Territory Account Executive, Retail - Cambridge/Somerville

Sumup

Field Sales Executive Location: Regional Field Sales (Your Local Area) Contract Type: Freelance / Self-Employed (Commission-Only) Compensation: Uncapped Upfront Commission + 5-Year Recurring Revenue | OTE £7,000-£10,000+/month Build a Business. Build Wealth. Build it with SumUp. Ready to take on building your own business, backed by one of the world's leading fintech brands? This is just a job, its opportunity to drive your own journey Some people are looking for a salary. Others are looking for freedom. We are looking for entrepreneurs. As a self-employed SumUp Field Sales Partner, you are not taking a job - you are building your own business with the full backing of one of the world's leading fintech brands. You will represent technology trusted by millions of merchants globally, while creating a compounding income stream that is directly linked to your ambition and your closing rate. There are no limits on what you can achieve. For those who fully commit, six-figure earnings are a realistic first-year outcome. Many of our most successful Sales Partners earn £200,000+ per year, and our second-year entrepreneurs are already on the path to building million-pound businesses - driven entirely by the power of recurring residual income. It's not just the top performers seeing exceptional results either; almost half of our Sales Partners are currently generating around £7,000 per month, demonstrating the strength and consistency of the earning opportunity. This isn't just a job - it's an asset that grows year after year.  The Financial Blueprint (Partnership bonuses) We are more than just a card reader, you can build and grow your business across offer one of the most competitive commission structures in the payments technology industry: * Upfront Commission: 50% of the upfront contract value paid immediately upon sign-up (average upfront value per merchant: approx. £500). * Lifetime Residuals: Lifetime Residuals: Earn 25% recurring income from the transaction volume of every merchant you sign, paid monthly for up to 5 years. To support your first 3 months, your residuals are enhanced by up to 3× while you build your portfolio. * Hardware & Software Incentives: Additional direct commission on every card reader sold. * Earnings Benchmark: 40% of our active independent partners consistently earn £7,000+/month. Our top performers are well beyond that. Note: This is a 100% commission-only, self-employed role. There is no basic salary. Your financial outcome is entirely a reflection of your drive, discipline, and sales competence. Your Daily Operation The most successful Sales Partners do not wait for opportunities - they create them. Here is what building your business looks like week to week: * Fearless Prospector: Prospecting a minimum of 30 local SMEs every day through face-to-face visits and outbound outreach - retailers, restaurants, cafes, beauty salons, and beyond. * Consultative Selling: Analysing each merchant's current payment setup, identifying genuine pain points, and presenting SumUp's full ecosystem - payments, POS, and operations - as the superior long-term solution. * Pipeline & Territory Management: Owning your designated territory while recognising you're free to generate business anywhere in the UK. Planning your sales week independently, managing your CRM, and progressing merchants from initial conversation through to hardware installation and onboarding. * Meaningful Conversations: Creating at least three real sales conversations every day and converting them into 3-5 new merchant partnerships every week. * Relationship Building: Becoming the recognised payments expert within your local business community - the person SME owners call first. Consistency creates momentum. Momentum creates freedom. Launch Your Business Properly Every entrepreneur starts somewhere. Your journey begins with a dedicated full-time training week where you will learn everything you need - the product, the pitch, objection handling, CRM, and territory strategy - to build your business with confidence from day one. After that, you are in control of your diary, your pipeline, and your future - with ongoing coaching from experienced field sales leaders who are invested in your success. We also offer appointments to our most committed partners as your relationship with SumUp develops. You will never build alone. SumUp gives you the credibility, technology, product range, and support of one of the world's fastest-growing fintech companies - so you can focus entirely on what matters: winning merchants and building your portfolio. Critical Requirements - Who We Are Looking For This is a high-reward role designed for resilient, self-directed sales professionals. You will only succeed here if you meet the following: * Proven Track Record: Experience in high-rejection, face-to-face or B2B sales environments - field sales, door-to-door, telecoms, energy broking, merchant services, or similar. * The Hunter Mindset: You do not wait for leads. You love the cold approach. You possess advanced objection-handling skills and treat every "no" as data, not defeat. * Financial Resilience: You understand self-employment and have the financial stability to bridge an initial pipeline-building phase before residuals begin compounding. * Self-Discipline: You operate entirely self-directed. You do not need daily management, corporate supervision, or external motivation to show up and perform. * Commercial Awareness: You understand what a recurring revenue asset is worth and can articulate that value to a business owner in plain English. Who This Role is NOT For * Individuals seeking a secure monthly base salary or corporate benefits package. * Account managers who prefer managing existing relationships over new business acquisition. * Candidates looking for a relaxed entry-level position or structured customer service environment. * Anyone who has not operated in a commission-driven, self-generated pipeline role before. Ready to Build Your Own Commercial Portfolio? If you have the drive, the resilience, and the B2B sales experience to back it up - and you want to build something that pays you long after the sale is made - we want to hear from you. Apply now to submit your profile and schedule an introductory call with our partner team. Let's talk numbers. Job Application Tip We recognise that candidates feel they need to meet 100% of the job criteria in order to apply for a job. Please note that this is only a guide. If you don’t tick every box, it’s ok too because it means you have room to learn and develop your career at SumUp.

