Upside

Meet Upside: We created Upside to transform brick-and-mortar commerce. Our technology uses the sophistication of online retail—profit measurement, attribution, and incrementality—to provide users with more value on their everyday purchases and brick-and-mortar businesses with new, profitable customers. We’ve helped millions of users earn 2 to 3 times more cashback than any other product, and hundreds of thousands of brick-and-mortar businesses earn measurable profit. Billions of dollars in commerce run through the Upside platform every year, and that value goes directly back to our retailer partners, the consumers they serve, and important sustainability initiatives. The Impact You’ll Make: Upside is adding a Strategic Account Manager to lead mid-market and enterprise accounts in our fast-growing grocery vertical. In this role, you’ll gain in-depth knowledge of our product, coordinate with internal teams, and enhance retailer relationships through insightful reporting and exceptional service. Reporting to the Senior Director of Account Management, you'll work with analytics, product, marketing, and operations teams to ensure retailer value and support business growth. What You’ll Do: - Work with our retailers through onboarding to long-term account management, promoting trust and belief throughout their partnership with Upside - Improve retention of accounts through platform education, using customized decks and data in a relevant way to ensure client understanding and growth - Identify and close expansion opportunities and long-term agreement conversions - Predict and address concerns before they lead to churn risk - Lead monthly account reviews with retailer partners, interpreting raw account data to build performance reports, case studies, and white papers - Maintain account health at multiple levels across client businesses, including senior executives of mid-market and enterprise accounts - Collaborate with internal Upside teams, including analytics, product, marketing, and operations, to provide a positive experience for our retailers Competencies You’ll Need: - 10+years of client-facing experience including 7+ years of enterprise experience in technology; Bachelor's degree required - Experience exceeding goals in retention and growth targets - Experience public-speaking and the ability to speak to both formal and casual audiences - Strong analytical skills that will translate analysis into relatable and compelling talking points and stories - Project-management abilities, including timeline management, client communication, and report interpretation - Creative problem solving skills with the ability to diagnose issues while coming up with an array of potential solutions to bring to retails - Experience working with the grocery industry or a two-sided marketplace is a major plus - Ability to travel up to 20% Location: This role offers location flexibility, however, if you’re based in the Washington, D.C., Austin, Chicago, or NYC metropolitan regions, in-office attendance is required on a hybrid basis. Compensation: The U.S. base salary range for this full-time position is $140,000 - $152,000 + commissions + equity + benefits. The final starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. Your recruiter can share more about the specific salary range during the hiring process. #LI-Remote #LI-CO1 Benefits: - Medical, dental, and vision coverage starting on Day 1 - Equity (ISOs) - 401(k) program - Family planning programs + paid parental leave - Physical fitness and wellness memberships - Emotional and mental health support programs - Unlimited PTO + 10 paid federal holidays + our annual, week-long Winter Break - Flexible work environment - Lunch reimbursement for in-office employees - Employee Resource Groups - Learning and Development stipend - Transparent culture - Amazing mission! Diversity and Inclusion: Diversity drives innovation, and our differences make us stronger. We‘re passionate about building a workplace that represents a variety of backgrounds, skills, and perspectives, and we do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Everyone is welcome here! If there's anything we can do to support a disability or special need during your application or interview process, please email accommodations@upside.com. This email is for accessibility accommodations only, it should not be used to submit job applications. Notice To Recruiters And Placement Agencies: This is an in-house search with a dedicated recruiter. Please do not submit resumes to any person or email address at Upside. Upside is not liable for, and will not pay, placement fees for candidates submitted by any party or agency other than its approved recruitment partners.

Meet Upside: We created Upside to transform brick-and-mortar commerce. Our technology uses the sophistication of online retail—profit measurement, attribution, and incrementality—to provide users with more value on their everyday purchases and brick-and-mortar businesses with new, profitable customers. We’ve helped millions of users earn 2 to 3 times more cashback than any other product, and hundreds of thousands of brick-and-mortar businesses earn measurable profit. Billions of dollars in commerce run through the Upside platform every year, and that value goes directly back to our retailer partners, the consumers they serve, and important sustainability initiatives. Meet Upside: We created Upside to transform brick-and-mortar commerce. Our technology uses the sophistication of online retail: profit measurement, attribution, and incrementally to provide users with more value on their everyday purchases and brick-and-mortar businesses with new, profitable customers. We've helped millions of users earn 2 to 3 times more cashback than any other product, and hundreds of thousands of brick-and-mortar businesses earn measurable profit. Billions of dollars in commerce run through the Upside platform every year, and that value goes directly back to our retailer partners, the consumers they serve, and important sustainability initiatives. About the role: We're looking for a Principal Data Engineer to be the technical backbone of our Analytics Engineering team. You'll architect and evolve the data platform that powers Upside's most critical product and business decisions: setting patterns, leading cross-functional workstreams, and raising the bar for how data moves through the company. This is a role for someone who wants real ownership. Our team is small and intentional, our scope is large (~2,000 tables, 100 pipelines), and the work directly shapes product features, ML models, and business outcomes. If you do your best work when the problem is ambiguous and the impact is visible, this is the role for you. Here are some ways you'll drive impact - Lead platform modernization; deprecate legacy workflows, migrate pipelines to scalable patterns, and sharpen our CI/CD and developer experience - Drive infrastructure and FinOps initiatives across Snowflake, Dagster, and dbt; reducing cost, improving governance, and increasing maintainability - Own platform evolution projects like making data consumable by agentic tools and workflows, and improving orchestration across the analytics stack - Design and deliver complex, domain-critical data products used by analysts, data scientists, and product teams to ship features and drive strategy - Architect reusable, extensible patterns for modeling, orchestration, and transformation; balancing flexibility, cost, and long-term maintainability - Lead technical planning across cross-functional teams, breaking down large data initiatives into scoped, sequenced workstreams - Mentor engineers, build internal documentation and tooling, and raise the overall standard for analytics engineering at Upside - Partner with engineering, product, data science, and business stakeholders to deliver end-to-end solutions - Represent Data Engineering in design forums and shape the future roadmap for data at Upside Why You Should Apply This role is a good fit for you if: - You challenge the status quo when it makes the team and business better and use data to make the case - You thrive at the intersection of systems and storytelling; building robust solutions and communicating their purpose so others