Toast · 2 hours ago
Senior Manager, Digital Upsell Strategy
United States
Full-time
Remote
Senior Level, Lead/Staff
$136K/yr - $218K/yr
10+ years expToast is a rapidly growing company that’s revolutionizing the way the restaurant industry does business by pairing technology with an extraordinary commitment to customer success. The Digital Strategist is a high-impact growth leader responsible for optimizing the end-to-end digital customer journey across Toast's multi-product platform, directly driving measurable business outcomes.
DeliveryPoint of SaleSaaS
Responsibilities
Own performance targets for eCommerce ARR and the inbound Self-Service MQL / Upsell funnel
Partner closely with Product Managers across Toast Web, Toast Shop, Toast Now, and Toast IQ to embed growth levers natively into core product surfaces
Build and maintain a digital growth roadmap that helps customers easily discover value and select the right Toast products for their needs
Develop seamless end-to-end journeys across discovery, demo request, trial, and eCommerce purchase flows—working hand-in-hand with Analytics, Design, and Engineering
Leverage data, research, and engagement insights to develop hypotheses on how customers discover, try, use, and purchase Toast products—and translate those insights into clear experiments
Define and execute rigorous testing frameworks, including A/B tests and broader growth experiments to improve traffic-to-trial, trial-to-usage, and purchase conversion rates
Influence and align Upsell and Product leadership with compelling performance narratives and clear communication of roadmap priorities and impact
Translate strategy into actionable work by writing clear briefs, user stories, and requirements for Design and Engineering partners
Qualification
Required
10+ years working in digital customer experience, product-led growth, eCommerce, or digital product strategy
Proven success delivering exceptionally seamless and intuitive customer journeys that drive measurable business outcomes
Strong communicator with the ability to influence cross-functionally and translate complex work for non-technical audiences
Demonstrated growth ownership mindset: you identify opportunities, create clarity, and execute end-to-end with autonomy
Experience operating within cross-functional teams including Product, Design, Engineering, and Analytics
Preferred
Experience working in a B2B or B2B2C SaaS environment for a multi-product portfolio company
Prior experience in roles centered around Freemium, Free Trial, or Product-Qualified Lead (PQL) conversion models
Proficiency with product analytics tools (e.g., Amplitude, Heap) and experimentation platforms (e.g., Optimizely, LaunchDarkly)
Experience in high-growth, experimentation-heavy environments
Benefits
Competitive compensation and benefits programs
Cash compensation (overtime, bonus/commissions, if eligible)
Benefits
Equity (if eligible)
Company
Toast
Toast is a point-of-sale and restaurant management platform designed for businesses in the food service and hospitality industry.
1001-5000 employees
H1B Sponsorship
Toast has a track record of offering H1B sponsorships. Please note that this does not
guarantee sponsorship for this specific role. Below presents additional info for your
reference. (Data Powered by US Department of Labor)
Distribution of Different Job Fields Receiving Sponsorship
Represents job field similar to this job
Trends of Total Sponsorships
2025 (26)
2024 (32)
2023 (39)
2022 (66)
2021 (29)
2020 (17)
Funding
Current Stage
Public CompanyTotal Funding
$961.95MKey Investors
12 West CapitalT. Rowe PriceBessemer Venture Partners
2021-09-22IPO
2020-11-23Secondary Market· $60M
2020-02-14Series F· $400M
Leadership Team
Aman Narang
CEO and Co-Founder
Steve Fredette
Co-founder and President
Recent News
The Motley Fool
2025-12-28
techbuzzireland.com
2025-12-21
2025-12-19
Company data provided by crunchbase