Sajith Kumar

About Sajith Kumar

Engineering Executive with 28 years of experience building and leading large-scale cloud-native financial services and healthcare platforms, including 18 years scaling India engineering hub into mission-critical delivery engine for Fidelity Investments– a global financial services organization. Former Head of Healthcare Technology at Fidelity Investments, where I built and led a 500+ engineer organization delivering Java-based, API-driven, cloud-native platforms across digital channels, payments, account servicing and high-volume transaction processing.Proven track record of running Agile squads, SRE, DevSecOps, CI/CD and platform modernization at enterprise scale while owning service reliability, delivery outcomes, financials and engineering maturity.Experienced in PE-backed, high-growth environments and passionate about building inclusive, high-performance cultures.Currently Board Member & Chief Strategy Officer at an AI-driven SportsTech startup and Fractional CFO at a fast-growing sports services company, bringing product, platform and business-scale thinking to high-growth environments. My focus spans product strategy, operational scale, and investor engagementProven success in scaling GCCs and playing an instrumental role in launching and leading new technology capabilities and business lines at Fidelity. Key Highlights:• Built and led 40+ Agile squads delivering cloud-native financial services and healthcare platforms across digital channels, customer servicing, payments, billing and core transaction processing• Modernised enterprise applications to microservices and cloud-native architectures on AWS• Implemented SRE, observability and AI-driven operations, cutting incidents and MTTR while improving customer experience• Delivered $25M+ in operational savings through automation, DevOps and platform consolidation• Owned India domain financials, capacity planning, OKRs and quarterly PI / Big Room delivery aligned to global business priorities• Regularly represented India engineering in global leadership and board-level forums• Currently lead AI/ML strategy and ecosystem partnerships at SportsTech startup 2BFOUND, transforming grassroots athlete development.• Proven ability to drive change in matrixed organizations while embedding customer-first, product-led mindsets.• Strong experience engaging with global boards, driving governance, innovation and long-term enterprise value in GCCs.

Experience

1. Chief Financial Officer (Fractional) & Board Member

   Scooled

   Feb 2025 — Present · Bengaluru, IN

   Scooled is a fast-growing sports services organization focused on grassroots sports development through structured coaching programs, technology adoption, and vibrant community engagement.As Fractional CFO and Board Member, I support Scooled’s strategic scale-up by anchoring financial strategy, investor relations, and ecosystem partnerships- Defined and implemented a scalable financial model supporting multi-academy expansion, resulting in increased revenue growth- Led investor engagement strategy; designed ROI/Equity-based funding models aligned with Scooled’s capital needs and strategic roadmap- Partnered with founders on business planning, GTM strategy, and operational governance- Established cross-sector partnerships with performance analytics platforms, sports infra providers, and educational institutions- Architected KPI-driven dashboards for performance tracking and financial governance- Actively advise on risk management, compliance, and board-level decisions on expansion, pricing, and operational efficiency.

Education

• Indian Institute of Technology, Kanpur

  Chemical Engineering

  1996

Skills

• Requirements Gathering
• Sdlc
• Team Management
• Requirements Analysis
• Software Project Management
• Financial Services
• Broker-Dealer
• Settlement
• Software Development
• IT Strategy
• Capital Markets
• Pmp
• Leadership
• Business Analysis
• Vendor Management
• Securities Lending
• Repo
• Project Management
• Product Management
• Program Management
• Business Process Improvement
• Agile Methodologies
• Management