can act confidently - You build for resilience and scale, and know when to invest in observability, automation, or new infrastructure to reduce toil - You believe quality starts upstream; you champion early testing, validation, and a culture of getting it right before it breaks downstream Ideal Qualifications - 8+ years in data or analytics engineering with a track record of owning complex, business-critical systems end to end - Hands-on experience with AWS; deployments, workload management, cloud infrastructure and the modern data stack (Snowflake, dbt, Dagster, Databricks, Terraform) - A track record of leading platform migrations, deprecations, or upgrades across shared systems; balancing technical risk, continuity, and long-term maintainability - Ability to design secure, reusable patterns for data ingestion, access control, and platform automation and comfort partnering with Infrastructure, Security, and Governance stakeholders - Experience with DevOps practices (CI/CD for data), data governance, or FinOps - Ability to break down ambiguous, cross-functional problems and lead implementation from design to deployment - Clear communication across all audiences; engineers, analysts, product managers, and business leaders - A genuine drive to mentor others, set standards, and leave every system better than you found it Preferred Qualifications - Experience supporting ML workflows; building features or monitoring model inputs and outputs - Background in a fast-growing startup or on platform-style teams that serve internal customers Engineering Culture: We want our engineers to have the time and support to grow in their craft and contribute meaningfully to impactful technical decisions. Engineers are encouraged to focus deeply on their work, collaborate effectively with team members, and continuously develop their skills. Teams are thoughtfully staffed to create a dynamic and diverse environment that enhances learning and innovation. Location: Remote Compensation: The US base salary range for this full-time position is $215,000 - $250,000 + equity + benefits. The final starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. Your recruiter can share more about the specific salary range during the hiring process. Benefits: - Medical, dental, and vision coverage starting on Day 1 - Equity (ISOs) - 401(k) program - Family planning programs + paid parental leave - Physical fitness and wellness memberships - Emotional and mental health support programs - Unlimited PTO + 10 paid federal holidays + our annual, week-long Winter Break - Flexible work environment - Lunch reimbursement for in-office employees - Employee Resource Groups - Learning and Development stipend - Transparent culture - Amazing mission! Diversity and Inclusion: Diversity drives innovation, and our differences make us stronger. We‘re passionate about building a workplace that represents a variety of backgrounds, skills, and perspectives, and we do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Everyone is welcome here! If there's anything we can do to support a disability or special need during your application or interview process, please email accommodations@upside.com. This email is for accessibility accommodations only, it should not be used to submit job applications. Notice To Recruiters And Placement Agencies: This is an in-house search with a dedicated recruiter. Please do not submit resumes to any person or email address at Upside. Upside is not liable for, and will not pay, placement fees for candidates submitted by any party or agency other than its approved recruitment partners.

Meet Upside: We created Upside to transform brick-and-mortar commerce. Our technology uses the sophistication of online retail—profit measurement, attribution, and incrementality—to provide users with more value on their everyday purchases and brick-and-mortar businesses with new, profitable customers. We’ve helped millions of users earn 2 to 3 times more cashback than any other product, and hundreds of thousands of brick-and-mortar businesses earn measurable profit. Billions of dollars in commerce run through the Upside platform every year, and that value goes directly back to our retailer partners, the consumers they serve, and important sustainability initiatives. Meet the Restaurant Sales Team The Restaurant Sales team supports Upside’s fastest-growing vertical. Expansion into the restaurant vertical is critical to our growth strategy, new market launch plans, and product development. This role reports to our Director, Mid-Market Sales. The Impact You'll Make: - Identify and close new growth opportunities with large restaurant franchisees and brands across the U.S. - Develop a knowledge of prospective clients in order to tailor the Upside sales approach for maximum efficiency - Implement a strategy to gain access to prospective clients to better compress the sales cycle - Collaborate with internal Upside teams, including Product Marketing and Operations, to ensure a consistent and positive experience for new merchants - Maintain deep understanding of Upside’s unique features and demonstrate their value to new customers - Work in a fast-paced, evolving environment, while delivering elite results and continuously challenging yourself Competencies You'll Need: - 10+ years in a full sales cycle role, with 5+ years of SaaS sales experience - Outstanding interpersonal and communication skills, with experience communicating across all levels of an enterprise organization (including but not limited to both formal and casual audiences) - Strong analytical skills, with the ability to translate analysis into relatable and compelling talking points and stories - Sophisticated consultative sales skills, with the ability to interpret client needs and translate them into customized and beneficial solutions - Ability to manage multiple projects/opportunities and deliver results in a fast-paced environment working within time constraints - Ability to work effectively in a highly-collaborative environment with a combination of onsite and remote team members - Self-starter mentality with a strong ability to take initiative and problem solve - Successful track record of achieving/exceeding quotas - Experience operating sales technology tools (e.g. Salesforce, Outreach, Gong), as well as Google-Suite and Microsoft Office - Willingness to travel up to 50% - Bachelor’s degree required Location: This role offers location flexibility, however, if you’re based in the Washington, D.C., Austin, Chicago, or NYC metropolitan regions, in-office attendance is required on a hybrid basis. Compensation: The U.S. base salary range for this full-time position is $159,000 - $190,000 + commission + equity + benefits. The final starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. Your recruiter can share more about the specific salary range during the hiring process. #LI-Remote #LI-CO1 Benefits: - Medical, dental, and vision coverage starting on Day 1 - Equity (ISOs) - 401(k) program - Family planning programs + paid parental leave - Physical fitness and wellness memberships - Emotional and mental health support programs - Unlimited PTO + 10 paid federal holidays + our annual, week-long Winter Break - Flexible work environment - Lunch reimbursement for in-office employees - Employee Resource Groups - Learning and Development stipend - Transparent culture - Amazing mission! Diversity and Inclusion: Diversity drives innovation, and our differences make us stronger. We‘re passionate about building a workplace that represents a variety of backgrounds, skills, and perspectives, and we do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Everyone is welcome here! If there's anything we can do to support a disability or special need during your application or interview process, please email accommodations@upside.com. This email is for accessibility accommodations only, it should not be used to submit job applications. Notice To Recruiters And Placement Agencies: This is an in-house search with a dedicated recruiter. Please do not submit resumes to any person or email address at Upside. Upside is not liable for, and will not pay, placement fees for candidates submitted by any party or agency other than its approved recruitment partners.

