Regional Sales Manager - Canada

Field Sales Team Manager ( Retail SaaS )

Toast

After years of building an innovative POS platform for restaurateurs, Toast is expanding its offerings into other food and beverage concepts such as convenience stores, grocery stores, and bottle shops. This role will require a founder’s mindset as we grow Toast’s presence in this new vertical with a new offering: the Toast Retail platform. We are looking for a District Manager to spearhead our Canadian Retail launch – starting by personally selling, shaping the GTM motion, and then building a sales team. Toast offers an all-in-one platform that helps restaurateurs and retailers operate their business, increase sales, engage guests, and keep employees happy.  As a Founding District Manager, you will be one of the first sales leaders of our Canadian Retail Sales team and pivotal to the growth of the Toast brand in Canada. Reporting to the Regional Vice President of Retail Sales, you will help launch our Canadian presence, drive early wins, and then help build and scale the sales team. You’ll work closely with enablement, onboarding, and product teams to understand Retail operators’ unique needs and build solutions that help Retailers thrive. We’re looking for a passionate, entrepreneurial leader to launch and grow the Toast brand in this new market. You will be managing and supporting field based account executives. Candidates must live local to Toronto or be willing to relocate.  A day in the life (Responsibilities)  * Hire, develop, motivate, and manage a quota-achieving sales team * Coach your team on a full cycle sales process. This includes coaching on how to conduct efficient discovery meetings, live demos, and craft a solution proposal that best meets the prospective customer’s needs * Spend time coaching and empowering your team through field visits that include walk-ins, prospecting, trade shows, and local business partnerships to help exceed quotas * Partner and collaborate with peers and parallel teams across the business to ensure that expectations set during the sales process are met in delivery * Strategically utilize Salesforce (our CRM) and other technology to drive productivity, report on forecast deal pipelines, and analyze conversion rates * Accountable for the new business growth across your assigned district   What you’ll need to thrive (Requirements) * 5+ years of sales experience in a sourcing and/or closing role * 3+ years of leadership experience * Proven track record of success * Passionate with the ability to inspire and motivate those around them * Entrepreneurial, self-motivated, creative, and flexible with the ability to perform well under pressure What will help you stand out (Nonessential Skills/Nice to Haves) * Management experience building customer-facing, quota-achieving full cycle sales teams * Experience working in a tech environment * Experience working in a fast-paced, high growth environment * Experience working in a retail environment * Proven track record of creating a winning culture that performs at a high level 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 estimated Total Targeted Cash compensation range for this role is listed below. Total Targeted Cash for this role includes base salary, commission, and bonus (if eligible). This role qualifies for uncapped commissions. The starting salary will be determined based on skills, experience, and geographic location. In addition to cash compensation, our total rewards components include benefits and equity (if eligible). Total Targeted Cash $230,000—$290,000 CAD 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. To learn more: https://careers.toasttab.com/ai-in-hiring 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 Diversity, Equity, and Inclusion is Baked into our Recipe for Success At Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry is one of the most diverse, and we embrace that diversity with authenticity, inclusivity, respect, and humility. By embedding these principles into our culture and design, we create equitable opportunities for all and raise the bar in delivering exceptional experiences. We Thrive Together 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 restaurant community. To learn more about how we work globally and regionally, check out: https://careers.toasttab.com/locations-toast. 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 candidateaccommodations@toasttab.com. ------ For roles in the United States, it is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Retail Sales District Manager

