Upside Services, Inc.

Title: Staff Data Engineer Location DC Employment Type Full time Location Type Hybrid Department Engineering Compensation $215K – $250K Job Description: 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 a Staff Data Engineer to serve as a technical leader on the Analytics Engineering team. In this role, you'll drive the design and implementation of foundational data products and analytics platform capabilities that power Upside’s most critical product and business use cases. You’ll lead cross-functional workstreams, shape patterns and architecture across teams, and elevate the overall quality and impact of data work at Upside. This role is ideal for someone who enjoys deep technical problem-solving, cares about quality and long-term maintainability, and is motivated by helping others work more effectively with data. Here are some ways we have seen analytics engineers drive impact at Upside: - Design and deliver highly complex, domain-critical data products used by analysts, data scientists, and product teams to unlock new product features, ML models, and strategic decisions. - Architect scalable, extensible patterns for modeling, orchestration, and data transformation—balancing flexibility, reusability, and cost-efficiency. - Own platform evolution projects such as migrating the data platform to Snowflake Semantic Views, extending Cortex, or improving orchestration tooling for analytics workflows. - Lead technical planning and delivery across cross-functional teams, breaking down complex data initiatives into scoped, sequenced workstreams implemented by you and others. - Drive platform adoption and best practices, mentoring other engineers, building internal documentation and tooling, and raising the overall bar for analytics engineering across the company. - Influence upstream and downstream teams, partnering with engineering, product, data science, and business stakeholders to align on requirements and deliver end-to-end solutions. - Represent Analytics Engineering in technical design forums and contribute to roadmap discussions that shape the future of data at Upside. 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 data or analytics engineering, with a track record of owning complex, business-critical data systems end to end. - Have deep expertise in SQL and Python, particularly for transforming, testing, and orchestrating very large datasets. - Are fluent with platforms like AWS, Snowflake, dbt, and Dagster, and can design extensible patterns to be used across teams. - Experience with DevOps practices (e.g., CI/CD for data), data governance, or FinOps (cost-conscious design). - Can break down ambiguous, cross-functional data problems and lead the implementation from design to deployment, collaborating across technical and non-technical teams. - Proactively identify opportunities to improve the analytics platform and are comfortable designing and implementing impactful, reusable solutions. - Communicate clearly across audiences, from engineers and analysts to product managers and business leaders. - Understand how to balance business value, maintainability, and platform standards in your design decisions. - Are excited about the opportunity to mentor others, set standards, and leave systems better than you found them. Preferred Qualifications - Experience supporting machine learning workflows, such as building features or monitoring model inputs and outputs. - Familiarity with DevOps practices (e.g., CI/CD for data), data governance, or FinOps (cost-conscious design). - Experience working in a fast-growing startup environment 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: 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 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. #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. 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.

Design and implement knowledge management systems to enhance artifact legibility, automate documentation processes, and establish governance frameworks, enabling teams to efficiently manage their own documentation and improve knowledge health across...