Meet Upside: We created Upside to transform brick-and-mortar commerce. Our technology uses the sophistication of online retail—profit measurement, attribution, and incrementality—to provide users with more value on their everyday purchases and brick-and-mortar businesses with new, profitable customers. We’ve helped millions of users earn 2 to 3 times more cashback than any other product, and hundreds of thousands of brick-and-mortar businesses earn measurable profit. Billions of dollars in commerce run through the Upside platform every year, and that value goes directly back to our retailer partners, the consumers they serve, and important sustainability initiatives. The Impact You’ll Make: As Senior Marketing Systems Manager, you will own the tools and infrastructure that power Upside's marketing and SDR motion. From managing our marketing automation and sales engagement platforms to ensuring clean data flows into Salesforce, you'll be the systems partner that keeps our top-of-funnel running at full speed. This role requires someone who can operate autonomously, balance production support with strategic initiatives, and bring strong judgment to decisions about tooling, configuration, and process design. Reporting to the Senior Director, Revenue Operations, you'll work closely with Marketing, Sales Development, and the Salesforce Administration team to ensure our technology ecosystem supports pipeline generation and commercial growth. Core Responsibilities - Own the day-to-day administration, configuration, and optimization of Upside's marketing and SDR technology stack including: HubSpot, Outreach, Gong, ZoomInfo, Clay and adjacent tools. - Serve as the primary systems partner for B2B Marketing and Sales Development, translating business requirements into scalable, well-documented platform configurations and workflows. - Collaborate closely with the Salesforce Administration team to ensure seamless data flow, data model alignment, and reliable lead / contact routing between marketing systems and our CRM. - Deliver production support by troubleshooting, prioritizing, and resolving issues raised by end users across marketing and SDR platforms, with a focus on root-cause resolution. - Support program management for the marketing systems domain, including roadmap definition, backlog grooming, and delivery planning in partnership with business stakeholders. - Support Upside's GTM AI adoption initiatives by identifying automation and AI augmentation opportunities within the marketing and SDR stack. - Design and implement automation across the stack to reduce manual work, improve conversion rates, and support campaign execution at scale. - Stay current on platform releases, new features, and emerging tools and proactively identifying opportunities to extract more value from existing investments and evaluating new tools as needs arise. - Partner with Data Governance to operationalize data management standards, ensure compliance, and maintain a clean, trustworthy system of record. - Manage vendor relationships to ensure Upside is maximizing ROI on platform investments and getting appropriate levels of support. What You Should Have: - 5+ years of experience in marketing operations, marketing systems, or a closely related GTM systems role. - Deep hands-on expertise with marketing automation and sales engagement platforms. - Strong understanding of Salesforce Sales Cloud, automation tools, and data model design. - Comfort operating in an environment where AI tooling is evolving rapidly. - Proven experience gathering business requirements and translating them into well-architected system solutions. - Strong production support mindset, with the ability to balance urgent issues against longer-term platform improvements. - Demonstrated ability to operate independently, manage multiple priorities, and exercise sound judgment - Excellent communication and collaboration skills, with the ability to influence without authority and partner across functions. Location: This hybrid role is based in our Austin, Chicago, DC, or NYC office. In-office attendance is required on Monday, Tuesday, and Thursday, and may increase based on project-based needs and changes to Upside’s in-office policy over time. Compensation: The U.S. base salary range for this full-time position is $127,000 - $160,000 + equity + benefits. The final starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. Your recruiter can share more about the specific salary range during the hiring process. #LI-Hybrid #LI-CO1 Benefits: - Medical, dental, and vision coverage starting on Day 1 - Equity (ISOs) - 401(k) program - Family planning programs + paid parental leave - Physical fitness and wellness memberships - Emotional and mental health support programs - Unlimited PTO + 10 paid federal holidays + our annual, week-long Winter Break - Flexible work environment - Lunch reimbursement for in-office employees - Employee Resource Groups - Learning and Development stipend - Transparent culture - Amazing mission! Diversity and Inclusion: Diversity drives innovation, and our differences make us stronger. We‘re passionate about building a workplace that represents a variety of backgrounds, skills, and perspectives, and we do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Everyone is welcome here! If there's anything we can do to support a disability or special need during your application or interview process, please email accommodations@upside.com. This email is for accessibility accommodations only, it should not be used to submit job applications. Notice To Recruiters And Placement Agencies: This is an in-house search with a dedicated recruiter. Please do not submit resumes to any person or email address at Upside. Upside is not liable for, and will not pay, placement fees for candidates submitted by any party or agency other than its approved recruitment partners.

