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.

• Directly manage up to 20 direct reports, as a single execution unit • Partner with multiple Product Managers to plan roadmaps and sprints • Be accountable for high quality execution on critical and high visibility business objectives • Be responsible for making tradeoffs between feature work and addressing long term technical debt • Be responsible for excellence in software quality, engineering practices and operations • Lead the team through standard Agile processes, such as backlog management, stand ups, retros, etc. • Review and approve engineering designs and be able to set technical direction (in collaboration with a Technical Lead) • Drive cross-org initiatives alongside managing execution responsibilities • Drive career conversations and career plans for your direct reports

• Lead technical discussions, design reviews, and decision-making within your squad. • Participate in the agile software development process, ensuring technical excellence and efficient delivery. • Provide mentorship and guidance to other engineers, fostering growth and best practices. • Take ownership of the full lifecycle, from concept to deployment, ensuring scalability, maintainability, and performance. • Collaborate closely with product and business teams to align technical decisions with business goals. • Architect, design, and implement APIs and microservices using cutting-edge technologies. • Contribute to the continuous improvement of coding standards, security, and automation practices. • Help shape Yuno’s technical roadmap and advocate for engineering excellence across the organization.

Become a part of our caring community and help us put health first The Business Informatics Shared Services (BISS) Team is focused on optimizing the execution, investments, strategy, application experience, project delivery, and governance between the corporate technology and business teams, primarily in support of enterprise Finance. The BISS team has extensive and broad enterprise data experience that is frequently engaged to support efforts outside of Finance. The Technology Implementation Lead gathers and documents business system and functional requirements, influences system design to optimize support and ensures solutions meet the business objectives and requirements. In this role, you will work closely with a variety of Finance business areas and IT to complete and/or coordinate implementation of design and requirements, testing, operational readiness, and transition to the appropriate production support team. Specific requirements from leader - working with service fund, accounting understanding, leading projects, collaboration with finance team, IT and service fund team. Use your skills to make an impact Required Qualifications - Bachelor's degree in Accounting/Finance or related field - 2 or more years of project leadership experience - Knowledge of Systems Development Life Cycle - setup, testing, requirements, etc. - Experience in IT business analysis, including artifacts development and architecture and design - Experience problem solving and consultation within complex environments - Facilitating cross-functional teams' efforts - Must be good at developing relationships with other critical teams - Service Fund, IT and Finance - Accounting/Finance knowledge/experience - Advanced SQL or similar - Medicare/Medicaid experience - Data architecture/solution architecture experience - Project work/requirement design/testing - Production support/Project work - Significant collaboration with IT experience - Bonus/plus qualifications: - Cloud/Snowflake/Databricks experience - Working with Service Ops (claims, B&E, etc. Preferred Qualifications - Health insurance operations expertise - Value based provider arrangement experience - Certified Public Accounting Certification (CPA) - Corporate finance experience Additional Information SSN Alert Statement Humana values personal identity protection. Please be aware that applicants may be asked to provide their Social Security Number, if it is not already on file. When required, an email will be sent from Humana@myworkday.com with instructions on how to add the information into your official application on Humana’s secure website. Interview Format As part of our hiring process for this opportunity, we will be using an interviewing technology called HireVue to enhance our hiring and decision-making ability. HireVue allows us to quickly connect and gain valuable information from you pertaining to your relevant skills and experience at a time that is best for your schedule. WAH Internet Statement To ensure Home or Hybrid Home/Office employees’ ability to work effectively, the self-provided internet service of Home or Hybrid Home/Office employees must meet the following criteria: At minimum, a download speed of 25 Mbps and an upload speed of 10 Mbps is recommended; wireless, wired cable or DSL connection is suggested Satellite, cellular and microwave connection can be used only if approved by leadership Employees who live and work from Home in the state of California, Illinois, Montana, or South Dakota will be provided a bi-weekly payment for their internet expense. Humana will provide Home or Hybrid Home/Office employees with telephone equipment appropriate to meet the business requirements for their position/job. Work from a dedicated space lacking ongoing interruptions to protect member PHI / HIPAA information Travel: While this is a remote position, occasional travel to Humana's offices for training or meetings may be required. Scheduled Weekly Hours 40 Pay Range The compensation range below reflects a good faith estimate of starting base pay for full time (40 hours per week) employment at the time of posting. The pay range may be higher or lower based on geographic location and individual pay will vary based on demonstrated job related skills, knowledge, experience, education, certifications, etc. $106,900 - $147,000 per year This job is eligible for a bonus incentive plan. This incentive opportunity is based upon company and/or individual performance. Description of Benefits Humana, Inc. and its affiliated subsidiaries (collectively, “Humana”) offers competitive benefits that support whole-person well-being. Associate benefits are designed to encourage personal wellness and smart healthcare decisions for you and your family while also knowing your life extends outside of work. Among our benefits, Humana provides medical, dental and vision benefits, 401(k) retirement savings plan, time off (including paid time off, company and personal holidays, volunteer time off, paid parental and caregiver leave), short-term and long-term disability, life insurance and many other opportunities. About us Humana Inc. (NYSE: HUM) is committed to putting health first – for our teammates, our customers and our company. Through our Humana insurance services and CenterWell healthcare services, we make it easier for the millions of people we serve to achieve their best health – delivering the care and service they need, when they need it. These efforts are leading to a better quality of life for people with Medicare, Medicaid, families, individuals, military service personnel, and communities at large. ​ Equal Opportunity Employer It is the policy of Humana not to discriminate against any employee or applicant for employment because of race, color, religion, sex, sexual orientation, gender identity, national origin, age, marital status, genetic information, disability or protected veteran status. It is also the policy of Humana to take affirmative action, in compliance with Section 503 of the Rehabilitation Act and VEVRAA, to employ and to advance in employment individuals with disability or protected veteran status, and to base all employment decisions only on valid job requirements. This policy shall apply to all employment actions, including but not limited to recruitment, hiring, upgrading, promotion, transfer, demotion, layoff, recall, termination, rates of pay or other forms of compensation and selection for training, including apprenticeship, at all levels of employment.