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: We are expanding our product offerings to serve a wider range of customers and verticals, which necessitates growing our Accounting team with intelligent, driven, and inquisitive individuals—and that’s where you fit in! As a key leader on a mission-driven team, you’ll help ensure every dollar we record directly supports Upside’s ability to create real-world value for our partners and consumers. This role, reporting directly to the Controller, involves managing the full month-end close process, reviewing account reconciliations, and overseeing the expense reporting system. A key part of the role is to lead, mentor, and develop other members of the team. The role works closely with all functional areas to provide operational support and requires significant collaboration and communication skills. - Lead and develop a small but high-performing accounting team, fostering a culture of innovation, accountability, continuous improvement, and automation. - Oversee all aspects of the monthly and annual close process, including preparation of complex month-end journal entries. - Oversee the employee expense reporting system (Ramp). - Partner with business stakeholders to ensure business decisions are appropriately accounted for in the financial statements. - Direct all financial statement audits and income tax reporting with third party providers. - Provide technical accounting guidance on complex transactions, new accounting standards, and emerging issues to ensure compliance and accurate financial reporting. Competencies You Have: - 7+ years of relevant accounting experience and an active CPA license. - Experience supervising or leading a team—demonstrated ability to manage, coach, and develop teams; set goals, delegate effectively, and drive accountability and performance. - Strong understanding of US GAAP accounting is required. - Public accounting and corporate accounting experience is preferred. - Proficiency with NetSuite or a similar software product is a plus. - Experience implementing automation, AI, or advanced analytics in accounting operations. 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 $150,000 - $162,000 + 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-CO #LI-Hybrid 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 Product Marketing Manager, Account Management, you will play a critical role in ensuring our existing customers see continuous value, driving expansion opportunities, and reducing churn. You will collaborate closely with the Account Management team to develop compelling narratives, playbooks, engagement tactics, and strategic materials that help retain and grow customer relationships. - Drive Early Engagement & Activation: Develop and refine strategies to ensure customers quickly realize the value of our platform, increasing adoption and reducing time to activation. - Support Expansion & Upsell Efforts: Create compelling materials and messaging that help Account Managers identify and execute expansion opportunities within existing accounts. - Develop QBR & Account Review Positioning: Develop frameworks, templates, and content that improve the effectiveness of Quarterly Business Reviews (QBRs) and Annual Reviews (ARs), helping our teams articulate impact and long-term value. - Develop Playbooks & Scalable Strategies: Build repeatable, scalable playbooks that empower the Account team to improve customer engagement, retention, and advocacy. - Boost Referral & Advocacy Programs: Collaborate with Customer Success and Marketing to increase referrals, testimonials, and case study participation from happy customers. - Identify & Address Churn Risks: Analyze customer data and feedback to proactively identify churn risks and implement targeted initiatives that improve retention. - Represent the Product in Customer Meetings: Join key account discussions to support messaging, address product questions, and gather insights to refine positioning and customer education. - Close the Loop with Product & GTM Teams: Actively contribute to the product feedback loop, ensuring customer insights shape product development and go-to-market strategies. Competencies You'll Need: - 7+ years of experience in product marketing, customer marketing, or a related role, preferably in B2B, SaaS, or a high-growth tech environment. Experience with marketplaces is a plus. - A deep understanding of customer lifecycle marketing, including strategies for activation, expansion, and retention. - Strong storytelling and messaging skills, with the ability to translate complex product features into clear, compelling narratives that drive customer engagement. - Experience developing sales enablement and account management materials, including playbooks, QBR frameworks, and expansion messaging. - Proven ability to collaborate cross-functionally, especially with Account Management, Implementation, and Product teams. - A data-driven mindset, with experience using customer insights and retention metrics to inform strategy and execution. - A passion for customer success and growth, with a relentless focus on helping customers realize and expand their value with our platform. 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 $169,000 - $201,000 + 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. About the role: We’re looking for an Engineering Manager to lead our Data Engineering team, the owners of Upside’s core data platform. This team provides the ingestion, modeling, orchestration, and tooling capabilities that power analytics and data-driven decisions across the company. You’ll combine technical acumen with people-first leadership to scale our platform, foster engineering growth, and drive data accessibility and trust across internal teams. This role will also help close a strategic gap in our technical organization by guiding the evolution of MLOps practices to support the development, deployment, and monitoring of machine learning models used in personalization and optimization features. Here are some ways we have seen leaders drive impact at Upside: - Create a safe, collaborative team environment. You name problems and invite open discussion, which motivates your team to do their best work. - Operate with a first-team mindset. You lean in when important areas need help, regardless of whether it's “your” domain, and prioritize the success of the whole organization. - Raise the bar. You identify and influence improvements in quality, performance, speed of execution, and engineering standards. - Grow talent. You coach your engineers, recognize their achievements, and help them develop skills that will benefit