Meet Upside: We created Upside to transform brick-and-mortar commerce. Our technology uses the sophistication of online retail—profit measurement, attribution, and incrementality—to provide users with more value on their everyday purchases and brick-and-mortar businesses with new, profitable customers. We’ve helped millions of users earn 2 to 3 times more cashback than any other product, and hundreds of thousands of brick-and-mortar businesses earn measurable profit. Billions of dollars in commerce run through the Upside platform every year, and that value goes directly back to our retailer partners, the consumers they serve, and important sustainability initiatives. Meet the Restaurant Sales Team The Restaurant Sales team supports Upside’s fastest growing vertical, specifically targeting franchisees of well-known QSR brands. Expansion into the restaurant vertical is critical to our growth strategy, new market launch plans, and product development. This role reports to our Director, Mid-Market Sales. The Impact You'll Make: - Identify and close new growth opportunities with large restaurant franchisees across the U.S. - Develop a knowledge of prospective clients in order to tailor the Upside sales approach for maximum efficiency - Implement a strategy to gain access to prospective clients to better compress the sales cycle - Collaborate with internal Upside teams, including Product Marketing and Operations, to ensure a consistent and positive experience for new merchants - Maintain deep understanding of Upside’s unique features and demonstrate their value to new customers - Work in a fast-paced, evolving environment, while delivering elite results and continuously challenging yourself Competencies You'll Need: - 4+ years in a full sales cycle role, with 2+ years of enterprise and/or technology experience - Outstanding interpersonal and communication skills, with experience communicating across all levels of an enterprise organization (including but not limited to both formal and casual audiences) - Strong analytical skills, with the ability to translate analysis into relatable and compelling talking points and stories - Sophisticated consultative sales skills, with the ability to interpret client needs and translate them into customized and beneficial solutions - Ability to manage multiple projects/opportunities and deliver results in a fast-paced environment working within time constraints - Ability to work effectively in a highly-collaborative environment with a combination of onsite and remote team members - Self-starter mentality with a strong ability to take initiative and problem solve - Successful track record of achieving/exceeding quotas - Experience operating sales technology tools (e.g. Salesforce, Outreach, Gong), as well as Google-Suite and Microsoft Office - Willingness to travel up to 50% - Bachelor’s degree required Location: This role offers location flexibility, however, if you’re based in the Washington, D.C., Austin, Chicago, or NYC metropolitan regions, in-office attendance is required on a hybrid basis. Compensation: The U.S. base salary range for this full-time position is $115,000 - $140,000 + commission + equity + benefits. The final starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. Your recruiter can share more about the specific salary range during the hiring process. Benefits: - Medical, dental, and vision coverage starting on Day 1 - Equity (ISOs) - 401(k) program - Family planning programs + paid parental leave - Physical fitness and wellness memberships - Emotional and mental health support programs - Unlimited PTO + 10 paid federal holidays + our annual, week-long Winter Break - Flexible work environment - Lunch reimbursement for in-office employees - Employee Resource Groups - Learning and Development stipend - Transparent culture - Amazing mission! Diversity and Inclusion: Diversity drives innovation, and our differences make us stronger. We‘re passionate about building a workplace that represents a variety of backgrounds, skills, and perspectives, and we do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Everyone is welcome here! If there's anything we can do to support a disability or special need during your application or interview process, please email accommodations@upside.com. This email is for accessibility accommodations only, it should not be used to submit job applications. Notice To Recruiters And Placement Agencies: This is an in-house search with a dedicated recruiter. Please do not submit resumes to any person or email address at Upside. Upside is not liable for, and will not pay, placement fees for candidates submitted by any party or agency other than its approved recruitment partners.

