Toast: Sales Enablement Onboarding Specialist
401 Park Drive
Boston, MA 02215

Employee Testimonials

Maura Grimes Toast
Edmund Korley Toast
Kendal Austin Toast

Office Tour Photos


Regional Sales Enablement Manager - Inside Sales

We are a rapidly growing company thats revolutionizing the way the restaurant industry does business by pairing technology with an unrivaled commitment to customer success. We help restaurants streamline operations, increase revenue, and deliver amazing guest experiences through our platform that combines restaurant point of sale, guest-facing technology, and award-winning customer support. As a Toaster, you will be challenged to take on meaningful projects that will help shape the future of the company. Join us as we empower the restaurant community to delight guests, do what they love, and thrive.

Toast is looking for an active, ambitious and enthusiastic self-starter to join our growing sales enablement team!

The Regional Enablement Manager (Inside Sales) will provide continuous support and delivery of ongoing education and training for all Territory Inside Sales Representatives in the region, with a specific focus on sales reps in their first three months. Working in lockstep with the Sales Managers and Regional Vice President, this role will provide dedicated enablement support - via remote tools and on the ground programs- for all account reps in their assigned territories.

Responsibilities include but are not limited to:

  • Leveraging core enablement programs & initiatives and serve as liaison from corporate/core enablement team to field; primary enablement lead for the ramping Inside Sales Team
  • Manage, deliver and execute training and certification programs for their dedicated territories
  • Manage success of two constituencies of sellers within assigned region: new hires/ramping reps & underperformers
  • Work alongside to complement and support Sales Managers in region
  • Own and execute monthly onboarding programs for all new hires
  • Support existing core enablement programs. E.g. onboarding, certifications, product training, sales kickoff
  • Provide live in-person coaching to sales reps to ensure trainings are being put into practice; be comfortable providing direct feedback influentially without being authoritative

Ideal candidate will have:

  • Some degree of direct sales experience illustrating high performance and the ability to coach/mentor is ideal, with an interest in enablement/training; prior training or marketing experience a plus.
  • Strong interpersonal skills; people person; coaching and good presentations skills
  • Ability to understand the sales process and ascertain strengths/weaknesses in sellers
  • Ability to work independently and manage distributed teams to metric driven programs
  • Ability to be flexible and pivot quickly when needed
  • Prior experience with sales tools, e.g. Salesforce

Employee Testimonials

Maura Grimes Toast
Maura Grimes
Field Service Coordinator

"Ahh toast is awesome! The people, the culture, the bouncy balls, the crazy customers, the killer POS system, and the incredible talent floating through the air. "

Edmund Korley Toast
Edmund Korley
Software Engineer

"I've been participating in the Toast2Toast mentoring project. As a relatively new engineer at Toast, getting the opportunity to discuss technical (and other) topics with a mentor has been really valuable."

Kendal Austin Toast
Kendal Austin
Sr. Marketing Manager

"I have a degree in Marketing Communications and have worked in B2B technology my entire career. My background ranges from social media to paid programs to product marketing. I heard about Toast from a mentor and was connected with the co-founder on LinkedIn. As the second Marketing hire at Toast, I've had the opportunity to be a generalist as well as a specialist, moving where I was needed as the team grew."

Archie Grace Toast
Archie Grace
Engineering Manager

"I looked at a lot of start-ups during my last job search and Toast was by far the most exciting. It was instantly obvious to me how the product is useful to people and why someone might want to buy it. The proof of that has been in the way we have grown and the excitement we have already generated. However, what really excites me about the company is that I feel like we are just scratching the surface in terms of what we can accomplish. There are SO many untapped opportunities around our product and as we continue to grow, I am excited about being able to explore them more.​"