Toast

After years of building an innovative POS platform for restaurateurs, Toast is expanding its offerings into other food and beverage concepts such as convenience stores, grocery stores, and bottle shops. This role will require a founder’s mindset as we grow Toast’s presence in this new vertical with a new offering: the Toast Retail platform. We are looking for a District Manager to spearhead our Canadian Retail launch – starting by personally selling, shaping the GTM motion, and then building a sales team. Toast offers an all-in-one platform that helps restaurateurs and retailers operate their business, increase sales, engage guests, and keep employees happy.  As a Founding District Manager, you will be one of the first sales leaders of our Canadian Retail Sales team and pivotal to the growth of the Toast brand in Canada. Reporting to the Regional Vice President of Retail Sales, you will help launch our Canadian presence, drive early wins, and then help build and scale the sales team. You’ll work closely with enablement, onboarding, and product teams to understand Retail operators’ unique needs and build solutions that help Retailers thrive. We’re looking for a passionate, entrepreneurial leader to launch and grow the Toast brand in this new market. You will be managing and supporting field based account executives. Candidates must live local to Toronto or be willing to relocate.  A day in the life (Responsibilities)  * Hire, develop, motivate, and manage a quota-achieving sales team * Coach your team on a full cycle sales process. This includes coaching on how to conduct efficient discovery meetings, live demos, and craft a solution proposal that best meets the prospective customer’s needs * Spend time coaching and empowering your team through field visits that include walk-ins, prospecting, trade shows, and local business partnerships to help exceed quotas * Partner and collaborate with peers and parallel teams across the business to ensure that expectations set during the sales process are met in delivery * Strategically utilize Salesforce (our CRM) and other technology to drive productivity, report on forecast deal pipelines, and analyze conversion rates * Accountable for the new business growth across your assigned district   What you’ll need to thrive (Requirements) * 5+ years of sales experience in a sourcing and/or closing role * 3+ years of leadership experience * Proven track record of success * Passionate with the ability to inspire and motivate those around them * Entrepreneurial, self-motivated, creative, and flexible with the ability to perform well under pressure What will help you stand out (Nonessential Skills/Nice to Haves) * Management experience building customer-facing, quota-achieving full cycle sales teams * Experience working in a tech environment * Experience working in a fast-paced, high growth environment * Experience working in a retail environment * Proven track record of creating a winning culture that performs at a high level 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 estimated Total Targeted Cash compensation range for this role is listed below. Total Targeted Cash for this role includes base salary, commission, and bonus (if eligible). This role qualifies for uncapped commissions. The starting salary will be determined based on skills, experience, and geographic location. In addition to cash compensation, our total rewards components include benefits and equity (if eligible). Total Targeted Cash $230,000—$290,000 CAD 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. To learn more: https://careers.toasttab.com/ai-in-hiring 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 Diversity, Equity, and Inclusion is Baked into our Recipe for Success At Toast, our employees are our secret ingredient—when they thrive, we thrive. The restaurant industry is one of the most diverse, and we embrace that diversity with authenticity, inclusivity, respect, and humility. By embedding these principles into our culture and design, we create equitable opportunities for all and raise the bar in delivering exceptional experiences. We Thrive Together 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 restaurant community. To learn more about how we work globally and regionally, check out: https://careers.toasttab.com/locations-toast. 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 candidateaccommodations@toasttab.com. ------ For roles in the United States, it is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Marketing Events Manager