Meet Upside: We created Upside to transform brick-and-mortar commerce. Our technology uses the sophistication of online retail—profit measurement, attribution, and incrementality—to provide users with more value on their everyday purchases and brick-and-mortar businesses with new, profitable customers. We’ve helped millions of users earn 2 to 3 times more cashback than any other product, and hundreds of thousands of brick-and-mortar businesses earn measurable profit. Billions of dollars in commerce run through the Upside platform every year, and that value goes directly back to our retailer partners, the consumers they serve, and important sustainability initiatives. About the Role We’re bringing together our payroll and benefits functions into a single, high-impact role - and we’re looking for someone who’s excited to help shape and strengthen how we support our employees! Reporting to the Senior Director of Total Rewards, the Benefits & Payroll Lead will play a key role on our People Team. You’ll ensure our payroll and benefits programs run smoothly, stay compliant, and are easy for employees to understand and trust. You’ll be a go-to partner for employees and a driver of operational excellence - both in the day-to-day details and in improving how our systems scale over time. This is a great opportunity to take ownership and help shape how these programs evolve as we grow. Payroll - Manage and execute end-to-end semi-monthly payroll for 250+ U.S.-based employees across 30 states, ensuring accuracy in earnings, deductions, and taxes - Handle regular and off-cycle payroll, including bonuses, equity, terminations, and other complex scenarios - Own payroll tax compliance across federal, state, and local jurisdictions, including filings, reconciliations, audits, and resolution of tax notices - Lead 401(k) audits and workers’ compensation filings - Oversee quarterly and annual filings (e.g., 941s, FUTA, SUTA) and ensure timely reporting - Partner with Finance on payroll accounting, accruals, journal entries, and close processes - Maintain strong internal controls and documentation to support compliance and audit readiness - Continuously improve payroll workflows, systems configuration, and data integrity - Support and resolve complex payroll questions and issues Benefits - Oversee the administration of health, retirement, leave, and ancillary benefit programs - Lead Open Enrollment planning and execution, including vendor coordination and employee communications - Ensure compliance with ERISA, ACA, COBRA, HIPAA, and applicable regulations - Manage relationships with brokers and third-party administrators to maintain high service quality - Monitor regulatory changes and implement updates as needed - Continuously improve benefits workflows, system configuration, and data integrity - Support and resolve complex benefits-related questions How You Work / What Sets You Apart - Consistent delivery with measurable impact. You reliably execute on critical processes and continuously improve them, using data to identify opportunities and track outcomes. - Effective stakeholder partnership. You build strong, trusted relationships across teams (especially Finance and People), and collaborate to solve problems and drive alignment. - Operational discipline. You bring structure, organization, and rigor to your work, with a focus on accuracy, documentation, and scalable processes. - Sound judgment. You make thoughtful decisions, especially when navigating ambiguity, risk, or sensitive situations. - Clear communication and influence. You explain complex topics in a way that’s easy to understand and can effectively guide decisions across a range of audiences. What You Bring - 8+ years of hands-on experience in payroll and benefits administration in a multi-state environment - Experience in independently running payroll operations end-to-end - Strong knowledge of U.S. payroll tax regulations and benefits compliance - Strong analytical and problem-solving skills - High attention to detail and a commitment to accuracy - Ability to communicate complex information clearly to a wide range of audiences - Sound judgment and discretion when handling sensitive employee data - Experience with HRIS and payroll systems (e.g., BambooHR) - CPP, CEBS, or similar certifications are a plus Location: This hybrid role can be based in either our DC or NYC office. In-office attendance is required on Monday, Tuesday, and Thursday, and may increase based on project-based needs and changes to Upside’s in-office policy over time. Compensation: The U.S. base salary range for this full-time position is $153,000 - $183,000 + equity + benefits. The final starting pay will be determined based on work location, job-related skills, experience, qualifications, and market conditions. Your recruiter can share more about the specific salary range during the hiring process. #LI-Hybrid #LI-LR1 Benefits: - Medical, dental, and vision coverage starting on Day 1 - Equity (ISOs) - 401(k) program - Family planning programs + paid parental leave - Physical fitness and wellness memberships - Emotional and mental health support programs - Unlimited PTO + 10 paid federal holidays + our annual, week-long Winter Break - Flexible work environment - Lunch reimbursement for in-office employees - Employee Resource Groups - Learning and Development stipend - Transparent culture - Amazing mission! Diversity and Inclusion: Diversity drives innovation, and our differences make us stronger. We‘re passionate about building a workplace that represents a variety of backgrounds, skills, and perspectives, and we do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Everyone is welcome here! If there's anything we can do to support a disability or special need during your application or interview process, please email accommodations@upside.com. This email is for accessibility accommodations only, it should not be used to submit job applications. Notice To Recruiters And Placement Agencies: This is an in-house search with a dedicated recruiter. Please do not submit resumes to any person or email address at Upside. Upside is not liable for, and will not pay, placement fees for candidates submitted by any party or agency other than its approved recruitment partners.

Meet Upside: We created Upside to transform brick-and-mortar commerce. Our technology uses the sophistication of online retail—profit measurement, attribution, and incrementality—to provide users with more value on their everyday purchases and brick-and-mortar businesses with new, profitable customers. We’ve helped millions of users earn 2 to 3 times more cashback than any other product, and hundreds of thousands of brick-and-mortar businesses earn measurable profit. Billions of dollars in commerce run through the Upside platform every year, and that value goes directly back to our retailer partners, the consumers they serve, and important sustainability initiatives. The Impact You'll Make: As the Senior Revenue Analytics Manager, you will be responsible for providing analytics and insights to our GTM teams and their partners, including B2B Partnerships, B2B Marketing, Sales, Account Management, Enablement, Finance, and HR. You will report into the Manager, Revenue Analytics, with dotted-line responsibilities tied to our Incentive Compensation Principal and our Revenue Operations Principal. - Work closely with go-to-market leadership and other Planning & Analytics team members to deliver actionable insights, inform strategy, and drive decision-making. - Own analytics projects end-to-end across the full data lifecycle, including source system data definition, transformation and modeling, analysis, and insight generation. - Support the forecasting process and its effectiveness