Senior Sales Enablement Manager

Senior Sales Enablement Manager – Forward Financing

Forward Financing is a financial technology company based in Boston, Massachusetts, with team members across the United States, Dominican Republic, and Canada. The company’s mission is to unlock the capital that fuels small businesses throughout America. Recognized as a Best Place to Work by Built In Boston and certified as a Great Place to Work®, Forward Financing invests in its employees, technology, and customer experience for long‑term success.

In This Role You Will

• Define and Document the Sales Process: work with sales leadership to create, refine, and document our formal sales methodology, establishing clear expectations for each stage of the sales cycle.
• Develop and Deliver Training Programs: design and manage comprehensive sales training programs—including new hire onboarding and ongoing skill development—that are aligned with our sales process and goals.
• Coach and Assess Performance: conduct monthly assessments of live and recorded sales interactions to ensure the defined process is being followed, identify skill gaps, provide targeted coaching, and share best practices across the team.
• Create and Manage Sales Content: collaborate with Marketing and Sales Leadership to develop and maintain a library of high‑impact sales collateral, including playbooks, scripts, and presentations.
• Drive Mastery of the Sales Tech Stack: serve as the go‑to expert for the sales team on how to best leverage our technology, ensuring high adoption and proficiency to maximize seller efficiency.
• Support Go‑to‑Market Initiatives: partner with leadership to roll out new products or messaging, ensuring the sales team is fully trained and equipped to execute successfully from day one.

Why You Should Apply

• Mission‑driven company: Forward is a trusted source of fast, flexible funding for small businesses that have historically been underserved by traditional financing options.
• Flexibility is a top priority: Our employees have the freedom to choose where they work (home, office, or hybrid) with flexible hours.

Role Requirements

• 5+ years of experience in Sales Enablement or Sales Training in a high‑volume, short sales cycle environment, preferably in a regulated industry (Finance, Insurance, etc.).
• Proven understanding of the sales life‑cycle and the challenges faced by sales representatives in a fast‑paced environment.
• Experience in a quota‑carrying sales role.
• Strong knowledge of CRM systems (Salesforce, etc.) from a user perspective; ability to train others to become power users.
• Proficiency with presentation tools like PowerPoint for creating engaging training and sales content.
• Experience with tools within a sales training tech stack (sales engagement platforms, call coaching software, Learning Management Systems).
• A track record of designing effective blended learning solutions and managing projects from conception to completion.
• Exceptional communication, facilitation, coaching, and relationship‑building skills, with a talent for training, influencing, and collaborating with sales professionals.
• A self‑starter with a passion for helping people learn, grow, and win.
• Bachelor’s degree required.

Total Rewards

Additionally, we offer a comprehensive total rewards package, including but not limited to medical, dental, vision, commuter benefits, a flexible time‑off policy, paid parental leave, 401(k) match for U.S. employees, wellness reimbursement, volunteering days, annual professional development budget, and charitable donation match.

Remote‑First Environment

Forward is proud to be a remote‑first company, keeping workplace flexibility a top priority for our employees. Employees are welcome to work from one of our premier office locations or from anywhere that best supports their productivity.

Core Values

• Drive the Mission – We believe in financial opportunity for underserved small businesses. We say “yes” when others say “no.”
• Keep It Real – We value direct communication, candid feedback, and authenticity. We are an open book.
• Act with Kindness – We create an environment where caring is cool and helping is the norm. We do the right thing.
• Shoot for Extraordinary – We are inspired by innovative thinking and continuous improvement. We never settle for yesterday’s best.

U.S. Equal Opportunity Employment Information

Forward Financing is proud to be an equal‑opportunity employer and is committed to fostering a fair and inclusive culture built on a foundation of high performance and exceptional customer experience. By embracing what makes each of us unique, we create a supportive environment where people feel valued, accepted, and empowered to thrive.

Seniority Level

Mid‑Senior Level

Employment type

Full‑time

Job function

Sales and Business Development