Jaydeep Gupta

I help organisations execute complex enterprise programmes by giving leaders an honest view of delivery, surfacing risks early, and presenting practical options that enable informed decisions. I believe consistent execution, transparent communication, and strong collaboration are the foundation of successful programme delivery.

Over the last 16+ years, I have led enterprise platform implementations, SaaS delivery, digital transformation initiatives, and professional services engagements across global enterprise customers. My expertise lies in leading large-scale implementations, managing cross-functional teams, and translating complex business objectives into predictable delivery outcomes.

Throughout my career, I have progressively taken on broader responsibilities across programme delivery, customer governance, stakeholder management, and cross-functional leadership, maintaining a 100% final milestone delivery record.

Career Highlights

• Led end-to-end programme delivery across four Tier-1 global enterprise accounts spanning five countries, leading 50+ cross-functional team members throughout the software delivery lifecycle.
• Reduced deployment effort by 70% across a five-country enterprise platform transformation through platform standardisation and delivery optimisation.
• Delivered Smart S&D, an AI/ML-powered recommendation and analytics platform, increasing data-driven recommendation adoption by 30% through successful implementation and business adoption.
• Achieved 95%+ SLA compliance while maintaining a 100% final milestone delivery record across multiple concurrent enterprise programmes.

Core Expertise

Enterprise Program Management

• Delivery Leadership
• Digital Transformation
• Enterprise Platforms
• SaaS Delivery
• Professional Services
• Program Governance
• PMO
• Stakeholder Management
• Customer Success
• Agile Delivery
• Risk & Issue Management
• Cross-functional Leadership
• Vendor Management
• API Integration
• Data Migration

Certifications

PRINCE2® Certified Practitioner | XLRI Executive Development Program | Generative AI Mastermind (2026)

Based in New Delhi | Open to relocation across India

Website: jaydeepgupta.netlify.app

PROFESSIONAL EXPERIENCE

Program & Transformation Advisor | Enterprise Technology Advisory, New Delhi | November 2025 - Present

Enterprise delivery advisory focused on PMO establishment, delivery governance, and operating model optimisation across 3+ clients.

• Partnered with senior client stakeholders on platform sequencing and operating model design across 3+ enterprise clients -- reducing program setup time by 40%.
• Designed and implemented end-to-end delivery frameworks adopted as standard operating models across client program offices -- directly reducing escalation risk and improving milestone predictability.

Program Manager - Enterprise Platforms (Official designation: Senior Technical Project Manager) | Seamless Distribution Systems AB, New Delhi | October 2021 - October 2025

End-to-end program delivery across enterprise platform delivery, digital transformation, and managed services for 4 Tier-1 global enterprise accounts -- multi-account program across 5 countries, 50+ cross-functional team members, full SDLC.

• Led deployment of Smart S&D -- an AI/ML-driven recommendation and analytics platform -- delivering end-to-end program implementation across integration, data pipelines, configuration validation, and business adoption for a Tier-1 client, driving a 30% increase in data-driven recommendation adoption and measurable gains in sales productivity and revenue effectiveness.
• Drove 70% reduction in per-deployment effort across a 5-country platform transformation -- protecting milestone billing across all accounts and improving margin predictability.
• Turned a heavily customised legacy platform into a 70% market-ready unified product -- reducing engineering effort by 30%, eliminating technical debt, and accelerating client time-to-value across 5 global deployments.
• Achieved 95%+ SLA compliance and 100% on-time final milestone execution across 4 simultaneous global accounts -- ensuring successful contractual delivery through proactive risk management and disciplined delivery execution.
• Managed end-to-end data migration, validation, and reconciliation controls across client applications -- establishing robust data harmonisation frameworks that ensured reliable go-live outcomes.
• Orchestrated API integration and system consolidation workstreams across enterprise applications and API-driven architectures --managing multi-vendor dependencies and delivering target state architecture on time and within scope.
• Owned pre-sales and solution design for new engagements -- leading client discovery, solution scoping, effort estimation, and proposal development, directly contributing to contract wins and account expansion.
• Built and led a 50+ member cross-functional delivery team across 4 geographies including a Belgium-based distributed team -- hiring and developing team members across engineering, QA, solution architecture, and operations.
• Partnered with C-level and VP stakeholders through steering committees, QBRs, and delivery review forums across 12+ quarterly cycles, providing delivery status and risk reporting.
• Institutionalised delivery frameworks, risk registers, and RAID logs across all active accounts -- reducing unplanned escalations by 35%.
• Managed a 100+ vendor and partner ecosystem -- driving 20% improvement in vendor accountability through structured performance management.

Manager, Managed Services | Comviva Technologies, Gurugram | January 2016 - September 2021

Led enterprise delivery, client transformation, platform operations, and delivery excellence for a USD 50M+ engagement -- 15-20 direct reports, 100+ vendor ecosystem, 8 enterprise platforms across 15+ operational circles.

• Achieved 95%+ SLA adherence across 8 enterprise platforms -- protecting a large-scale enterprise contract through structured incident, problem, and change management frameworks.
• Stabilised a fragmented multi-vendor operations environment by architecting a Global Operational Hub -- integrating 100+ vendor support layers including HP, Ericsson, and Mavenir, reducing MTTR by 25%, and enabling unified execution control.
• Drove delivery excellence and process transformation -- defining frameworks, SOPs, and audit documentation that improved service consistency by 40% across 15+ operational circles.
• Built and scaled a 15-20 member delivery organisation -- designing team structure, leading hiring, driving performance management and coaching culture, and establishing succession planning.

Project Manager, Service Delivery Platform | Comviva Technologies, Kolkata | January 2013 - December 2016

Enterprise platform delivery for a global operator -- 4 cross-functional teams across development, QA, integration, and field operations.

• Delivered full platform implementation -- achieving 100% milestone sign-off, zero post-go-live critical defects, and full on-time billing realisation.
• Coordinated UAT, user adoption planning, training delivery, and operational transition -- securing client sign-off and ensuring smooth handover to platform operations.

Manager, Managed Services | Comviva Technologies, Kolkata | October 2005 - December 2012

Progression: Engineer to Lead Engineer to Manager. Built core enterprise delivery, program governance, and stakeholder management capabilities across 5 operational circles.

Earlier Career | 1997 - 2005

Progressive IT delivery roles across multiple organisations, building the technical, delivery, and stakeholder management foundation for subsequent Program and Delivery leadership roles.

PRINCE2 Certified Practitioner from AXELOS Global Best Practice, Issued Aug 2020, Credential ID 9980052936360798

Executive Development Program in People and Culture – XLRI Jamshedpur (2018 – 2018)

Six Sigma from LearnTube.ai, Issued Aug 2025, Credential ID DJA-B-1-1548667-0

Generative AI Mastermind from Outskill, Issued May 2026

B.Com – Dibrugarh University