ability to influence at the executive level.

Responsibilities

• Drive the strategy for direct sales channels to consistently exceed revenue targets and long-term growth KPIs.
• Partner with the CRO on sales forecasting, company-wide initiatives, and real-time performance analysis.
• Act as a lead architect for departmental change, ensuring seamless implementation of new processes while maintaining high team buy-in.
• Leverage analytics to assess individual and departmental performance, evolve sales processes, and design competitive compensation programs.
• Partner with Sales Ops, Underwriting, and Marketing to launch new campaigns and optimize the customer journey.
• Collaborate with the Technology team to build and refine tools that drive rep efficiency and automation.
• Build a world-class sales environment through rigorous performance management, mentorship, and continuous training.
• Focus on developing the next generation of sales leaders at both the front-line and mid-management levels.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior