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Senior Director, Inside Sales

forward financing · Remote - Alberta, Canada

Sales - CorporateExecutive LevelRemoteExternal listingfull-time21 days ago

About The Role

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.*

**In this role you will**

  • 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.

### **Role 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.

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