Rajeev Tiwari

Technology Leader | Strategic Planning | Portfolio & Program Management | Product Management | Business Operations

San Francisco Bay Area

About

Progressive and transformative Technology leader with 20+ years of experience leading strategy, product & program management, and business operations across global enterprise software and financial services organizations. I specialize in aligning people, processes, and emerging technologies to drive innovation, scale delivery, and accelerate business outcomes. My leadership experience spans AI/ML, robotics, digital transformation, and cloud modernization-delivering solutions that increase revenue, enhance agility, efficiency, and customer value. I’ve built and led high-performing global teams, fostered cross-functional collaboration, and guided organizations through complex, large-scale transformations. With deep expertise in strategic planning, portfolio governance, and operational excellence, I translate vision into execution through clear OKRs, delivery roadmaps, and executive storytelling. I thrive in fast-paced, matrixed environments where technology is a catalyst for growth and competitive advantage. Key Strengths: Strategic Planning | Portfolio Management | Program Management | Business Management | Business Operations | Executive Communication | Product Strategy | Product Management | Financial Management | People Management | Operational Excellence | Digital Transformation | Cloud Transformation | Agile Transformation | M&A Integration | Vendor Management | Generative AI | Artificial Intelligence |Robotics | Machine Learning | Business Intelligence Contact: [email protected]

Experience

  • Head of Technical Program Management and Operations at Amazon
    Aug 2022 - Present · 3 yrs 11 mos

    • Managing a team of Technical Program Managers to deliver the software roadmap for Robotics for Consumer, SMB and Academic institutions. • Leading Beta programs with internal and external customers to gather feedback and ensure product readiness for launch. • Leading a global team to manage data collection, labeling and lab testing to enhance AI/ML model performance across multiple Amazon product lines.

  • PayPal (Full-time · 3 yrs 1 mo)
    • Director, Strategic Planning & Business Operations
      Dec 2020 - Jul 2022 · 1 yr 8 mos

      * Led Strategic Planning and Business Operations for the CTO organization. * Managed a global team of Business Operations managers. * Drove Technology Platforms convergence across all acquired business entities in the areas of Security, Site Reliability, Cloud Engineering, Data Platforms, Developer Platforms and Employee Technologies.

    • Director, Technical Program Management & Business Operations
      Jul 2019 - Nov 2020 · 1 yr 5 mos

      *Led Developer Platforms & Experience PMO, portfolio planning and program execution. *Established Agile PMO infrastructure, product delivery processes and tools. *Led initiative to improve developer platforms reliability and migrate platforms and applications to Google Cloud Platform. * Drove operating rhythms for the organization including annual budgeting, planning, operational reviews and organizational change management and communications. *Managed a global team of Technical Program Managers and Business Operations Managers.

  • Head of Agile Program Management at Autodesk
    Dec 2018 - Jun 2019 · 7 mos

    * Set up Technical Program Management team, Portfolio Management process, Product delivery process and tools for the Cloud Platform organization. * Managed delivery of Cloud Platform project portfolio.

  • Sr. Director, Product Strategy & Governance at Western Union
    Jul 2017 - Nov 2018 · 1 yr 5 mos

    * Defined Product Strategy and established holistic Roadmap for Global Money Transfer business unit. * Established product portfolio and initiatives prioritization process in order to deliver annual goals. * Created governance structures for Money Transfer Product delivery process ensuring compliance with regulations. * Created product roadmap for migration of legacy platform to Cloud technology to build Money Transfer Platform as a service (SaaS).

  • Western Union Digital Ventures (San Francisco Bay Area)
    • Sr. Director, Chief of Staff & Business Operations
      Jun 2016 - Jun 2017 · 1 yr 1 mo

      *Ensured smooth operation of the Digital organization and held Digital monthly All-hands meetings, weekly leadership staff as well as monthly / quarterly business review meetings *Led Annual budgeting and planning process to establish Digital Roadmap across Web, Mobile, Risk and Payments workstreams *Highlighted Digital achievements to Board of Directors and external investors in executive presentations

    • Director, Strategic Planning
      Jun 2014 - Jun 2016 · 2 yrs 1 mo

      * Led Annual Business Planning & Product/Platform Roadmap development. * Managed a global team of Program Managers and Scrum Masters. * Led Agile transformation across Digital. * Established PMO governance processes and optimized program intake and delivery methodology. * Provided program leadership across Digital Projects Portfolio including rollout of WU.com websites and Mobile Apps, New payment methods and payments platform, Risk decisioning systems and Big Data/Analytics/Reports & Dashboards.