Behavox

ABOUT BEHAVOX Behavox is a cloud-native AI company providing an integrated controls platform for global banks, asset managers, hedge funds, private equity firms, insurance businesses, and commodity firms. The platform unifies communications and trade surveillance, compliant archiving, policy management as well as front-office analytics on a single, AI-native technology stack, delivered as a globally scalable SaaS-based cloud service. At Behavox, our engineering culture is built around speed, experimentation, and technical excellence, following agile principles and rapid iteration. We constantly test and adopt the latest cloud technologies and AI tooling, optimising for fast feedback loops and execution. We look for people who can move fast, challenge conventional wisdom, and who want to work at the frontier of modern AI, SaaS platforms, and distributed systems. Behavox is a high-performance organisation with a strong bias toward delivery, ownership, and responsibility. We commit, and we execute. We are building systems that are complex, mission-critical, and global in scale; systems that many consider too large or too difficult. To do that, we seek the smartest, most technically capable engineers and technologists who take end-to-end responsibility and want to win by building what others cannot. Founded in 2014 and backed by SoftBank Vision Fund, Behavox is headquartered in London, with offices worldwide, including New York City, Montreal, Seattle, Singapore, and Tokyo. About the Role As a Marketing Events Manager 3, you will lead the strategy, planning, execution and optimisation of global third-party and company-owned events that drive pipeline growth, accelerate revenue and strengthen brand authority. Reporting to the Head of Marketing Programmes (Events), this role operates with significant autonomy and contributes directly to regional and global marketing strategy. This is not a purely executional position; it requires strong commercial judgement, cross-functional leadership and a clear focus on measurable business impact. You will own the strategic development of Behavox’s event portfolio by researching, evaluating and prioritising industry conferences and sponsorship opportunities aligned to our ideal customer profile and revenue objectives. You will build and manage annual and quarterly event roadmaps tied to pipeline targets, while forecasting and controlling budgets to ensure maximum return on investment. In addition to third-party events, you will design and scale company owned experiences, including executive roundtables, client forums and flagship gatherings. These initiatives will strengthen customer engagement, elevate brand perception and create differentiated market positioning. You will be responsible for building scalable playbooks that ensure repeatable success across regions. This role also serves as a central connector across Marketing, Sales, Product Marketing, Customer Success, Finance, Legal and Leadership. You will align messaging, coordinate activation strategies, manage vendor relationships and ensure seamless execution from pre-event planning through to post-event follow-up. Establishing clear success metrics - including meetings secured, MQLs, SQLs, pipeline influence and revenue attribution - will be critical, as will continuously analysing performance data to refine and optimise strategy. Global travel will be required as necessary to support high-impact initiatives. What You'll Bring * Global B2B event planning and execution within enterprise SaaS, fintech, or high-growth technology environments. * Revenue marketing strategy, including pipeline generation, acceleration, and attribution modelling. * Event operations management, including logistics planning, vendor oversight, and risk mitigation. * Commercial contract negotiation, budget forecasting, and financial management for multi-region initiatives. * Cross-functional stakeholder management within complex, matrixed organisations. What You'll Do * Independently plans and delivers complex global events end-to-end within a team structure, managing timelines, logistics, vendors, and stakeholders. * Develops and executes event strategies aligned to pipeline and revenue targets, ensuring measurable ROI. * Negotiates and manages event and vendor contracts while maintaining budget control and cost efficiency. * Designs and implements structured activation plans (pre-event, on-site, post-event) to maximise pipeline creation and acceleration. * Produces detailed performance reporting and post-event analysis to continuously optimise strategy and execution. What We Offer * The opportunity to work on a global, mission-critical AI platform alongside the best engineers and technologists across multiple geographies. * A role with real ownership and impact, building complex systems at scale in an environment that values speed, experimentation, and technical excellence. * A highly attractive benefits package, including competitive cash compensation, an equity award aligned with long-term value creation, and comprehensive health insurance for employees and their families. * Modern, comfortable offices, with an expectation of working from the office 2 days per week, reflecting our belief in strong in-person collaboration. * A generous time-off policy of 30 days annually, plus public holidays and sick leave, recognising the importance of sustained high performance. About Our Process We take Talent very seriously and we are building a community of extraordinary individuals working together in very high performing teams. We also know that the best Talent always has options so we believe that the process has to be a two way assessment - the company AND the candidate assessing the business needs alignment, the career next step alignment, and the cultural alignment.  During the process we will begin by exploring the core factors regarding salary and location along with core experience and skills and values alignment. We will then deep dive explore the critical technical competencies we have identified for the role, and then we will deep dive in behavioral competencies. The most aligned candidate will then be asked to do a practical work task simulation activity so we can make sure that you will enjoy the kind of work the role requires, and this task will typically be presented and discussed with a group of colleagues and managers. Finally we will ask you to meet with a number of our senior leaders to make sure that you are making the most informed call possible. Please note that: * We want to get to know you and have a genuine conversation, so the use of AI tools or assistance during live interviews is strictly prohibited and will result in immediate disqualification from the process  * Interviews may be recorded for internal review purposes to ensure fairness and enable collaborative hiring discussions within the team.