across Sales and Accounts - leverage existing forecasting models to deliver weekly revenue and bookings forecasts in a clear, repeatable format. - Own analytical support and act as the “first line of defense” for reporting needs for various functional areas, such as Partnerships, SMB and Enablement. - Maintain, update, and develop dashboards in Looker and Salesforce to facilitate the day-to-day activities of customer-facing teams. For example, tracking our meeting-to-opportunity conversion ratio and establishing benchmarks for weekly meeting volume per salesperson. - Use data analysis and storytelling to generate actionable insights for our customer-facing teams. Develop relationships with customer-facing team members to better anticipate their needs. - Provide pre-sales account performance estimates for the Restaurant and Grocery verticals, managing requests in a timely and accurate manner. - Analyze funnel performance, sales productivity, and pipeline health to identify opportunities to improve revenue organization efficiency and inform strategic decisions. - Contribute to the evolution of our forecasting models, to increase their ease of use, sophistication, and accuracy. - Support annual and quarterly planning efforts for the RGTM org as needed, especially providing reports that help sales and accounts managers design their books of business equitably. - Partner with the Rev Ops team to design processes and data capture that deliver the analytics needed with Salesforce and in other BI tools, deriving from Salesforce data. - Contribute to the direction of the Revenue Analytics function by helping define core metrics, analytical priorities, and scalable reporting frameworks. Competencies You Have: - 5+ yrs of professional experience in business analytics including projects within a GTM / Revenue organization - Proficiency building reports and dashboards in Looker or similar BI tool - Basic knowledge of Salesforce and its reporting capabilities - Expert-level knowledge of Google Sheets / Excel - Strong SQL skills - Experience building and evaluating statistical or machine learning models (e.g., regression, classification, tree-based methods) for business applications such as forecasting, churn prediction, or customer lifetime value modeling - Proficiency in Python, R, or similar tools for data analysis and modeling (e.g., pandas, scikit-learn, statsmodels), including working with large datasets beyond spreadsheet-based analysis - Strong business intuition and ability to translate complex data into clear, actionable insights for business leadership - Excellent stakeholder communication skills, with experience partnering with cross-functional B2B go-to-market teams to inform key business decisions - Banking or consulting experience is welcome - Start-up / scale-up experience - Comfort in a fast-paced environment Location: This hybrid role is required to work onsite at our Austin, Chicago, DC or NYC office three days/week. Compensation: The U.S. base salary range for this full-time position is $127,000 - $160,000 + equity + benefits. The final starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. Your recruiter can share more about the specific salary range during the hiring process. Benefits: - Medical, dental, and vision coverage starting on Day 1 - Equity (ISOs) - 401(k) program - Family planning programs + paid parental leave - Physical fitness and wellness memberships - Emotional and mental health support programs - Unlimited PTO + 10 paid federal holidays + our annual, week-long Winter Break - Flexible work environment - Lunch reimbursement for in-office employees - Employee Resource Groups - Learning and Development stipend - Transparent culture - Amazing mission! Diversity and Inclusion: Diversity drives innovation, and our differences make us stronger. We‘re passionate about building a workplace that represents a variety of backgrounds, skills, and perspectives, and we do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Everyone is welcome here! If there's anything we can do to support a disability or special need during your application or interview process, please email accommodations@upside.com. This email is for accessibility accommodations only, it should not be used to submit job applications. Notice To Recruiters And Placement Agencies: This is an in-house search with a dedicated recruiter. Please do not submit resumes to any person or email address at Upside. Upside is not liable for, and will not pay, placement fees for candidates submitted by any party or agency other than its approved recruitment partners.

Meet Upside: We created Upside to transform brick-and-mortar commerce. Our technology uses the sophistication of online retail—profit measurement, attribution, and incrementality—to provide users with more value on their everyday purchases and brick-and-mortar businesses with new, profitable customers. We’ve helped millions of users earn 2 to 3 times more cashback than any other product, and hundreds of thousands of brick-and-mortar businesses earn measurable profit. Billions of dollars in commerce run through the Upside platform every year, and that value goes directly back to our retailer partners, the consumers they serve, and important sustainability initiatives. The Impact You'll Make: You’ll help shape the teams building Upside’s product by leading full-lifecycle recruiting for B2C technology roles. By combining deep knowledge of the tech talent market with strong relationship-building and thoughtful sourcing strategies, you’ll identify and attract exceptional candidates. Your work will help Upside scale quickly while maintaining a high bar for talent in an evolving and competitive hiring landscape. What You’ll Do: - Lead full-lifecycle recruiting end-to-end. Guide role launch, sourcing, interview coordination, debrief discussions, offer approvals, and closing across multiple job families and levels. - Create clarity from the start. Facilitate thoughtful intake conversations, align on success profiles and leveling, and ensure interview plans and evaluation criteria are clear, consistent, and grounded in what the team truly needs. - Build and sustain strong pipelines. Execute multi-channel sourcing strategies and actively manage funnel health, pacing, and offer acceptance rates. Adjust quickly when signals are mixed or priorities evolve. - Maintain a disciplined, candidate-centered process. Keep stages progressing, ensure timely feedback, schedule pre-briefs and debriefs, and uphold strong documentation and ATS hygiene while preserving a positive candidate experience. - Design scalable recruiting systems. Develop templates, playbooks, scorecard standards, and interviewer enablement resources that make hiring more consistent and easier to execute across teams. - Represent Upside with warmth and professionalism. Communicate clearly, follow through reliably, and create a candidate experience that reflects our values and standards. Competencies You'll Need: - 10+ years of full-lifecycle recruiting experience across multiple technical functions, including Engineering, Product, and Data/Analytics, in fast-paced, high-growth environments. - Consistent delivery with measurable impact. Track record of improving speed, funnel conversion, slate quality, and offer acceptance through strong execution and thoughtful systems improvements. - Strong sourcing expertise. Experience building pipelines across channels, engaging passive talent, and tailoring outreach and value propositions to different audiences. - Effective stakeholder partnership. Trusted collaborator to Hiring Managers and cross-functional leaders, able to create clarity, uphold standards, and support timely decisions. - Operational discipline. Skilled at running