Senior Sales Enablement Manager

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 our Senior Sales Enablement Manager, you will be a critical force in maximizing the performance and success of our Sales Department. This is a highly cross-functional role for an individual with a unique blend of sales acumen and technical expertise. You will be responsible for empowering our sales team with the training, content, coaching, and tools they need to excel. By bridging the gap between sales strategy and frontline execution, you will directly impact the confidence and productivity of our sellers.

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. Use these reviews to 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: Act as the go-to expert for the sales team on how to best leverage our technology. You will ensure high adoption and proficient use of our tools 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 often been underserved by traditional financing options. When you join the team, you will help ensure all small businesses have access to the financial support they need to succeed.

• Flexibility is a top priority: Our employees are empowered to choose where they want to work (whether that’s from home, in the office, or a combination of both) with flexible hours.

• 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 lifecycle and the challenges faced by sales representatives in a fast-paced environment. Direct sales experience is required.

• Strong knowledge of CRM systems (Salesforce, etc.) from a sales user perspective. You know how to understand a platform's best practices inside and out and can effectively 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 (e.g., 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.

• 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.

About Us:

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. Whether facing challenges accessing traditional financing or simply needing a convenient, flexible solution, Forward is committed to funding more of the millions of small businesses nationwide. Forward offers revenue-based financing – delivering an upfront sum of working capital in exchange for a set amount of the business’s future revenue. By simplifying the requirements, streamlining the process, and using advanced proprietary technology, Forward is often able to deliver funds same day – giving more businesses the financial opportunity they need to thrive. Plus, with their dedicated teams and award-winning service, customers get personalized support when they need it most.

Since 2012, Forward has expanded access to capital by providing over $4.1 billion in funding to more than 80,000 small businesses. The company is A+ rated by the Better Business Bureau with an Excellent / 4.7 stars rating on Trustpilot.com. Recognized as a Best Place to Work by Built In Boston and certified as a Great Place To Work®, Forward is dedicated to empowering both its team and the customers they serve, helping them succeed and thrive.

Perks & Benefits:

At Forward, our team members are at the heart of our company, and we are committed to taking care of them as people, not just employees. We offer a comprehensive benefits package, including but not limited to: medical, dental, vision, and commuter benefits, a flexible time-off policy, paid parental leave, 401k match for US employees, wellness reimbursement, volunteering days, annual professional development budget, and charitable donation match.

Workplace flexibility is a top priority at Forward too. Our Employee Choice policy means that almost all of our employees get to decide where they work. As a business, we are focused on impact; we are more concerned with your contributions to the success of the company than where you get your work done. If face-to-face time is desired, people managers are empowered to find a cadence that works for their team. 

When we aren’t collaborating to drive business and support our customers, we’re finding virtual and in-person ways to get to know our colleagues, celebrate team wins, and have fun together! 

US 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. With a laser focus on employee impact, we’re able to reduce biases and ensure the right people are in the right jobs to contribute to our mission. The varied perspectives of our people fuel innovation and make us a stronger team. By embracing what makes each of us unique, we create a supportive environment where people feel valued, accepted, and empowered to thrive.

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