them and Upside for years to come. - Set clarity and empower autonomy. You ensure expectations and direction are clearly articulated so that individuals and teams can operate with independence, confidence, and creativity. In addition to the leadership responsibilities above, you will: - Co-Create and drive the vision and roadmap for Upside’s data platform, shaping the strategy for data across Upside in alignment with company goals. - Ensure our data stack, which includes Snowflake, dbt, and Dagster, enables scalable, self-service, and trustworthy workflows for reporting, analytics, and experimentation. - Drive strategic data platform initiatives that improve reproducibility, reliability, and analytics enablement—such as modernizing legacy infrastructure, implementing tools like Snowflake Semantic Views and Cortex, and transforming 3rd-party data into trusted, production-ready assets. - Define and track key platform health metrics, including pipeline reliability, SLA adherence, cost-efficiency, and model deployment readiness. - Partner cross-functionally with Product, Engineering, Data Science, and GTM stakeholders to ensure the data platform supports current and emerging business needs. - Represent Analytics Engineering in company-wide planning forums, technical councils, and cross-functional working groups. Why You Should Apply - 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 3+ years of experience managing data, analytics, or ML engineering teams, and at least 3+ years of hands-on experience as an individual contributor building data products, pipelines, or ML systems. - Are proficient with modern data platforms and tooling, including Snowflake, dbt, and Dagster, and are fluent in core concepts like modeling, orchestration, and data transformation. - Have hands-on experience or deep familiarity with MLOps practices, such as model versioning, deployment pipelines, monitoring, and reproducibility. - Thrive in environments where you’re asked to scale teams, elevate systems, and bring clarity to ambiguity. - Are comfortable designing and reviewing solutions in AWS environments, and make thoughtful tradeoffs to balance performance, cost, and maintainability. - Are eager to integrate generative AI tools into development workflows to accelerate delivery and improve the developer experience. - Communicate clearly across technical and non-technical audiences, and can advocate effectively for platform investments that support long-term business value. Engineering Culture We want our engineering leaders to have the time to coach and enable growth for their engineers as well as the space to make thoughtful and impactful technical decisions. We ask our managers to focus on a team of around 8 direct reports, while our more senior managers may operate across two teams. The staffing for these reports is always split - we see incredible value from a mix of full-time and contract staff. 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 $185,000 - $215,000+ 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.

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: At Upside, engineers are expected to gather the right context from those around them and take thoughtful, calculated risks. By doing so, we help our teams move quickly and make informed decisions that lead to high quality software and delightful user experiences. We're looking for engineers who are curious about the “why” behind what we build, and strive to understand the bigger picture so they can make better technical choices. We value individuals who seek out opportunities to improve our systems and deliver real business impact through their work. We embrace change and foster open conversations to help ideas evolve and grow. Here are some ways we have seen engineers drive impact at Upside: - Help cultivate a collaborative and safe environment. You can speak up to name problems, which will invite conversations that will then drive solutions. - Learn and innovate on the ways we can improve our system. You are able to hone in on gaps in quality, security, performance, and speed of execution and generate buy-in to raise those bars. - Partner deeply with cross functional teams. Whether it’s aligning with marketing on experimentation, enabling better personalization with data science, or integrating feedback from designers, you are proactive in surfacing insights and turning them into technical action. - Drive quality through documentation. You record your decisions, communicate tradeoffs, and ensure others can build upon your work. - Set clear expectations on delivery. We all understand that plans change. You focus on setting an accurate and achievable goal from the start, and then keeping close alignment with key partners when milestones shift. Why You Should Apply: Engineers come in many different shapes and sizes. I thought it would be helpful to highlight what I’m looking for on my team. 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. Whether creating helpful insights for merchants tracking their value on the platform, providing accurate billing or payments or ensuring the customer journey is well understood, you bring empathy for both merchants and consumers.—and build solutions that empower others to 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. 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. Technology Stack: We don’t require them all, but love those that have experience in or are interested in learning: React, Typescript, Python, Snowflake, DBT, AWS (including API Gateway, Lambda, DynamoDB, Cloudwatch, EventBridge),Terraform and Github Actions. We also leverage numerous AI tools, including OpenAI and Github Copilot. Ideal qualifications: - Lead a full stack engineering team with technical depth and continuously improve quality and observability - Guide, mentor and upskill the team to raise overall effectiveness and impact - Drive experiences that deliver measurable business value - Apply an analytical mindset to experiment, learn, iterate and grow - Debug complex systems by interpreting data, forming hypotheses and making meaningful improvements - Build with semantic HTML, CSS, and core JavaScript concepts - Apply strong knowledge of core web and browser fundamentals (e.g., how a browser parses and constructs a web page) - Write reliable automated tests as a foundation for quality - Demonstrate a proven ability or strong desire to apply generative AI across the SDLC, from ideation and design to coding, testing and release, to increase velocity and quality 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 $180,000 - $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.