structured workflows from launch through close, maintaining timelines, and ensuring strong documentation and ATS practices. - Sound judgment. Balances structure and flexibility, escalates thoughtfully, and uses both data and experience to guide decisions. - Clear communication and influence. Communicates effectively in writing and conversation, manages candidates with care, and supports leaders through tradeoffs and closing strategy. - Collaborative and team-oriented. Builds trust quickly, shares context openly, offers support proactively, and contributes to a positive, accountable team environment where everyone can do their best work. Location: This hybrid role is based in our DC office. In-office attendance is required on Monday, Tuesday, and Thursday, and may increase based on project-based needs and changes to Upside’s in-office policy over time. Compensation: The U.S. base salary range for this full-time position is $140,000 - $160,000 + equity + benefits. The final starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. Your recruiter can share more about the specific salary range during the hiring process. #LI-Hybrid #LI-LR1 Benefits: - Medical, dental, and vision coverage starting on Day 1 - Equity (ISOs) - 401(k) program - Family planning programs + paid parental leave - Physical fitness and wellness memberships - Emotional and mental health support programs - Unlimited PTO + 10 paid federal holidays + our annual, week-long Winter Break - Flexible work environment - Lunch reimbursement for in-office employees - Employee Resource Groups - Learning and Development stipend - Transparent culture - Amazing mission! Diversity and Inclusion: Diversity drives innovation, and our differences make us stronger. We‘re passionate about building a workplace that represents a variety of backgrounds, skills, and perspectives, and we do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Everyone is welcome here! If there's anything we can do to support a disability or special need during your application or interview process, please email accommodations@upside.com. This email is for accessibility accommodations only, it should not be used to submit job applications. Notice To Recruiters And Placement Agencies: This is an in-house search with a dedicated recruiter. Please do not submit resumes to any person or email address at Upside. Upside is not liable for, and will not pay, placement fees for candidates submitted by any party or agency other than its approved recruitment partners.

Meet Upside: We created Upside to transform brick-and-mortar commerce. Our technology uses the sophistication of online retail—profit measurement, attribution, and incrementality—to provide users with more value on their everyday purchases and brick-and-mortar businesses with new, profitable customers. We’ve helped millions of users earn 2 to 3 times more cashback than any other product, and hundreds of thousands of brick-and-mortar businesses earn measurable profit. Billions of dollars in commerce run through the Upside platform every year, and that value goes directly back to our retailer partners, the consumers they serve, and important sustainability initiatives. The Impact You'll Make: As a Senior HR Business Partner at Upside, you will support multiple client groups and partner closely with people managers to drive strong employee experiences and business outcomes. You will focus on manager-level and team-level partnership while contributing to broader People & Workplace initiatives that help Upside scale. This role is ideal for someone who enjoys being hands-on, thrives in a fast-paced environment, and wants to grow their impact as a strategic people partner. What you’ll do - Partner with people managers across multiple client groups, such as Engineering and Retail Go-To-Market, to support day-to-day people needs and deliver consistent, high-quality HR support. - Provide coaching and guidance to managers on performance management, employee development, engagement, and team efficiency. - Support and implement people programs and processes, including performance reviews, talent discussions, and employee development initiatives. - Analyze people data and trends to find opportunities and recommend practical, actionable solutions. - Serve as a trusted point of contact for employees, encouraging open communication and reinforcing Upside’s culture and core values. - Manage employee relations matters with fairness, discretion, and partnership with senior HR leaders as appropriate. - Support organizational change initiatives and evolving team needs in a scaling company. - Partner cross-functionally within the People & Workplace team to deploy programs, policies, and tools. - Escalate and collaborate with the Sr. Principal HRBP on complex or sensitive matters involving senior leaders or broader organizational impact. - Contribute to building and maintaining a respectful, inclusive, and safe work environment. Competencies You'll Need: - Bachelor’s degree in Human Resources, Business Administration, or a related field, or equivalent practical experience. - 5+ years of experience in an HR Business Partner or comparable HR role in a fast-paced, high-growth environment. - Working Knowledge of employment laws and HR best practices, with the ability to apply them thoughtfully and consistently. - Experience supporting people managers and employees across a variety of teams or functions. - Strong organizational skills and the ability to manage multiple priorities independently. - Comfort operating in ambiguity and adapting as business needs evolve. - Ability to balance empathy with sound judgment and discretion. - Strong communication and relationship-building skills across all levels of the organization. - A hands-on mentality with a bias for action and continuous improvement. - Willingness to travel occasionally, as needed. Location: This hybrid role is based in either our DC or NYC office. In-office attendance is required on Monday, Tuesday, and Thursday, and may increase based on project-based needs and changes to Upside’s in-office policy over time. Compensation: The U.S. base salary range for this full-time position is $127,000 - $160,000 + equity + benefits. The final starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. Your recruiter can share more about the specific salary range during the hiring process. #LI-Hybrid #LI-LR1 Benefits: - Medical, dental, and vision coverage starting on Day 1 - Equity (ISOs) - 401(k) program - Family planning programs + paid parental leave - Physical fitness and wellness memberships - Emotional and mental health support programs - Unlimited PTO + 10 paid federal holidays + our annual, week-long Winter Break - Flexible work environment - Lunch reimbursement for in-office employees - Employee Resource Groups - Learning and Development stipend - Transparent culture - Amazing mission! Diversity and Inclusion: Diversity drives innovation, and our differences make us stronger. We‘re passionate about building a workplace that represents a variety of backgrounds, skills, and perspectives, and we do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Everyone is welcome here! If there's anything we can do to support a disability or special need during your application or interview process, please email accommodations@upside.com. This email is for accessibility accommodations only, it should not be used to submit job applications. Notice To Recruiters And Placement Agencies: This is an in-house search with a dedicated recruiter. Please do not submit resumes to any person or email address at Upside. Upside is not liable for, and will not pay, placement fees for candidates submitted by any party or agency other than its approved recruitment partners.

