Senior Program Manager

Join Juniper Square as a Senior Program Manager in the PMO. You will lead complex, cross-functional software initiatives, collaborating with various teams to drive execution from planning to release. You will also contribute to the PMO's governance, process standardization, and AI integration. This role requires extensive experience in technical program management and a strong understanding of the product development lifecycle.

• Own program management for Juniper Square’s most complex, multi-team software initiatives, partnering with engineering, product, design, QA, platform, and operations to build program plans, resolve cross-functional dependencies, and drive execution through every stage of the software development lifecycle.
• Act as a senior bridge between engineering and product management, translating ambiguous, cross-functional problems into a concrete program plan with clear milestones, owners, and dependencies, including with third-party teams where relevant.
• Design and deploy multi-step, AI-powered workflows, such as Cowork skills and plugins and scripted Jira/Confluence extraction and analysis, that replace manual PMO coordination, built as systems other PMs and TPMs can reuse rather than one-off personal shortcuts.

• Demonstrated AI fluency at the Workflow Orchestrator level: you have designed and deployed at least one multi-step AI or Cowork workflow spanning multiple tools or data sources, with a measurable time or quality improvement you can speak to specifically. Not just personal, ad hoc prompting
• Experience with program and project governance: budgeting, vendor management, compliance, and metrics
• Deep understanding of the product development lifecycle and technical program management at scale, with a track record of driving programs from concept through release across multiple teams
• Comfortable maintaining a working library of reusable prompts, skills, or workflow templates, and configuring Cowork skills, connectors, and plugins without needing engineering support
• Professional credentials (PMI PMP, ACP, CSM) a plus
• Experience with project management tooling (Atlassian suite, Microsoft Project, Smartsheet, or equivalent) and Agile/Scrum; working familiarity with SAFe
• Experience with fintech platforms, cloud platforms (AWS), Docker, and Kubernetes a plus
• 15+ years of total industry experience, including 8+ years of technical program management on complex, large programs spanning multiple cross-functional teams
• Experience partnering cross-functionally with product management, design and UX, customer success, customer support, and other functions such as sales, marketing, and legal as needed
• Self-driven and adaptable, comfortable mentoring peers, and flexible working with counterparts across geographies and time zones
• Bachelor’s degree in Computer Science or equivalent practical experience
• Comfort defining quality criteria before deploying AI-assisted workflows, validating outputs, and owning the accuracy of anything you automate
• Hands-on experience automating program-management workflows with AI, for example scripting or using AI tools to extract and analyze data from Jira and Confluence, generate status reports, or build reusable prompt libraries and templates that others rely on