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 a Staff Data Engineer to serve as a technical leader on the Analytics Engineering team. In this role, you'll drive the design and implementation of foundational data products and analytics platform capabilities that power Upside’s most critical product and business use cases. You’ll lead cross-functional workstreams, shape patterns and architecture across teams, and elevate the overall quality and impact of data work at Upside. This role is ideal for someone who enjoys deep technical problem-solving, cares about quality and long-term maintainability, and is motivated by helping others work more effectively with data. Here are some ways we have seen analytics engineers drive impact at Upside: - Design and deliver highly complex, domain-critical data products used by analysts, data scientists, and product teams to unlock new product features, ML models, and strategic decisions. - Architect scalable, extensible patterns for modeling, orchestration, and data transformation—balancing flexibility, reusability, and cost-efficiency. - Own platform evolution projects such as migrating the data platform to Snowflake Semantic Views, extending Cortex, or improving orchestration tooling for analytics workflows. - Lead technical planning and delivery across cross-functional teams, breaking down complex data initiatives into scoped, sequenced workstreams implemented by you and others. - Drive platform adoption and best practices, mentoring other engineers, building internal documentation and tooling, and raising the overall bar for analytics engineering across the company. - Influence upstream and downstream teams, partnering with engineering, product, data science, and business stakeholders to align on requirements and deliver end-to-end solutions. - Represent Analytics Engineering in technical design forums and contribute to roadmap discussions that shape the future of data at Upside. 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 data or analytics engineering, with a track record of owning complex, business-critical data systems end to end. - Have deep expertise in SQL and Python, particularly for transforming, testing, and orchestrating very large datasets. - Are fluent with platforms like AWS, Snowflake, dbt, and Dagster, and can design extensible patterns to be used across teams. - Experience with DevOps practices (e.g., CI/CD for data), data governance, or FinOps (cost-conscious design). - Can break down ambiguous, cross-functional data problems and lead the implementation from design to deployment, collaborating across technical and non-technical teams. - Proactively identify opportunities to improve the analytics platform and are comfortable designing and implementing impactful, reusable solutions. - Communicate clearly across audiences, from engineers and analysts to product managers and business leaders. - Understand how to balance business value, maintainability, and platform standards in your design decisions. - Are excited about the opportunity to mentor others, set standards, and leave systems better than you found them. Preferred Qualifications - Experience supporting machine learning workflows, such as building features or monitoring model inputs and outputs. - Familiarity with DevOps practices (e.g., CI/CD for data), data governance, or FinOps (cost-conscious design). - Experience working in a fast-growing startup environment 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: 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 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. #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.

