Director of International Program Management

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. International expansion is a core pillar of Toast’s long-term growth. We have proven our model in Canada, the UK, Ireland, and Australia and we are now looking for a Director of Program Management to lead the charge into our next phase of global scale. You will drive the cross-functional partnerships required to refine our market-entry playbooks and pilot new territories. In this highly visible role, you will have a direct impact on how Toast serves customers in new markets and how our leaders work together. A day in the life (Responsibilities) Standardize operational delivery across existing markets and refine our market entry playbooks, partnering with Sales, Onboarding, Care, RD and Legal to ensure cross-functional alignment and timely execution Master the requirements for every phase of market entry - from analyzing market trends to pinpointing exactly where we’re losing time re-engineering the process to get Toast in front of new customers faster Identify and mitigate any risks to timelines and project completion, making recommendations on how to get project back on track Understand project roadblocks and serve as a connective tissue within the organization to help resolve them, influencing relevant stakeholders Develop project management artifacts, including regular reporting, and align on project KPIs Own the development of materials and communication plans that align internal and external stakeholders, including Toast senior executives Coordinate and prepare recurring updates for senior stakeholders - gathering inputs, aligning cross-functional teams and clearly communicating progress, risks, and asks to drive accountability and transparency What you'll need to thrive (Requirements) Results-driven and highly accountable, with a strong sense of ownership and urgency in driving 0 to 1 projects from strategy through to implementation Proven track record of leading complex business or product launches in non-US markets; deep familiarity with the logistical and regulatory hurdles of global expansion Demonstrated experience influencing successful cross-functional initiatives that delivered outstanding results Comfort working in a fast-paced environment with a willingness to learn new things and tackle a range of challenges as they arise Strong strategic and analytical thinking, with the ability to synthesize complex information, identify critical insights, and shape business decisions that deliver meaningful impact Demonstrated success in partnering with executives - earning trust through strong judgment, clear communication, and consistently high-quality execution on high-stakes projects Strong business acumen and commercial awareness, with the ability to connect operational execution to customer impact and overall business value Customer obsession; you love seeing customers solve their problems with new products 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 ... (truncated, view full listing at source)