Director, Sales

Billtrust US Careers
14d$170,000 - $190,000Remote

About The Position

The Director, Sales (Customer Sales) is responsible for leading and scaling a critical segment of our customer sales organization, driving revenue growth, customer expansion, and team performance across assigned segments or portfolios. This role balances strategic leadership with hands-on execution, owning sales outcomes while developing high-performing managers and individual contributors. The Director partners closely with senior sales leadership and cross-functional stakeholders to translate go-to-market strategy into repeatable execution, ensuring strong pipeline health, predictable forecasting, and exceptional customer outcomes.

Requirements

  • 10+ years of progressive B2B sales experience, with a strong track record of driving revenue in complex, solution-based sales environments.
  • 4–6+ years of experience leading sales teams, including direct management of managers and/or senior individual contributors.
  • Experience selling enterprise or mid-market software solutions; order-to-cash, payments, or financial technology experience is strongly preferred.
  • Proven ability to balance strategic thinking with hands-on execution in a fast-moving environment.
  • Strong coaching and leadership skills with demonstrated success developing high-performing teams.
  • Deep understanding of consultative, value-based selling motions and complex buying cycles.
  • Data-driven mindset with experience using performance metrics to guide decisions and improve outcomes.
  • Excellent communication and stakeholder management skills, with comfort engaging at the executive level.

Responsibilities

  • Lead and scale a team of Customer Account Executives and/or first-line managers, setting clear expectations around performance, accountability, and results.
  • Own revenue targets, pipeline health, and forecast accuracy across your assigned customer segment.
  • Establish and monitor KPIs to drive consistent execution, deal quality, and long-term growth.
  • Translate broader sales and company strategy into actionable plans for your team, balancing new growth, expansion, and retention.
  • Partner with senior sales leadership to refine territory design, account segmentation, and coverage models.
  • Drive execution of strategic account plans for priority customers, ensuring expansion opportunities are identified and pursued.
  • Provide hands-on leadership for complex, high-value deals, including deal strategy, executive alignment, and negotiation support.
  • Build and maintain relationships with senior-level customer stakeholders to strengthen partnerships and unlock expansion opportunities.
  • Ensure customer value is clearly articulated and aligned to business outcomes throughout the sales cycle.
  • Coach and develop sales managers and ICs through regular performance reviews, deal coaching, and career development planning.
  • Partner with Sales Enablement to reinforce strong discovery, value-based selling, and execution discipline.
  • Foster a high-performance, inclusive culture focused on accountability, collaboration, and continuous improvement.
  • Collaborate closely with Marketing, Product, Customer Success, and Finance to ensure alignment across messaging, offerings, and customer lifecycle execution.
  • Provide structured feedback from the field to influence product direction, pricing, and go-to-market initiatives.
  • Support change management and adoption of new tools, processes, and programs across the sales organization.
  • Monitor and understand performance trends across revenue, pipeline, conversion, and customer health.
  • Use data and insights to drive operational excellence including but not limited to CRM hygiene, pipeline generation and forecasting accuracy.
  • Operate and make decisions with intention and purpose.

Benefits

  • Work from Anywhere: Your home, a coffee shop, a company paid WeWork.... you decide!
  • A Culture that Lives its Values: Our values are not just words or window dressing, they guide our decisions - big and small - each and every day.
  • Flexible Working Hours: We support your lifestyle- the results are what count.
  • Open PTO: Work-life balance is important. We believe in giving our employees time to truly relax and recharge.
  • Sabbatical: A paid leave to reward longevity and commitment to Billtrust.
  • Paid Parental Leave: To promote parent-child bonding and increase gender equity at home and in the workplace.
  • Opportunities for Growth: Professional development can take many shapes. Join one of our seven ERGs or participate in our Mentor-Mentee, and Leadership development programs- we foster an environment where all employees can grow.
  • Recognition: From Billtrust Bucks and CEO Shoutouts to Culture Champion and CEO Excellence Awards, our employees are recognized for hard work and outcomes achieved.
  • Benefits: Medical, dental, vision, 401(k) with company match, short-term and long-term disability, flexible spending accounts, HSA, and life, cancer, and AD&D insurance.
  • Minimal Bureaucracy: An entrepreneurial environment of ownership and accountability allows you to get work done.
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