Role Description Join BILL as a Staff Technical Delivery Manager on our Engineering Enablement team. This team is the operational backbone for BILL's engineering organization: - Each TDM partners directly with engineering leadership to keep high-priority programs moving. - Maintain visibility across delivery risk. - Translate technical progress into clear, actionable communication for cross-functional stakeholders. The work spans BILL's most critical engineering surfaces, from the payments infrastructure to platform services and AI systems. In this role you will: - Own end-to-end execution of complex, cross-functional programs across multiple engineering orgs. - Build relationships with engineering leads and VPs. - Maintain a clear view of active program status and delivery risk. - Bring the right level of structure to fast-moving environments. Responsibilities - Own end-to-end execution of high-priority programs across engineering orgs. - Maintain a current view of program status, milestones, dependencies, and delivery risks. - Partner with engineering leads and VPs on program scoping, sequencing, and milestone tracking. - Build and maintain operating cadences including planning cycles, program reviews, and status reporting. - Translate technical progress and delivery risks into clear, actionable communication. - Identify misalignments across teams and escalate with context and a recommended path forward. - Use AI tooling and program management platforms to reduce operational overhead. Qualifications - 5 or more years in technical program management, software engineering, or a closely related field. - Solid command of the software development lifecycle. - Technical acumen at a systems level. - Strong written and verbal communication skills. - Ability to influence without authority across engineering, product, and finance. - Comfort moving between different engineering contexts and teams. - Proven experience using AI tooling and program management platforms. - Excellent organization skills and expert level knowledge in productivity and work management tooling. - Practical knowledge and experience with OKR setting and tracking. Desired Qualifications - Background in software engineering, particularly candidates who have grown toward program or product leadership. - Experience at a scaling fintech or SaaS company. - Familiarity with payments infrastructure, platform engineering, or AI and ML development cycles. - Demonstrated use of AI tooling to reduce operational overhead. Benefits - 100% paid employee health, dental, and vision plans. - HSA & FSA accounts. - Life Insurance, Long & Short-term disability coverage. - Employee Assistance Program (EAP). - 11+ Observed holidays and wellness days and flexible time off. - Employee Stock Purchase Program with employee discounts. - Wellness & Fitness initiatives. - Employee recognition and referral programs. - And much more.

Role Description Join BILL as a Senior Staff Technical Delivery Manager embedded in our Platform, AI, and Infrastructure engineering org. This team is the foundational layer every product team at BILL builds on: backend platform services, developer tooling, AI and ML systems, and reliability engineering. The work is often invisible when it runs well and high-impact when it does not. In this role you will serve as the dedicated operational partner to the VP of Engineering for Platform, AI, and Infrastructure. The majority of your work is strategic: - Understanding the roadmap - Engaging meaningfully on technical decisions - Pressure-testing priorities - Deploying into programs where structured execution is the difference between on-track and off-track You do not need to have domain expertise in every area this org owns. What matters is the technical foundation and intellectual agility to build credibility fast, earn the trust of the org leader, and make judgment calls that hold up under scrutiny. Responsibilities - Maintain a current, org-wide view of initiatives, priorities, and delivery risks at all times, serving as the VP of Engineering's primary operational partner across the full software development lifecycle. - Lead execution on the highest-priority and highest-complexity programs in the org, including long-horizon infrastructure investments, AI and ML development cycles, and cross-functional platform launches. - Identify blockers, dependencies, and misalignments before they become delivery risks; escalate with context and a clear recommended path forward. - Partner with engineering leads and architects on technical decisions that carry product, timeline, or organizational implications. - Translate technical progress, infrastructure risks, and AI development timelines into clear, actionable communication for product, finance, and executive audiences. - Build and maintain operating cadences including planning cycles, program reviews, and status reporting with a bias toward signal over noise. - Use AI tooling and program management platforms to keep operational overhead lean without losing fidelity on what matters. Qualifications - 6 or more years in technical program management, software engineering, or a closely related field with demonstrated technical depth and a track record of leading complex, cross-functional programs end to end. - Strong command of the software development lifecycle, including how engineering teams scope, sequence, estimate, and deliver work across agile and hybrid delivery models. - Technical acumen at a systems level: enough to understand how complex software systems are architected, where failure modes live, and how engineering decisions affect business outcomes. - Exceptional written and verbal communication skills, including the ability to write precisely for executive audiences and facilitate cross-functional alignment in live settings without losing accuracy. - Demonstrated ability to influence without authority across engineering, product, finance, and leadership. - Proven experience using AI tooling and program management platforms to keep operational overhead lean without losing fidelity. - Excellent organization skills and expert level knowledge in productivity and work management tooling. - Practical knowledge and experience with OKR setting and tracking in a multi-team environment. Desired Qualifications - Familiarity with distributed systems, developer experience platforms, infrastructure programs, or AI and ML development cycles. - Background in software engineering, particularly candidates who have grown toward program or product leadership over time. - Experience at a scaling fintech or SaaS company where pace and ambiguity are the norm. Benefits - 100% paid employee health, dental, and vision plans (choose HMO, PPO, or HDHP) - HSA & FSA accounts - Life Insurance, Long & Short-term disability coverage - Employee Assistance Program (EAP) - 11+ Observed holidays and wellness days and flexible time off - Employee Stock Purchase Program with employee discounts - Wellness & Fitness initiatives - Employee recognition and referral programs - And much more

