Senior Director of Sales Compensation Strategy, Planning and Operations

• 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.
• Toast is driven by building the platform that helps restaurants and businesses adapt, take control, and get back to what they do best: building the businesses they love.

Role Description

• We're seeking a Senior Director of Sales Compensation Strategy, Planning and Operations to lead cross-functional partnerships that create motivating incentive plans and drive growth.
• This leader will maintain a deep understanding of Toast's Go-to-Market strategy and leverage best practices to link corporate strategy with sales behavior.
• This is a high-impact role that will partner across our senior leadership team with the opportunity to drive long-term shareholder value.

A day in the life

(Responsibilities)

• Develop & implement effective and motivating sales commission plans that link corporate strategy with sales behavior, increase sales productivity and drive revenue growth
• Lead & coordinate global efforts for the design, implementation, and continuous improvement of sales compensation plans
• Own both near-term & long-term Sales Compensation roadmaps and drive prioritization with the Steering Committee
• Collaborate across all levels of the organization via cross-functional relationships to ensure sound decision-making and effective implementation
• Continuously analyze sales compensation plan effectiveness in achieving business goals/strategy and performance metrics to ensure alignment with GTM goals
• Lead and develop a team of high-performing compensation professionals

What you'll need to thrive (Requirements)

• Bachelor's degree
• 15+ years of high-tech company experience (SaaS/Cloud model preferred) in commissions
• 8+ years of experience managing a commissions/operations team in a fast-paced environment
• Ability to influence cross functionally across all levels of the organization
• Experience in analyzing sales commission processes and finding automation opportunities
• Comfortable in a fast-paced, dynamic & often ambiguous environment, with the ability to meet multiple deadlines
• Effective project management; highly organized, independent, and self-motivated
• Effective communicator who can take complex logic and scenarios and describe them simply and clearly to all levels of management
• Track record of leading, growing, and developing high-performing teams

Special sauce*

• SaaS or FinTech industry experience
• Strong experience with commission tools (Xactly, Callidus, etc.) with a focus on configuration, plan designs and implementation

AI at Toast

• At Toast, one of our company values is that 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 Total Rewards Philosophy

• 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 .
• The base salary range for this role is listed below.
• The starting salary will be determined based on skills, experience, and geographic location.
• In addition to base salary, our total rewards components include cash compensation (overtime, bonus/commissions if eligible), equity, and benefits.
• You can learn more about how we align pay with local labor markets in our Geographic Pay Zone Philosophy .

Zone A

$248,000 — $397,000 USD

Zone B

$215,000 — $344,000 USD

Zone C

$194,000 — $310,000 USD

• How Toast Uses AI in its Hiring Process
• Throughout the hiring process, our goal is to get to know you.
• We use AI tools to support our recruiters and interviewers with tasks like note-taking, summarization, and documentation of interviews to ensure they can be fully focused on your conversation.
• All hiring decisions are made by people.
• We ask that you complete interviews and assessments on your own, without real-time AI tools, recording, or transcription bots, unless we tell you otherwise in advance.

Our Approach to Hybrid Working

• We embrace a hybrid work model that fosters in-person collaboration while valuing individual needs.
• Our goal is to build a strong culture of connection as we work together to empower the hospitality community, regardless of location.
• Please visit the Locations page on our career site to learn more about our in-office expectations by region: https://careers.toasttab.com/locations-toast
• People Are the Secret Ingredient in Our Recipe for Success
• At Toast, our employees are our secret ingredient—when they thrive, we thrive.
• The restaurant industry brings together people with a wide range of backgrounds, experiences, and perspectives, and we value that same breadth at Toast.
• We strive to build a culture grounded in authenticity, respect, and humility, where every Toaster has a real opportunity to grow, contribute, and do their best work—raising the bar in delivering exceptional experiences for our customers and each other.

Apply today!

• Toast is committed to creating an accessible and inclusive hiring process.
• As part of this commitment, we strive to provide reasonable accommodations for persons with disabilities to enable them to access the hiring process.
• If you need an accommodation to access the job application or interview process, please contact [email protected] .

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