Toast is driven by building the restaurant platform that helps restaurants adapt, take control, and get back to what they do best: building the businesses they love. As our Sales Enablement Specialist (Learning Design & Tools), you will lead the design, execution, and continuous improvement of training programs and tools strategy to empower our Sales teams. You’ll work closely with Sales leadership, enablement leadership, and cross-functional partners to ensure content, tools, and learning pathways are organised, effective, and widely adopted.

Hybrid role with two days a week in our Dublin office

About this roll* (Responsibilities) 

• Design, build, and manage onboarding and continual learning content across multiple modalities (workshops, e‑learning modules, certifications, job aids, videos) using tools such as Salesloft, Vidyard, WorkRamp, and our Sales Hub.

• Manage setup, configuration, and user adoption of enablement tools (Salesloft sequences, Vidyard integrations, CRM integrations, Sales Hub pages, etc.).

• Provide occasional live virtual and in-person training, reinforcement sessions, and certification programs for new and ramping Sales Representatives.

• Offer feedback and adoption support to hold reps accountable for processes and tool utilization.

• Maintain and organise sales enablement content (Google Drive structure, e‑learning repositories, presentation templates, etc.) to ensure easy access and consistency.

• Analyse training participation, certification completion, tool adoption, and sales performance metrics to identify gaps and iterate on programs.

• Support periodic Sales Boot Camps, ongoing certifications, and launch readiness for new sales motions or tools.

• Serve as sales team owner for tool troubleshooting and content inquiries.

Do you have the right ingredients*? (Requirements)

• 2+ years of achieving quota in B2B sales (SaaS experience preferred).

• 1+ years in a sales training, learning design, or sales enablement role, preferably designing structured learning programs.

• Proficiency with tools such as Salesloft, Vidyard, Salesforce, WorkRamp, and Google Sites/Drive content organization.

• Experience structuring and maintaining repository systems for training and enablement content.

• Strong ability to create compelling enablement materials (presentations, videos, certification paths, sales playbooks, job aids, etc.).

• Excellent coaching, presentation, and interpersonal skills with an innate ability to connect with sellers at all levels.

• Analytical orientation: comfortable interpreting learner progress and sales effectiveness data to inform program iteration.

• Self-starter who can work independently, manage priorities, and lead cross-functional efforts in a remote and distributed team environment.

• Flexible and adaptable mindset with willingness to travel 1-2x per yeat when needed for on‑site training or team events.

• Preferred: degree in Learning Design, Instructional Design, Education, or a related field.

• Preferred: experience with Sandler sales methodology

AI at Toast

At Toast we’re Hungry to Build and Learn. We believe learning new AI tools empowers us to build for our customers faster, more independently, and with higher quality. We provide these tools across all disciplines, from Engineering and Product to Sales and Support, and are inspired by how our Toasters are already driving real value with them. The people who thrive here are those who embrace changes that let us build more for our customers; it’s a core part of our culture.

Our Spread* of Total Rewards
We strive to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total rewards package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet Toasters’ changing needs. Learn more about our benefits at https://careers.toasttab.com/toast-benefits.

*Bread puns encouraged but not required