Upside

Software Engineer

• Lead the Merchant & Pay hive responsible for retailer and partner systems, in-flow payments, and internal operational tooling
• Own technical strategy and multi-year roadmap for merchant- and partner-facing systems, internal tooling, and incrementality/offer-generation IP
• Translate strategy into quarterly plans and clear OKRs
• Manage and grow engineering managers and their teams across multiple domains
• Build a safe, collaborative, high-performance engineering environment
• Raise quality, performance, and engineering standards across owned services and teams
• Integrate generative AI into engineering workflows
• Provide clarity, guardrails, and autonomy to managers and teams
• Partner with Product, Data, Security, and other Engineering hives
• Represent Merchant & Pay in cross-functional planning, technical councils, and leadership roadmap discussions
• Support recruiting, developing, and retaining engineering managers and senior engineers
• Build a diverse, high-performance culture with succession planning

Director, Engineering – Merchant & Pay

Human Resources

• Partner with people managers across multiple client groups, including Engineering and Retail Go-To-Market
• Coach and guide 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 identify opportunities and recommend actionable solutions
• Serve as a trusted point of contact for employees and reinforce Upside’s culture and core values
• Manage employee relations matters with fairness, discretion, and partnership with senior HR leaders
• Support organizational change initiatives and evolving team needs
• 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
• Contribute to a respectful, inclusive, and safe work environment

Senior HR Business Partner

Artificial Intelligence

• Own Ascent’s roadmap end to end across the Software Factory and Enterprise Track
• Prioritize and sequence shared infrastructure and program-specific investments
• Drive the roadmap to close the Enterprise Track’s maturity gap across connected, Upside-native, marketplace, gets smarter, automate, and build capabilities
• Build the feedback loop connecting instrumentation, reporting, AI spend, skill usage, and business value
• Partner with Ascent engineering teams as a product owner, owning roadmap, specifications, and prioritization while teams own technical execution and design
• Write specifications and requirements that engineering teams can execute independently
• Track and report Ascent’s maturity across core capabilities
• Represent Ascent to stakeholders outside RISE and explain its capabilities and roadmap to non-technical audiences
• Stay current and hands-on with AI coding and agent tooling

Director, Engineering – Merchant & Pay

Senior HR Business Partner

AI Enablement Lead