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.  As a Retail Account Executive, you will be part of a founding team that is transforming the way convenience stores, grocery stores, and bottle shops operate. Using a consultative approach, you will prospect, build relationships, and sign up new accounts. By understanding their unique needs, you will develop a customized solution that helps their business thrive. We need your passion, sales expertise, and entrepreneurial spirit to help us build the Toast brand in an assigned geographic territory. A day in the life (Responsibilities)  * Use a consultative approach to prospect, build relationships, and sign up new convenience stores, grocery stores and bottle shops * Generate lists of prospective convenience stores, grocery stores, and bottle shops and manage the entire sales cycle from initial call to close  * Conduct demos and develop a solution that best meets the prospect’s needs  * Partner with teams across the business to ensure that expectations set during the sales process are met in delivery  * Leverage Salesforce (our CRM) to manage all sales activities  * Understand the competitive landscape and determine how to best position Toast in the market What you’ll need to thrive (Requirements) * An entrepreneurial and feedback-driven mindset * Strong communication, organizational, and presentation skills with the ability to sell and negotiate at all decision-making levels * Proven track record of success in meeting and exceeding goals * Ability to work in a fast-paced, entrepreneurial and team environment * Self-motivated, creative, flexible, and willing to navigate ambiguity Lives in or in proximity to market and willingness to travel 25% or more What will help you stand out (Nonessential Skills/Nice to Haves) * Retail operations experience 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). You can learn more about how we align pay with local labor markets in our Geographic Pay Zone Philosophy. Total Targeted Cash $128,000—$205,000 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. 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.

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.  As a Retail Account Executive, you will be part of a founding team that is transforming the way convenience stores, grocery stores, and bottle shops operate. Using a consultative approach, you will prospect, build relationships, and sign up new accounts. By understanding their unique needs, you will develop a customized solution that helps their business thrive. We need your passion, sales expertise, and entrepreneurial spirit to help us build the Toast brand in an assigned geographic territory. A day in the life (Responsibilities)  * Use a consultative approach to prospect, build relationships, and sign up new convenience stores, grocery stores and bottle shops * Generate lists of prospective convenience stores, grocery stores, and bottle shops and manage the entire sales cycle from initial call to close  * Conduct demos and develop a solution that best meets the prospect’s needs  * Partner with teams across the business to ensure that expectations set during the sales process are met in delivery  * Leverage Salesforce (our CRM) to manage all sales activities  * Understand the competitive landscape and determine how to best position Toast in the market What you’ll need to thrive (Requirements) * An entrepreneurial and feedback-driven mindset * Strong communication, organizational, and presentation skills with the ability to sell and negotiate at all decision-making levels * Proven track record of success in meeting and exceeding goals * Ability to work in a fast-paced, entrepreneurial and team environment * Self-motivated, creative, flexible, and willing to navigate ambiguity Lives in or in proximity to market and willingness to travel 25% or more What will help you stand out (Nonessential Skills/Nice to Haves) * Retail operations experience 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). You can learn more about how we align pay with local labor markets in our Geographic Pay Zone Philosophy. Total Targeted Cash $115,000—$185,000 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. 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.