Retail Sales Enablement Manager, Toast
$85-136k
Point of sale and management system for restaurants
Posted today
Point of sale and management system for restaurants
1001+ employees
Posted today
$85-136k
1001+ employees
Company mission
Toast's mission is to enrich the food experience for all.
Role
Who you are
- 2+ years of direct sales experience with a track record of high performance; prior enablement, training, or marketing experience a plus
- Proven ability to coach, mentor, and provide actionable feedback to sales professionals
- Familiarity with sales methodologies (e.g., Sandler, SPIN, Challenger, MEDDPICC) and demonstrated success in driving adoption
- Strong project management skills with experience creating enablement or training materials
- Excellent communication and presentation skills with the ability to command an audience and influence outcomes
- Data-driven mindset with the ability to analyze performance metrics and identify strengths and areas for improvement in sellers
- Strong decision-making, problem-solving, and execution abilities
- Ability to work independently, manage distributed teams, and pivot quickly in a fast-changing environment
- Systems/Tools proficiency: Salesforce (or similar CRM), Google Sheets, conversational intelligence platforms, and email engagement tools
- Willingness to travel occasionally (roughly 4x/year)
What the job involves
- As a Retail Sales Enablement Manager, you'll partner closely with your enablement peers and cross-functional partners to build and deliver enablement programs that set new hires up to succeed and equip Retail Account Executives with the ongoing training and resources they need to sharpen their sales process and stay a step ahead in an evolving retail industry and competitive landscape
- Create, schedule, deliver, and sustain technical and sales enablement programs that accelerate new hire and ramping AE readiness on sales process, competitive positioning, and retail-segment use cases
- Design and facilitate engaging training experiences, including classroom-style sessions, certifications, role-plays, mock pitches, on-demand learning (Workramp LMS), and occasional onsite events
- Develop and maintain enablement content such as playbooks, cheat sheets, battle cards, frameworks, and sales tool resources
- Partner with cross-functional stakeholders to ensure training programs align with product roadmap, go-to-market priorities, and sales leadership goals
- Translate complex technical concepts into clear, sales-ready messaging that improves AE effectiveness in customer conversations
- Reinforce best practices for sales tools (CRM, demo environments, automation platforms) to maximize AE efficiency
- Support sales leadership in driving performance metrics, ensuring new hire cohorts achieve ramp milestones, sales targets, and OKRs
- Maintain and evolve enablement resources, recurring programs, and training materials to ensure ongoing effectiveness and scalability
Our take
Running a restaurant means managing a stressful set of elements, all needing to work together seamlessly to create a good experience for diners. Toast helps to streamline processes and puts an end to piles of paperwork by providing a platform whereby tableside ordering, menu modifications, labour management, payroll, and more are all housed in one system that can run from a tablet.
Toast offers restaurant-grade hardware and cloud-based, customisable payment solutions to serve clients from startup through to growth phase, as well as a service for established restaurants. By combining all the digital services a restaurant might need, the platform can act as a comprehensive solution for restaurants of any size, saving restaurateurs from having to invest in a range of technologies.
Toast has over 70,000 restaurants on its books, from food trucks to national brands, and its mobile ordering and payment solutions have made it a recognized brand for consumers. The company's IPO in 2021 saw it valued at over $30 billion, and since then, it has added more features to its product suite, including wholesale and catering order tools. Toast has proven its place as an indispensable player in the restaurant space.
Freddie
Company Specialist at Welcome to the Jungle
Insights
28% employee growth in 12 months
Company
Funding (last 2 of 6 rounds)
Feb 2020
$400m
SERIES F
Apr 2019
$250m
SERIES E
Total funding: $899m
Company benefits
- Peer and company recognition programs
- Unlimited Vacation
- Sabbatical opportunity after five years
- Professional Development Reimbursement Program
- Commitment to Employee Wellness through resources such as a quarterly Wellness Stipend
- Various peer and company recognition programs
- 401(k) and matching
- Medical, Dental, & Vision Coverage
- Mental Health Benefits
- Subsidized backup childcare
Company HQ
Fort Point Channel Landmark District, Boston, MA
Leadership
Steve Fredette
(Co-Founder & President)They studied at MIT before co-founding Klick Mobile in 2009 and spending almost 7 years at Endeca. They left their Management role in June 2012 having co-founded Toast in May.
Aman Narang
(Co-Founder & CEO)Having studied Computer Science at MIT, they worked at Endeca for 5 years. They moved from working as Product Manager to work full-time as President of Toast in 2013, having co-founded it the previous year.
Jonathan Grimm
(Co-Founder & CTO)They also studied Computer Science at MIT before working as an Engineer for Endeca for over 4 years. They worked at Oracle for 5 months prior to co-founding Toast in May 2012.
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