Meet Upside: We created Upside to transform brick-and-mortar commerce. Our technology uses the sophistication of online retail—profit measurement, attribution, and incrementality—to provide users with more value on their everyday purchases and brick-and-mortar businesses with new, profitable customers. We’ve helped millions of users earn 2 to 3 times more cashback than any other product, and hundreds of thousands of brick-and-mortar businesses earn measurable profit. Billions of dollars in commerce run through the Upside platform every year, and that value goes directly back to our retailer partners, the consumers they serve, and important sustainability initiatives. About the role: We're looking for an Infrastructure Engineer to join the Platform Infrastructure team at Upside. This team builds and supports the systems that power how engineering teams develop, deploy, and operate software—from cloud infrastructure to CI/CD, observability, and security automation. In this role, you’ll work closely with product and security engineers to deliver infrastructure features that improve the reliability, efficiency, and security of our platform. You’ll contribute to core tooling, learn best practices for scaling infrastructure in a growing company, and have a meaningful impact on product delivery and developer experience. This is a great opportunity for someone with a solid foundation in infrastructure or DevOps, who is looking to deepen their impact and grow their technical breadth in a high-ownership environment. Here are some ways we have seen infrastructure engineers drive impact at Upside: - Contribute to infrastructure initiatives that improve platform reliability, security, and developer experience, such as CI/CD pipeline improvements, cost optimization, and automation of manual workflows. - Collaborate with teammates and product engineers to identify pain points in build, test, or deploy workflows and deliver well-scoped improvements using existing platform tools and patterns and developing new ones where needed. - Implement infrastructure-as-code modules using Terraform, helping maintain and extend AWS resources in a reliable and consistent way. - Participate in the team’s shield rotation, helping investigate org-wide issues, respond to incidents, and ensure our systems are resilient and well-monitored. - Document your work clearly, contribute to team best practices, and help others adopt infrastructure patterns by sharing knowledge in Slack, Confluence, and GitHub. - Provide guidance to more junior team members when applicable, and proactively seek feedback and mentorship to support your growth. Why You Should Apply This role is a good fit for you if: - You aren’t afraid to challenge the status quo when it makes the team and business better. You learn from those around you while utilizing data to advocate for informed change. - You thrive at the intersection of systems and storytelling, not only building robust solutions but also communicating their purpose, impact and rationale, so teams can experiment, iterate, and act confidently. - You care about building resilient systems that scale. You bring a mindset of continuous improvement, and know when to invest in observability, automation, or new infrastructure to reduce toil and improve outcomes for the team and end users. - You believe that pulling quality upstream starts with engineering. You champion best practices, encourage early testing and validation, and work closely with peers to build a culture of quality from the ground up. Ideal Qualifications - Have 6+ years of experience in an infrastructure, DevOps, platform, or SRE role supporting production systems. - Are familiar with AWS, Terraform, and Github (or equivalent infrastructure tooling), and excited to deepen your knowledge in these areas. - Are proficient in at least one scripting or programming language, such as Python, Bash, or Go. - Have experience working with CI/CD systems like GitHub Actions, Jenkins, or similar tools. - Understand the value of monitoring, alerting, and observability and have contributed to system reliability efforts. - Take initiative to understand the systems you work on, ask thoughtful questions, and raise blockers early. - Communicate clearly and work collaboratively within a team environment, contributing to planning and retrospectives. Engineering Culture: We want our engineers to have the time and support to grow in their craft and contribute meaningfully to impactful technical decisions. Engineers are encouraged to focus deeply on their work, collaborate effectively with team members, and continuously develop their skills. Teams are thoughtfully staffed to create a dynamic and diverse environment that enhances learning and innovation. Location: This hybrid role is based in our Austin, Chicago, DC, or NYC office. In-office attendance is required on Monday, Tuesday, and Thursday and may increase based on project-based needs and changes to Upside’s in-office policy over time. Compensation: The US base salary range for this full-time position is $170,000 - $210,000 + equity + benefits. The final starting pay will be determined based on job-related skills, experience, qualifications, work location, and market conditions. Your recruiter can share more about the specific salary range during the hiring process. #LI-Hybrid #LI-NE1 Benefits: - Medical, dental, and vision coverage starting on Day 1 - Equity (ISOs) - 401(k) program - Family planning programs + paid parental leave - Physical fitness and wellness memberships - Emotional and mental health support programs - Unlimited PTO + 10 paid federal holidays + our annual, week-long Winter Break - Flexible work environment - Lunch reimbursement for in-office employees - Employee Resource Groups - Learning and Development stipend - Transparent culture - Amazing mission! Diversity and Inclusion: Diversity drives innovation, and our differences make us stronger. We‘re passionate about building a workplace that represents a variety of backgrounds, skills, and perspectives, and we do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status. Everyone is welcome here! If there's anything we can do to support a disability or special need during your application or interview process, please email accommodations@upside.com. This email is for accessibility accommodations only, it should not be used to submit job applications. Notice To Recruiters And Placement Agencies: This is an in-house search with a dedicated recruiter. Please do not submit resumes to any person or email address at Upside. Upside is not liable for, and will not pay, placement fees for candidates submitted by any party or agency other than its approved recruitment partners.