Toast-posted about 1 month ago
Full-time • Director
Boston, MA

Toast creates technology to help restaurants and local businesses succeed in a digital world, helping business owners operate, increase sales, engage customers, and keep employees happy. The Director of Internal Enablement is a senior leader responsible for equipping Toast's Support and Customer Success teams to deliver a high-quality, consistent, and efficient customer experience by accelerating the role readiness and role mastery of our Toasters. This leader owns the vision, operating model, and execution of enablement in critical areas: New Hire Enablement (focused on improving time-to-productivity) and Continuous Enablement/Everboarding (continuous development of tenured Toasters). This is a highly-visible role that will work closely with leaders across Toast to translate business goals into role-based competencies, product proficiency (and mastery where relevant) as well as process/tool adoption, while using enablement metrics to identify, measure and improve Toaster and Customer impact.

  • Own the enablement vision and operating model, defining the team's charter, strategy and priorities.
  • Establish and run a transparent, data-driven intake and prioritization process for enablement requests and opportunities.
  • Diagnose root causes and route non-enablement issues (process, product, policy, tooling) to the correct owners.
  • Shorten time-to-productivity for new hires by establishing the right skills and behaviors, and enabling Toasters on critical tools and processes.
  • Advance role mastery for tenured Toasters through ongoing skill development and programmatic enablement strategies.
  • Refine the strategy for enabling agents on in-the-moment and reactive call volume drivers like outages and bugs.
  • Define and optimize enablement inputs - what we deliver, when we deliver it, and how Toasters engage - to improve Support outcomes (Customer Satisfaction Score and Time To Resolve) and Customer Success outcomes (Net Revenue Retention, Product Adoption and Churn)
  • Establish and continuously refine roadmaps built with stakeholders.
  • Implement project‑management norms with clear success metrics tied to quantified business outcomes.
  • Serve as a trusted partner to Customer Success leadership and cross‑functional teams to support Toast's transformation into a global, multi‑product, enterprise‑grade business, ensuring Toasters can deliver great experiences during rapid change.
  • Experience leading teams and setting the strategic vision with a strong focus on operational excellence.
  • Excels at scoping, roadmapping, and cross-functional execution of programs with clear milestones and owners to deliver projects on time and within scope.
  • Capable of working with a diverse set of stakeholders across departments and organizational levels.
  • Deep understanding of how frontline Support agents and Customer Success Managers operate day to day.
  • Extensive experience with learning strategy, design, and training facilitation best practices.
  • Able to establish credibility and trust with managers and frontline employees, using strong communication to explain the “why” behind enablement as a critical part of building a great customer experience.
  • Excited to work with a global team that spans time zones and cultures
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