[Hiring] Head of Channel Sales Enablement @Block

Role Description

The Head of Channel Sales Enablement will lead the strategic development and execution of learning and development programs that accelerate Channel Sales (Resellers and Independent Contractors) performance across all markets. This role is responsible for managing a team of coaches and trainers, developing sales-led learning content, and optimizing tooling and systems to drive faster ramp times and improved Seller productivity. As Channel Sales motions scale globally, this leader will build and grow the training and coaching function to support expanding business needs.

You Will

• Team Leadership & Development
  • Manage and develop a team of sales coaches and trainers, providing guidance on coaching methodologies and performance standards.
  • Build and scale the enablement team in alignment with Channel Sales growth across markets.
  • Coordinate activities across the team, ensuring alignment on priorities, methodologies, and success metrics.
  • Foster a culture of continuous improvement and data-driven decision making within the team.
• Learning Content & Curriculum Design
  • Own the strategy and execution of learning content focused on sales-led approaches for Channel Sales teams.
  • Design and implement comprehensive onboarding and ongoing development programs that reduce ramp time and improve seller effectiveness.
  • Partner with key support functions, and other stakeholders to ensure content reflects current go-to-market strategies and product positioning.
  • Establish frameworks for content creation, quality standards, and regular updates to keep pace with market changes.
• Tooling, Systems & Process Optimization
  • Define requirements for and manage learning technology stack, including learning management systems, coaching platforms, and performance analytics tools.
  • Work cross-functionally to integrate learning systems with sales tools and CRM to create seamless seller experiences.
  • Establish measurement frameworks and KPIs to track learning effectiveness, ramp time improvements, and business impact.
  • Identify and resolve systemic barriers to seller productivity through process improvements and tool optimization.
• Strategic Planning & Execution
  • Develop and execute multi-quarter roadmaps aligned with Channel Sales strategic objectives.
  • Analyze complex learning challenges across diverse markets, evaluating variable factors such as regional differences, product complexity, and Seller segmentation.
  • Exercise judgment in selecting methods, techniques, and evaluation criteria for program design and delivery.
  • Recommend and implement changes to enablement policies and procedures that affect the broader sales organization.
• Cross-Functional Collaboration & Influence
  • Network with key functions across Sales, Marketing, Product, Operations, and other functions to ensure learning initiatives support business priorities.
  • Lead cooperative efforts among cross-functional teams to design and launch new Channel Sales programs.
  • Frequently interact with senior sales leadership and functional peer groups on matters concerning learning strategy, resource allocation, and performance outcomes.
  • Gain acceptance and drive adoption of learning programs across geographically distributed teams.

Qualifications

• Minimum of 8 years experience working in a FinTech or the payments industry at a leadership level.
• Proven track record in sales enablement, sales training, or sales operations roles with increasing scope and responsibility.
• Experience managing teams and coordinating activities across multiple geographies or business units.
• Deep understanding of sales methodologies, adult learning principles, and enablement best practices.
• Experience with channel sales or partner ecosystems strongly preferred.

Requirements

• Skills & Competencies
  • Strategic Thinking: Ability to translate business objectives into comprehensive enablement strategies and execution plans.
  • Leadership: Demonstrated capability to manage, develop, and scale high-performing teams.
  • Analytical Rigor: Strong data analysis skills to measure program effectiveness, identify trends, and make data-driven recommendations.
  • Cross-Functional Influence: Proven ability to lead without direct authority, building consensus and driving outcomes across diverse stakeholder groups.
  • Communication: Excellent written and verbal communication skills, with ability to present to senior leadership and gain buy-in for initiatives.
  • Execution Excellence: Track record of delivering complex programs on time and achieving measurable business results.
  • Adaptability: Comfortable working in fast-paced, evolving environments with changing priorities.
  • Technical Knowledge: Wide-ranging experience with enablement technologies (LMS, coaching platforms, analytics tools).
  • Understanding of sales tools and CRM systems (e.g., Salesforce).
  • Familiarity with content development tools and learning design methodologies.
  • Ability to leverage data and analytics to inform decision-making.

Benefits

• Remote work.
• Medical insurance.
• Flexible time off.
• Retirement savings plans.
• Modern family planning.