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: Upside is building a new generation of internal platforms that help our go-to-market teams operate more efficiently and make better decisions. In this role, you will design and build AI-native systems that improve how revenue teams manage pipeline, analyze performance, and automate operational workflows. Reporting to the Sr. Director of Revenue Operations, you will work at the intersection of engineering, AI, and business operations, building systems that support how Upside acquires merchants, serves partners, and scales its go-to-market motion. You will help define the architecture and technical direction of these platforms as they evolve. This role is a strong fit for engineers who are curious about how GTM teams operate and enjoy translating business workflows into reliable, well-designed software systems. The ideal candidate has fully embraced and applied modern AI tools and automation to real operational challenges and enjoys owning systems end-to-end. What you’ll do: - Build high-impact applications and tools that accelerate Upside's go-to-market motion. Develop AI-native tools that help revenue teams manage pipeline, analyze performance, and automate operational workflows - Partner deeply with cross-functional teams to understand business workflows and translate them into scalable technical solutions. Prototype, iterate, ship and maintain - Own systems end-to-end. Design across the stack from front-end interfaces to backend services, automation pipelines, and AI orchestration layers - Continuously improve the systems you build. Identify opportunities to increase reliability, performance, and scalability while reducing manual work for the teams that rely on these tools - Strong understanding of prompt design and prompt engineering as a core part of building AI-powered systems, including structuring prompts, evaluating outputs, and iterating on prompt strategies to improve reliability and quality - Drive quality through clear communication and documentation. Record design decisions, communicate tradeoffs, and ensure others can build upon your work - Deliver reliably and transparently. Set clear expectations, communicate progress, and keep stakeholders aligned as priorities evolve What we’re looking for: - 8+ years of professional software engineering experience, with demonstrated depth in full-stack development (React/TypeScript plus backend/database experience) - Deep experience using AI-assisted development tools to improve engineering velocity and quality - Experience building applications or systems that leverage LLMs, AI APIs, or modern AI frameworks - Experience designing and owning internal platforms or operational systems end-to-end - Familiarity with modern deployment and infrastructure platforms (such as Supabase, Vercel, or similar environments) - Strong product intuition and the ability to translate business workflows into well-architected technical solutions - Track record of leading projects, mentoring teammates, and delivering measurable outcomes - Strong communication skills and the ability to collaborate effectively with both technical and non-technical stakeholders Nice to have - Experience working with CRM systems or revenue platforms (Salesforce, HubSpot, or similar) - Experience in marketplace or high growth-stage SaaS environments - Familiarity with retrieval-augmented generation (RAG), vector databases, and embedding-based search - Experience working with modern data platforms such as Snowflake Technology Stack: We don’t require experience with all of these technologies, but we’re excited to work with engineers who have experience in or are interested in learning: React, TypeScript, Next.js, Python (FastAPI), PostgreSQL, Supabase, Vercel, and modern API-driven architectures. We also leverage numerous AI tools across our development workflow, including OpenAI and GitHub Copilot. 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 $214,000 - $245,000 + 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. About the Role Upside is seeking a Retailer & Channel Partnerships Senior Director to lead the strategy, growth, and execution of our partner ecosystem—from merchant SaaS startups to the largest financial institutions and payment platforms. As a senior leader on the Business Development team, you will define and scale Upside’s merchant and channel partner strategy, cultivate executive-level relationships, structure and negotiate complex commercial agreements, and ensure partnerships deliver measurable growth. You will serve as the connective tissue across Sales, Product, Operations, and Marketing to bring high-impact partnerships from inception to full-scale execution. What You’ll Do Lead & Scale Channel Partnerships - Build and operationalize a scalable, one-to-many enablement strategy to accelerate merchant adoption of Upside’s Pay and marketplace products. - Drive meaningful merchant growth through channel and referral partnerships across POS platforms, processors, hardware providers, SaaS companies, and fintech partners. - Explore