NAVIGATION
© 2026 Sasha Dolgy. Zurich, Switzerland.
Technology Advisory & IT Delivery

Establishing Institutional Rigour and Scaling Cloud Capabilities in Regulated Industries

I work with CEOs, boards, and investors to assess, stabilise, and modernise complex technology platforms in regulated industries—operating at the intersection of strategic alignment and hands-on execution.

Sasha Dolgy portrait
EXECUTIVE PROFILE

Stabilizing Complex IT Operating Models at the Intersection of Strategy & Execution

I work with CEOs, boards, and investors to assess, stabilise, and modernise complex technology platforms in regulated industries. As a senior technology and transformation executive with 25+ years’ experience, I lead global IT operations, advise executive leadership, and deliver platform modernisation and large-scale transformation across financial services and insurance environments.

I operate at the intersection of board-level strategy and hands-on execution—assessing complex technology environments, aligning operating models, and leading modernisation initiatives across cloud, data, and enterprise platforms. With deep executive relationships across major cloud providers (Microsoft, AWS, and GCP), my mandates prioritize delivery realities, vendor rationalization, and long-term capability building.

My background spans global IT operations leadership, enterprise transformation, and building SaaS platforms from the ground up. Equally comfortable in the boardroom or deep in delivery, I am most effective where accountability, pace, and measurable outcomes matter.

I am typically engaged where organisations require independent senior technology leadership—including complex transformation programmes, platform modernisation initiatives, technology due diligence, or executive oversight of critical technology decisions. Currently leading the cloud modernisation, migration strategy, and DORA/regulatory compliance roadmap for a regulated European insurance and technology platform provider, I deliver pragmatic, evidence-based leadership to drive meaningful ROI.

Board Advisory
C-Suite Alignment
SaaS & IaC Scale
AWS & Azure Architecture
CORE FOCUS AREAS

Executive Advisory & Strategic Delivery

Engaged on interim, advisory, and senior executive mandates.

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Executive Advisory

Interim CIO / CTO leadership and executive advisory to steer organizations through critical transitions.

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Platform Modernisation

Delivering large-scale platform modernisation and technology transformations in complex architectures.

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IT Operating Models

Redesigning IT operating models, service delivery structures, and institutional resilience.

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Cloud, Data & AI

Formulating and implementing end-to-end cloud, data, and AI platform strategies.

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Capability Assessments

Conducting independent technology capability and execution risk assessments for major transformation initiatives.

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Strategic & Operational Mandates

Executing transformation mandates that require both strategic direction and hands-on operational delivery.

Typical Mandates Include

Interim CIO Interim CTO Fractional CIO Fractional CTO Technology Transformation Platform Modernisation Enterprise Platform Transformation Cloud Transformation Technology Due Diligence IT Operating Model Digital Transformation Financial Services Technology Insurance Platforms SaaS Platform Development
CHRONOLOGY OF MANDATES

Proven Leadership & Transformation Track Record

A history of successful turnarounds, regulatory adherence, and high-impact operational optimizations across Europe and Switzerland.

2025 – Present

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.
2024 – 2025

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.
2022 – 2024

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.
2015 – 2022

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.
2010 – 2015

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_new
CAPABILITY MATRIX

Expertise & Professional Credentials

A comprehensive toolkit combining high-level board room corporate governance with hands-on technical architecture and operational delivery.

Qualifications

school
BA (Honours) Business Management
First Class Honours | Open University, UK (2026)
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ITIL V4 Managing Professional
ITIL V3 Expert Certified
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Executive Communication
English (Native / Full Professional Working Proficiency)
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IT Operating Model Design

Redesigning organizational structures, capability pillars, and decision rights for high-stakes portfolios.

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Azure · AWS · GCP Scalability

Directing cloud modernizations, migration frameworks, and hybrid cloud structures at scale.

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DORA & Regulatory Compliance

Ensuring cloud infrastructures comply with stringent EU and national financial/operational regulations (including DORA).

