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Hi, I’m Harry Singh — a director-level technology leader with 20+ years building AI-powered systems and leading digital transformation across financial services, venture capital, and the public sector. I bridge hands-on technical execution (.NET/Azure architecture, GenAI integration, API development) with strategic leadership (vendor management, governance, C-level stakeholder engagement). I excel at turning complex integrations and fragmented systems into coherent, scalable platforms. I thrive in ambiguity, from rapid prototyping concepts to fixing broken architectures, while championing governance, security, and compliant, end-to-end delivery.…Hi, I’m Harry Singh — a director-level technology leader with 20+ years building AI-powered systems and leading digital transformation across financial services, venture capital, and the public sector. I bridge hands-on technical execution (.NET/Azure architecture, GenAI integration, API development) with strategic leadership (vendor management, governance, C-level stakeholder engagement). I excel at turning complex integrations and fragmented systems into coherent, scalable platforms. I thrive in ambiguity, from rapid prototyping concepts to fixing broken architectures, while championing governance, security, and compliant, end-to-end delivery.

Harry Singh

Product Designer, AI Engineer, AI Strategy Consultant, +4

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Hi, I’m Harry Singh — a director-level technology leader with 20+ years building AI-powered systems and leading digital transformation across financial services, venture capital, and the public sector. I bridge hands-on technical execution (.NET/Azure architecture, GenAI integration, API development) with strategic leadership (vendor management, governance, C-level stakeholder engagement). I excel at turning complex integrations and fragmented systems into coherent, scalable platforms. I thrive in ambiguity, from rapid prototyping concepts to fixing broken architectures, while championing governance, security, and compliant, end-to-end delivery.…Hi, I’m Harry Singh — a director-level technology leader with 20+ years building AI-powered systems and leading digital transformation across financial services, venture capital, and the public sector. I bridge hands-on technical execution (.NET/Azure architecture, GenAI integration, API development) with strategic leadership (vendor management, governance, C-level stakeholder engagement). I excel at turning complex integrations and fragmented systems into coherent, scalable platforms. I thrive in ambiguity, from rapid prototyping concepts to fixing broken architectures, while championing governance, security, and compliant, end-to-end delivery.

Available to hire

Hi, I’m Harry Singh — a director-level technology leader with 20+ years building AI-powered systems and leading digital transformation across financial services, venture capital, and the public sector. I bridge hands-on technical execution (.NET/Azure architecture, GenAI integration, API development) with strategic leadership (vendor management, governance, C-level stakeholder engagement).

I excel at turning complex integrations and fragmented systems into coherent, scalable platforms. I thrive in ambiguity, from rapid prototyping concepts to fixing broken architectures, while championing governance, security, and compliant, end-to-end delivery.

Skills

Experience Level

Expert

Expert

Expert

Expert

Expert

Expert

Expert

Expert

Expert

Expert

Expert

Expert

Expert

Intermediate

Work Experience

Head of Ventures Technology at Eight Roads

June 1, 2022 - October 1, 2025

Led end-to-end technology transformation for Eight Roads' global investment and central teams, delivering secure, scalable cloud-native systems. Key initiatives included building an Affinity CRM Integration Platform connecting CRM with Chronograph data, tax systems, and internal workflows; architecting an AI Portfolio Intelligence Hub using Azure OpenAI and Chronograph API for portfolio research; automating tax submissions and KYC/KYB workflows; modernizing the Azure cloud with microservices, CI/CD, SSO/MFA controls, and governance frameworks.

Technical Director at Sikoia Ltd

November 1, 2019 - June 1, 2022

Led technical delivery of a cloud-native Open Banking platform serving 189,000 active customers globally. Architected Azure-based microservices with REST APIs and data enrichment pipelines, integrating 30+ external providers; built custom CRM integrations (Salesforce, HubSpot); established DevOps practice and CI/CD to accelerate time-to-market by 40%; led ML PoCs including identity verification (facial recognition) and OCR; designed scalable data architecture for real-time transaction processing and account aggregation.

CTO & Transformation Advisor at Independent Technology Consultant

October 1, 2017 - November 1, 2019

Fractional CTO delivering digital transformation for public sector and housing organizations. Led Radian Housing Group digital transformation, building Azure-based microservices with Dynamics 365 integration, forming a customer portal for 50,000+ residents; established DevOps practices and agile delivery. For London Borough of Croydon, delivered a 70-module citizen services portal on Azure and Dynamics CRM, delivering £8.2M in operational savings through automation and self-service; advised FinTech clients on API integrations, PSD2 compliance, and embedded finance strategies.