and execute marketplace and embedded distribution opportunities within SaaS ecosystems while maintaining strong unit economics. - Act as the voice of the merchant in all partner relationships. Own Strategy & Execution - Develop and execute a long-term partnership strategy aligned with Upside’s growth goals and vertical expansion. - Lead cross-functional deal teams to build operational plans for each partnership and manage execution end-to-end. - Establish performance metrics, monitor results, and ensure on-time, in-full delivery of contractual commitments. - Champion prioritization of initiatives that maximize holistic impact while balancing product and engineering investment. Structure & Negotiate Complex Deals - Structure and negotiate multi-year commercial agreements across fintech, merchant processing, and retail technology ecosystems. - Partner with Legal, Finance, Product, and Operations to deliver scalable, durable agreements that unlock long-term value. Represent Upside Externally - Serve as a senior external ambassador for Upside at industry forums, partner events, and merchant coalitions. - Position Upside as the leading incremental-profit platform for brick-and-mortar businesses. What You Bring - 10+ years of experience in business development, strategic partnerships, corporate strategy, management consulting, or related commercial leadership roles. - Deep experience negotiating complex commercial agreements and interpreting legal frameworks. - Strong background in financial services, payments, retail technology, or merchant processing ecosystems. - Experience working with ISVs, POS providers, processors, or SaaS platforms strongly preferred. - Proven program management capability—driving technical and business implementations across cross-functional teams. - Strong analytical and quantitative skills with a data-driven approach to decision-making. - Ability to operate effectively in a fast-paced, matrixed, high-growth environment. - Willingness to travel (approximately 10–40%). - MBA or advanced degree preferred. 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 $188,000 - $224,000 + bonus + 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. The Impact You’ll Make: Upside is looking for a Sales Development Representative (SDR) to drive top-of-funnel growth and help shape the future of outbound sales. This role will be responsible for generating a qualified pipeline through outbound prospecting, inbound lead follow-up, and event-based and ABM outreach. This role will also be pivotal in testing, training, and operating an AI-powered outreach. You will partner closely with Sales, Retailer Growth, Product Marketing, and Data & Growth teams to refine messaging, improve targeting, and ensure consistent, high-quality engagement with prospective merchants. This is an ideal role for someone who is adaptable, curious, and excited to experiment with new approaches to outbound and AI-assisted selling. - Generate qualified meetings through proactive outbound prospecting across priority verticals - Own pre-event meeting outreach and post-event follow-up to maximize event-driven pipeline - Respond quickly to inbound leads and qualify opportunities for the sales team - Draft, test, and iterate outbound messaging and sequences in collaboration with Sales, DG, and PMM - Maintain accurate CRM data and strong lead hygiene to ensure performance visibility - Collaborate with Sales and Retailer Growth on lead nurture strategies and campaign follow-up AI Enablement & Experimentation - Help test, train, and operate an AI SDR agent alongside human-led outreach - Experiment with messaging, sequencing, cadence, and channels to understand what drives performance - Interest in testing new outbound channels beyond email. For example, LinkedIn outreach, direct mail, custom landing page, ad creation, and more - Review and provide feedback on AI-generated outreach to ensure quality, relevance, and brand alignment - Act as a human-in-the-loop, helping define best practices for AI-assisted outbound at Upside - Surface insights around audience targeting, value proposition clarity, and outreach effectiveness What You Should Have: - 3+ years of experience in an SDR, BDR, or customer-facing growth role (B2B preferred) - Strong written and verbal communication skills - Comfort testing new tools, processes, and messaging and learning quickly from results - Interest in working with AI-powered tools and understanding how to train and operate them (no technical background required) - Highly organized with strong attention to detail and follow-through - Collaborative mindset and ability to work cross-functionally with Sales, Marketing, and Growth teams Nice to Have: - Experience working with CRM tools such as Salesforce or HubSpot - Exposure to AI-powered sales or marketing tools Location: This hybrid role is required to work onsite at our NYC, DC, Chicago or Austin office three days/week. Compensation: The U.S. base salary range for this full-time position is $85,000 - $105,000 + 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.