• Drive the architectural vision for our platform, including the evolution of event-driven patterns, service boundaries, performance expectations, and long-term scalability. • Lead AI strategy within engineering, including the adoption of AI-accelerated developer tooling, code generation, automated testing, and pipeline automation to improve delivery speed and quality. • Own greenfield architectural decisions, including technology selection, service design, and infrastructure strategy, establishing the foundation the team will build on for years. • Provide leadership across application, network, and infrastructure security, including secure coding practices, OWASP considerations, and integration of DAST, SCA, and SAST tooling. • Work with product to refine MVP scope, introduce instrumentation where appropriate, and measure feature usage and return on investment. • Drive team SDLC processes, including feature management, testing practices, pull request quality, CI/CD pipelines, security posture, performance benchmarks, usability, and developer experience tooling enhanced with AI. • Lead and support the recruiting process for engineers, including helping build an evaluation process that incorporates AI readiness and modern engineering practices. • Foster a culture of knowledge sharing, collaboration, and continuous improvement.

• Deploys, migrates, and documents post-sales engagement with customers based on ConvergeOne best practices • Works with a world class network integrator • Assists in the delivery of support and services to customer’s expectations as proposed • Participates in the design, implementation and administration of Cisco infrastructure and related solutions • Troubleshoots high end issues with networking, security and wireless infrastructures • Assists in determining specific customer network requirements • Assists in developing specific network, security and wireless solutions • Assists in developing detailed implementation plans • Conducts architecture chalk talks and design concepts • Assists the sales team with pre-sales and post-sales opportunities • Facilitates and conducts product demonstrations, webinars and presentations to customers • Assists the sales team with requests for bids/proposals, assists sales with Requests for Quotes/Information • Creates Statements of Work (SOW's) for proposals and installations • Creates Build-of-Material (BOM's) and Visio's for proposals of solutions • Provides leadership and technical mentoring

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.

• Own the full marketing site stack — from frontend and CMS to backend services, analytics, and deployment. • Lead development on customer-facing products and commerce tools. • Partner with Design, Marketing, and Publishing to ship content experiences. • Build and maintain integrations with third-party APIs and services. • Obsess over performance and user experience. • Develop and maintain the Web Design System and component libraries.