We power successful restaurants.
Boston, MA

Learning & Development, Senior Manager

| Greater Boston Area | Remote
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Now, more than ever, the Toast team is committed to our customers. We’re taking steps to help restaurants navigate these unprecedented times with technology, resources, and community. Our focus is on building the restaurant platform that helps restaurants adapt, take control, and get back to what they do best: building the businesses they love. And because our technology is purpose-built for restaurants, by restaurant people, restaurants can trust that we’ll deliver on their needs for today while investing in experiences that will power their restaurant of the future. 

Bready* to make a change?  

Toast’s People Team is continuously growing and changing!  We are looking for an experienced Learning & Development Manager to design, deliver and measure targeted learning programs and experiences across Toast that enable our culture of personal and professional growth. This role is part of the People & Organizational  Development (the POD) team. The POD sits within the People Success team, and designs organizational learning and people development including manager enablement, leadership development, DEI workshops, and coaching, as well as elearning platforms to drive personalized learning experiences. We also partner across the organization to support learning and enablement for talent and performance management, and track analytics to measure impact. These solutions enable and accelerate capability for Toast employees, managers and leaders to scale with the rapid pace of the business.

The ideal candidate is well versed in content design, facilitation, learning technology tools, project management, and is passionate about developing innovative, creative and engaging adult learning experiences in a fast-paced environment. We are looking for someone who will think big, influence and communicate effectively across the org, and have bias for action. They will also ensure diversity and inclusion, and Toast culture and values are ingrained in all learning solutions. Our ideal candidate will be able to partner and collaborate effectively with our Enablement and HR teams as well as with business groups and external partners to create and deliver content. This role is critical to the growth and future of our team and company.

About this roll* (Responsibilities) 

  • Partners with our People team, Enablement functions, and business leaders to diagnose and validate development needs across our organization, and identify targeted learning solutions that support business and people strategy 
  • Leads the design and facilitation of high-quality, effective learning in various delivery formats including on the job, computer/video based and instructor-led learning 
  • Champions a culture of learning, performance, inclusion and enablement across the Toast
  • Develops and incorporates various levels of evaluation to measure the effectiveness and impact of learning solutions
  • Facilitates virtual, blended, and live learning sessions and workshops 
  • Determines the appropriate learning delivery method/s to achieve the desired business outcome
  • Reviews existing training programs for ongoing relevance and continuous improvement opportunities.
  • Provides exemplary internal customer service with professionalism and ownership of learning projects. 

Do you have the right ingredients*? (Requirements)

  • 5+ years of progressive Leadership/OD/OE experience 
  • Extensive experience creating and delivering development programs and courses in multiple modalities, including high-touch, face-to-face and live-online using a variety of technologies
  • Deep knowledge adult learning theories and methodologies, change theories and industry best practices with the ability to apply them to instructional design and learning assessment 
  • Proven ability to influence, excel and lead by example in a fast paced and continuously evolving environment
  • Expert facilitator with strong communication skills in small, large and virtual settings
  • Ability to build and maintain productive business relationships and sponsorship, and provide L&D expertise in a matrix environment
  • Ability to organize and express ideas clearly, concisely and accurately, verbally and in writing
  • Intermediate to expert level experience working with Zoom, Slack, G Suite, Gmail, PowerPoint and LMS system

*Bread puns encouraged but not required


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Where we are

Toast is headquartered in the heart of Fenway. Catch a Sox game, grab a bite, and stroll through one of the trendiest neighborhoods in Boston.

Technology we use

  • Engineering
    • JavaLanguages
    • JavascriptLanguages
    • KotlinLanguages
    • jQueryLibraries
    • ReactLibraries
    • AngularjsLibraries
    • ES6Libraries

What are Toast Perks + Benefits

Toast Benefits Overview

Toast strives to provide competitive compensation and benefits programs that help to attract, retain, and motivate the best and brightest people in our industry. Our total reward package goes beyond great earnings potential and provides the means to a healthy lifestyle with the flexibility to meet our employees’ changing needs.

Volunteer in local community
Partners with Nonprofits
Friends outside of work
Eat lunch together
Intracompany committees
Daily sync
Open door policy
Team owned deliverables
Team based strategic planning
Group brainstorming sessions
Open office floor plan
Dedicated Diversity/Inclusion Staff
Unconscious bias training
Someone's primary function is managing the company’s diversity and inclusion initiatives
Diversity Employee Resource Groups
We have 14 employee resource groups, known as Toast Communities, dedicated to empowering employees.
Hiring Practices that Promote Diversity
Health Insurance & Wellness Benefits
Flexible Spending Account (FSA)
Disability Insurance
Dental Benefits
Vision Benefits
Health Insurance Benefits
Life Insurance
Pet Insurance
Wellness Programs
Team workouts
Mental Health Benefits
Retirement & Stock Options Benefits
401(K) Matching
Company Equity
Performance Bonus
Child Care & Parental Leave Benefits
Child Care Benefits
Generous Parental Leave
Flexible Work Schedule
Remote Work Program
Family Medical Leave
Company sponsored family events
Vacation & Time Off Benefits
Unlimited Vacation Policy
Paid Volunteer Time
Paid Holidays
Paid Sick Days
Perks & Discounts
Beer on Tap
Casual Dress
Commuter Benefits
Company Outings
Game Room
Stocked Kitchen
Happy Hours
Recreational Clubs
Fitness Subsidies
Home Office Stipend for Remote Employees
Professional Development Benefits
Job Training & Conferences
Diversity Program
Lunch and learns
Cross functional training encouraged
Promote from within
Mentorship program
Time allotted for learning
Online course subscriptions available
Customized development tracks

An Insider's view of Toast

How would you describe the company’s work-life balance?

Toast is a pretty special place to work. I really enjoy the collaborative and supportive work culture. Toast goes out of its way to take care of employees through additional days off to flexible hours to peer groups and training.


Senior Engineering Manager

How do you collaborate with other teams in the company?

Being a part of the R&D team, I collaborate closely with cross-functional partners like Product, Design, Quality and Documentation to ensure alignment across the team and ultimately execution. Since joining Toast, I have been stretched both technically and non-technically, grown my career and become a stronger engineer and a more effective leader.


Manager, Software Engineering

How has your career grown since starting at the company?

I began as an Implementation Engineer, moved into instructional design, and now I am in my dream role as a Product Manager. This is afforded because Toast fosters a culture where experts in their domains are eager to give you a masterclass in what they do – you only need to ask and be willing to learn. This is the best perk when working at Toast.

Sean Park

Product Manager

What unique initiatives do you have that encourage innovation?

I love our bi-annual company-wide Hackathons! The mission is to provide all Toasters with the opportunity to innovate on Toast’s products, processes, & culture while fostering new connections between teams and people. I absolutely love seeing Toasters come together; the energy, enthusiasm, & passion for making Toast better is incredibly inspiring!


Senior Director of Product Management

How does the company support your career growth?

When Toast hires you, they immediately invest in you and give you every bit of support to ensure you are not only successful but in the best position for growth. Aside from the great support resources, Toast has a team of some of the smartest people in tech that I've been able to learn from.


Senior District Sales Manager
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