Establishing Institutional Rigour and Scaling Cloud Capabilities in Regulated Industries
Senior Executive with 25+ years of experience across global finance, insurance, and reinsurance. Specializing in designing target IT operating models, stabilizing high-stakes programs, and leading cloud transformations.
Stabilizing Complex IT Operating Models at the Intersection of Strategy & Execution
Sasha Dolgy is a senior technology leader who specializes in bringing structure, delivery discipline, and governance rigour to multi-jurisdictional and highly regulated environments where these are absent or fragmented.
Operating comfortably at board and C-suite level while remaining deeply engaged in operational, commercial, and technical details, Sasha establishes the crucial link between business imperatives and technological reality. With deep executive relationships across major cloud providers (Microsoft, AWS, and GCP), his mandates prioritize delivery realities, vendor rationalization, and long-term capability building.
Currently leading the cloud modernization, migration strategy, and DORA/regulatory compliance roadmap for a regulated European insurance and technology platform provider, he delivers pragmatic, evidence-based leadership to drive meaningful ROI.
Proven Leadership & Transformation Track Record
A history of successful turnarounds, regulatory adherence, and high-impact operational optimizations across Europe and Switzerland.
Independent Technology & Transformation Lead
Switzerland / Europe
Regulated European Insurance Technology Platform Mandate
Board Assessment & Cloud Modernisation Strategy (Phase 0)
- Commissioned prior to Phase 0 to conduct a comprehensive technology assessment and present a strategic platform modernization proposal directly to the Board of Directors.
- Directly reporting to the CEO and Board, leading the approved cloud migration strategy, target operating model design, and investment business case.
- Conducted deep-dive current-state assessments across multi-MGA architecture, identifying material compliance gaps, technical debt, and SDLC maturity issues against DORA (Digital Operational Resilience Act) and national regulatory requirements.
- Designed the target IT operating model and cloud-era governance framework tailored to the organization's immediate operational and security scale.
- Utilized advanced AI-assisted analytical tools to map dependencies, accelerate audits, and build high-fidelity, auditable evidence logs.
- Architected robust SaaS blueprints in Azure and AWS, ensuring security-by-design and regulatory compliance templates.
Programme Director, Global HR Technology
Zurich Insurance Company Ltd. | Switzerland
Global HR Technology Transformation
Stabilisation, Governance & Vendor Transition
- Brought in to stabilize and govern a multi-year global SAP SuccessFactors rollout supporting 50,000+ users that carried severe financial and operational exposure.
- Established first-time robust financial control pipelines, RAID tracking, and executive dashboards, granting clear visibility to the CFO.
- Orchestrated the strategic assessment and full transition of the implementation vendor, managing complex contractual and commercial negotiations seamlessly.
- Realigned major delivery milestones to stop scope drift and preserve program delivery integrity.
Managing Principal & Head of Cloud Consulting
CAPCO Switzerland | Zurich
Cloud Consulting Practice & Delivery
Swiss BFSI Cloud & Operating Model Redesign
- Built and established Capco's Swiss cloud consulting practice from a standing start, driving client wins and talent recruitment.
- Led senior engagements managing Azure/AWS cloud migrations, IT operating model designs, and regulated service management audits.
- Directed delivery of high-profile mandates, including the Azure-based decomposition of a global retail banking monolith and AWS-led data pipelines for a major insurer.
- Provided high-value CISO security advisory for a prominent Swiss private wealth family office.
Global Head of IT Operations, Commercial Insurance
Zurich Insurance Company Ltd. | Zurich / Global
Global IT Operations & Sourcing
Managing $20M+ Budget & Multi-Country Teams
- Architected and implemented a new, high-performance IT operating model from the ground up, establishing governed pillars across 5 countries (20+ FTEs).
- Chaired the Cloud Governance Council (governing Azure, AWS, and Hybrid) and embedded structured ITSM, DevSecOps, and CloudOps processes across a 40-country estate.
- Delivered 15%+ Year-on-Year operational savings on a $20M+ budget through rigorous vendor rationalization, infrastructure optimization, and contract consolidation.
- Executive Sponsor for Zurich Commercial Insurance's 24-month security transformation program, covering multi-jurisdictional control assurance.
- Led global Workplace & Hybrid-Work transformations (50,000 employees), building a global change ambassador network.
Head of IT Business Architecture & Integration
Swiss Reinsurance Company Ltd. | Zurich
Reinsurance Architecture & Governance
ServiceNow Governance & Multi-Phase Strategy
- Directed architecture, integration delivery, and operational improvement in a highly regulated global reinsurance environment.
- Led multi-phase IT strategies establishing ServiceNow platform governance, business analysis as a service, and Data Office structures.
- Closed critical delivery gaps between business expectations and IT infrastructure, building commercial credibility for central IT.
Looking for earlier professional history? Sasha's complete engineering and leadership track record dating back to 1999 is fully documented on LinkedIn.
View Full Professional History open_in_newExpertise & Professional Credentials
A comprehensive toolkit combining high-level board room corporate governance with hands-on technical architecture and operational delivery.
Qualifications
IT Operating Model Design
Redesigning organizational structures, capability pillars, and decision rights for high-stakes portfolios.
