Director of Sales

Anchor recently closed a $20M Series A and grew 500% last year by transforming the $74B services payments market. Our automated platform eliminates billing and collections headaches so firms can focus on growth.

We’re hiring a Director of Sales to own new logo revenue and build our sales org from the ground up. You’ll design and scale outbound and inbound motions, hire and coach SDRs, BDRs, and AEs, and personally lead strategic deals as a player-coach.

Reporting to the COO, this is a hands-on leadership role for someone who thrives in fast-paced environments, exceeds ambitious goals, and embodies Anchor’s values of Heart, Grit, Ownership, and Exponential Value.

Responsibility:

• Own New Logo Revenue - Drive new logo quota end-to-end, from outbound pipeline creation to inbound lead conversion and close.
• Build & Lead Outbound - Hire, train, and manage a BDR team leveraging calls, emails, LinkedIn, and AI-powered outreach to generate pipeline.
• Lead Full-Cycle Sales - Guide SDRs and AEs through discovery, demos, negotiation, and close, while personally driving key strategic deals.
• Maximize Inbound Conversion - Ensure inbound leads are qualified, prioritized with AI-driven scoring, and advanced efficiently.
• Innovate GTM Model - Refine strategy, segmentation, and outreach; implement new tactics and automation to improve conversion and scalability.
• Foster High-Performance Culture - Set clear goals, drive accountability, and instill urgency, agility, and results across the team.
• Develop & Retain Talent - Recruit and mentor BDRs, SDRs, AEs, and managers. Create career paths and coach consistently, rooted in Anchor’s values: Heart, Ownership, Grit, Exponential Value.
• Build a Data-Driven Sales Organization - Implement reporting and analytics, utilizing AI insights to forecast accurately and track key performance indicators.
• Drive Operational Excellence - Scale productivity and deal velocity by optimizing CRM, automation, and AI-driven processes.
• Enable with Resources - Create playbooks, prospecting tactics, and enablement assets to support consistent execution.
• Collaborate Cross-Functionally - Align with Marketing, Customer Success, and Product to ensure cohesive GTM execution and customer outcomes.
• Compensation & Incentives – Design and manage fair, motivating compensation structures and incentive plans that align with company goals and drive performance.

• Sales Org Builder - Proven experience building and scaling a sales organization from the ground up, including SDR, BDR, AE, and manager layers.
• Proven SaaS Leadership - 8+ years in B2B SaaS (SMB or Mid-Market), with at least 4 years in leadership roles in high-growth environments; consistent record of quota attainment and ARR growth.
• Full Revenue Ownership - Proven success owning end-to-end new logo revenue (outbound, inbound, and closing) and exceeding goals in outbound-driven sales environments.
• Hands-On Operator - Independent, resourceful, and thrives in high-growth, fast-paced, and ambiguous GTM environments.
• Player-Coach - Passion and ability to personally lead strategic deals while coaching teams to full-cycle execution and improving sales processes.
• Executive Presence & Communication - Clear, confident communicator with strong influence at the C-level; experienced in leading executive negotiations and articulating technical, contractual, and financial value.
• Sales Tech Proficiency - Experienced with a modern sales tech stack and implementing AI.
• Talent Developer - Skilled at hiring, mentoring, and retaining top sales talent (including leadership) with structured career paths and coaching rhythms.
• Startup Mindset - Operates with urgency, adaptability, and grit while building scalable processes and structure.
• Data-Driven Operator - Strong command of CRM, reporting, and AI-driven insights to drive pipeline health, forecast accuracy, and team efficiency.
• Cross-Functional Partner - Proven ability to work with Marketing, Customer Success, Product, and RevOps to align GTM execution and remove friction.
• Education/Domain Experience - Bachelor’s degree or MBA in accounting/finance, or 2+ years of managerial experience in fintech, payments, or financial services SaaS- is a plus.
• Domain Advantage - Experience selling into accounting firms, bookkeeping firms, or CFO organizations - is a plus.
• Zero Ego - Team-first builder who works hard, stays humble, and supports others.