Role Description As Principal Product Manager, Data & Insights, you will define how data powers products, customer experiences, analytics, recommendations, and analytical AI capabilities. You will set the strategy, priorities, and roadmap for how data is captured, modeled, measured, exposed, and leveraged across the platform, turning it into capabilities that improve customer outcomes, sharpen differentiation, and unlock new growth. The next generation of software products will be differentiated by how effectively they leverage data. This role defines how data becomes a reusable platform capability, powering better products, better customer experiences, and future innovation across PayNearMe. Data & Insights Strategy - Define the long-term vision for data as a strategic product and platform capability. - Identify opportunities to improve products and customer experiences through data. - Prioritize investments across data products, insights, analytics, recommendations, and analytical AI capabilities. - Set roadmap priorities that keep data strategy aligned to business goals. Platform Data Capabilities - Define reusable data capabilities that scale across products and experiences. - Drive accessibility, governance, discoverability, and common business definitions for core data assets. - Establish a consistent approach for modeling, measuring, and exposing data across the platform. - Enable teams to build on shared data assets rather than one-off solutions. Customer-Facing Analytics & Recommendations - Identify and prioritize opportunities for customer-facing insights, recommendations, and analytics experiences. - Embed data-driven capabilities into existing products. - Evaluate and pursue new data-driven product opportunities. Analytical AI & Automation - Own the roadmap for analytical AI capabilities that turn raw data into decisions. - Define the data, measurement, and product requirements behind AI-enabled experiences and workflow automation. - Shape how data improves decision-making, automation, and customer outcomes. - Translate emerging technology capabilities into real customer and business value. What Success Looks Like - Data operates as a reusable platform capability across multiple products and experiences. - Product teams consistently discover, access, and trust core data assets. - Data-driven insights and recommendations are embedded within customer experiences. - Data investments tie directly to customer outcomes and business impact. - New opportunities for differentiation and growth emerge through data. - The company has a clear strategy for data across analytics, recommendations, automation, and AI. Qualifications - 10+ years in Product Management, with substantial experience in data-intensive, platform, analytics, or AI-enabled products. - Track record defining, launching, and scaling products powered by data, analytics, recommendations, or machine learning. - Deep understanding of how data is collected, modeled, governed, measured, and exposed through products and platforms. - Command of the technical landscape across data engineering, analytics, machine learning, and software engineering. - Ability to translate complex data capabilities into simple, valuable customer experiences. - Experience defining product strategy in environments where data is a core competitive advantage. - Systems thinker who identifies reusable capabilities that benefit multiple products. - Comfortable navigating ambiguity and shaping new product categories. - Strong communication, influence, and executive stakeholder management skills. - Experience with data products, analytics platforms, recommendation systems, AI-powered experiences, or workflow automation. - Familiarity with modern data platforms and concepts such as semantic layers, governance, APIs, data sharing, and AI/ML ecosystems. - Experience in fintech, payments, or other data-rich, regulated industries. Requirements - Naturally curious and energized by data. - Finds patterns, connections, and opportunities within complex datasets. - Equally fluent in customer problems, business strategy, and technical architecture. - Sees data as a strategic product and platform capability, not a reporting function. - Balances long-term platform thinking with practical execution. - Connects data investments to customer value, differentiation, and business outcomes. Benefits - Competitive salary and benefits with growth-company options grant. - Fast-paced and professional work culture. - Stock options with standard startup vesting - 1 year cliff; 4 years total. - $50 monthly communication expense stipend to go towards your phone/internet bill. - $250 stipend to enhance your WFH setup. - Reimbursement for peripheral equipment: monitor (up to $400), keyboard and mouse (up to $200). - Premium medical benefits including vision and dental (100% coverage for employees). - Company-sponsored life and disability insurance. - Paid parental bonding leave. - Paid sick leave, jury duty, bereavement. - 401k plan. - Flexible Time Off (our team members typically take off ~3-4 weeks per year). - Volunteer Time Off. - 13 scheduled holidays.

• Lead the strategy, administration, communication, and continuous improvement of HackerOne's global benefits programs across all regions while ensuring a consistent and competitive employee experience. • Demonstrate AI First by identifying opportunities to automate benefits administration, improve employee self-service, and leverage AI-enabled tools to increase operational efficiency and enhance the employee experience. • Practice Change Agility by guiding benefits programs through organizational growth, regulatory changes, acquisitions, and international expansion while ensuring employees remain informed and supported. • Apply Data-Driven Decision Making by analyzing utilization, employee feedback, market benchmarking, and cost trends to recommend improvements to program design, vendor performance, and employee engagement. • Lead global benefits renewals, annual enrollment, wellness initiatives, and vendor governance while partnering with brokers to negotiate competitive, scalable programs. • Serve as the primary owner for employee leaves of absence globally, including disability, parental leave, FMLA, and regional statutory leave programs in partnership with third-party administrators. • Partner with Legal, Payroll, Finance, HRIS, and People Operations to ensure compliance with federal, state, and international regulations while maintaining accurate benefit configuration within Workday. • Apply First Principles Problem Solving to simplify benefits processes, improve operational effectiveness, and design scalable solutions that support HackerOne's growing global workforce.