Azure · AWS · GCP Scalability
Directing cloud modernizations, migration frameworks, and hybrid cloud structures at scale.
DORA & Regulatory Compliance
Ensuring cloud infrastructures comply with stringent EU and national financial/operational regulations (including DORA).
Financial & Budget Management
Full ownership of large budgets exceeding $20M+, delivering consistently 15%+ YoY savings.
Enterprise Architecture (TOGAF)
Translating complex IT architectures and integrations into commercial board-level proposals.
ITSM & Service Governance
Enforcing ITIL V4 standards, incident workflows, and risk controls across global estates.
Workforce & Vendor Sourcing
Orchestrating mid-programme vendor transitions and rightsizing complex IT teams.
Security & Risk Oversight
Embedding security-by-design controls and leading remediation programs under audit.
Regulatory & Leadership Insights
Regularly sharing strategic viewpoints on operational excellence, AI governance, and modern architecture.
Composable Sovereignty: How I’d Rebalance Your Cloud Leverage
A strategic blueprint for modernizing enterprise infrastructure and avoiding vendor lock-in, rebalancing leverage in hybrid cloud landscapes.
Why Most Teams Fail at AI for Coding
Uncovering the strategic mistakes that cause enterprise AI coding initiatives to stall, and detailing the exact methodologies that deliver massive software engineering productivity in practice.
The COO's Blind Spot
Investigating why complex corporate operating models break, and how aligning operational workflows directly with IT governance bridges the gaps.
We Are Wasting CapEx Because AI Leadership Is Too Late
Exploring the multi-million dollar financial exposure of misaligned technology investments, and why late-stage governance structures fail to secure value.
When AI Quietly Lies: Guardrails and Power
A deep dive into security guardrails, risk mitigation, and operational auditing protocols required when deploying generative AI in audited sectors.
When Leadership Becomes Alignment
Insights on aligning cross-functional teams around a unified mission, eliminating execution silos, and establishing clarity in high-pressure transformations.
A Strong Heritage in Engineering & Open Source
Unlike standard corporate managers, Sasha brings a deeply technical core to his executive mandates. Having spent decades writing code and managing database architectures, his advisory assessments are rooted in technical reality.
He has been an active open-source contributor, historically participating in early database utilities, session storage components, and custom Java/PHP connectors.
php-cassandra-sessions
An optimized custom connector allowing developers to leverage Apache Cassandra as a highly-available, distributed PHP session store.
oauth2-php-apache_cassandra
A custom, secure implementation of OAuth 2.0 standards designed specifically to interface with Apache Cassandra backends.
Cassandra-BASH-Utils
A specialized suite of BASH administrative scripts and health-monitoring adapters for Apache Cassandra clusters.
cassandra-log4j-appender
A custom adapter enabling high-performance log forwarding from Java processes directly into Apache Cassandra tables.
Ventures & Technical Prototypes
A history of building from the ground up—ranging from high-scale early consumer platforms to modern governed AI integrations and secure serverless SaaS architectures.
Distributed Coordination Platform
Founder & ArchitectCurrently engineering a unified, mobile-first platform designed to eliminate collaboration friction in distributed groups. Built quietly with a select cohort of early adopters, the system neutralizes tool fragmentation by streamlining coordination, scheduling, and lightweight financial visibility.
- • Structured workflows replacing fragmented slack channels and chat sheets.
- • Availability-matching engine with global multi-timezone scheduling.
- • Transparent financial ledger tracking for shared group operations.
Premium Video Messaging Platform
Premium Gifting ExperienceDesigned and deployed a secure, serverless video messaging and fulfillment platform for a premium gifting service. Enables physical-to-digital gifting by attaching personalized, auto-moderated video messages to physical shipments via dynamically generated QR codes.
- • Secure email handshakes protected by Cloudflare Turnstile bot deterrence.
- • Asynchronous pipeline utilizing AWS Rekognition for policy compliance.
- • Automated viewing expirations (72h) and total retention cleanups (31d).
Generic Knowledge MCP Platform
Creator & DevDeveloping a governed, model-agnostic Model Context Protocol (MCP) server that exposes deep enterprise knowledge and live operational status to AI clients via a secure, fully-auditable interface.
- • Governed retrieval path separating Approved Truth from live unverified telemetry.
- • Automatic classification engine tagging source authority levels in real time.
- • Granular RBAC control over tool usage and docs via Cognito and OIDC.
Chinese Social & Dating Platform
Lead Technical DirectorCo-founded and engineered an early high-volume online dating service targeting the fast-expanding Chinese market. Solved extreme scalability demands under complex national network latency and regulatory guidelines, pioneering high-volume NoSQL setups.
- • Pioneered early Cassandra & NoSQL clustering to bypass relational bottlenecks.
- • Built low-latency image & text processing to handle extreme concurrent access.
- • Engineered innovative custom bypasses for state-level firewall latency.
Ready to Initiate a Transformation Mandate?
Currently accepting board-level technology oversight roles, interim executive mandates, and cloud modernization strategies for the upcoming fiscal year. Reach out directly on LinkedIn to connect and schedule a brief introductory briefing.