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Financial & Budget Management

Full ownership of large budgets exceeding $20M+, delivering consistently 15%+ YoY savings.

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Enterprise Architecture (TOGAF)

Translating complex IT architectures and integrations into commercial board-level proposals.

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ITSM & Service Governance

Enforcing ITIL V4 standards, incident workflows, and risk controls across global estates.

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Workforce & Vendor Sourcing

Orchestrating mid-programme vendor transitions and rightsizing complex IT teams.

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Security & Risk Oversight

Embedding security-by-design controls and leading remediation programs under audit.

VERIFIED CREDENTIALS

Certifications & Professional Accreditations

A continuous commitment to industry frameworks, cloud platforms, and digital excellence.

Zurich Insurance Issued Apr 2025

Digital Mastery Program Automation Essentials

Foundational concepts and application of automation solutions in modern operations.

Zurich Insurance Issued Apr 2025

Digital Mastery Program Foundational Level

Core digital models, capabilities, and transformation methodologies.

Palantir Technologies Issued Jun 2023

Palantir Foundry Foundations

ID: fvc4ry8jexed

Amazon Web Services Issued Feb 2023

AWS Partner: Cloud Economics Accreditation

Business value, financial cloud frameworks, and optimization in multi-cloud governance.

Amazon Web Services Issued Jan 2023

Well-Architected Proficient

Ensuring cloud solutions integrity across the six pillars of AWS Well-Architected.

Amazon Web Services Issued Jan 2023

AWS Partner: Accreditation (Technical)

Technical fundamentals, solutions design, and cloud architecture execution patterns.

Amazon Web Services Issued Jan 2023

AWS Partner: Sales Accreditation (Business)

Business value proposition, cloud scalability scaling, and TCO methodologies.

Amazon Web Services Issued Mar 2022

AWS Certified Cloud Practitioner

Validated foundational understanding of the AWS Cloud platform, services, and security guardrails.

AXELOS Global Best Practice Issued Nov 2021

ITIL 4 Managing Professional Transition

ID: GR676009862SD

AXELOS Global Best Practice Issued Nov 2021

ITIL® 4 Managing Professional

ID: GR677010875SD

Microsoft Issued Nov 2021

Power Platform App Maker Associate

ID: IO72-0000

The Open University Issued Jul 2021

Certificate of Higher Education in Business Management

Rigorous academic grounding in management structures, business finances, and corporate ethics.

Microsoft Issued Sep 2021

Microsoft Certified: Azure Data Fundamentals

ID: H967-9748

Microsoft Issued Sep 2021

Microsoft Certified: Azure AI Fundamentals

ID: H956-6961

Microsoft Issued Aug 2021

Microsoft 365 Certified: Fundamentals

ID: H950-4697

Microsoft Issued Aug 2021

Microsoft Certified: Power Platform Fundamentals

ID: H946-6294

Microsoft Issued Apr 2021

Microsoft Certified: Azure Fundamentals

ID: H754-2135

AXELOS Global Best Practice Issued Jun 2014

ITIL® Expert in IT Service Management

ID: 1402#311951016

AXELOS Global Best Practice Issued Jun 2014

ITIL Expert Managing Across the Lifecycle (MALC)

ID: 1402#311951016

AXELOS Global Best Practice Issued Mar 2014

ITIL® V3 Intermediate: Service Operation

ID: 1402#311866049

AXELOS Global Best Practice Issued Sep 2013

ITIL® V3 Intermediate: Service Strategy

ID: 1302#311761584

AXELOS Global Best Practice Issued Apr 2012

ITIL® V3 Intermediate: Service Design

ID: 1202#311480780

AXELOS Global Best Practice Issued Nov 2012

ITIL® V3 Intermediate: Continual Service Improvement

ID: 1202#311590231

AXELOS Global Best Practice Issued Nov 2011

ITIL® V3 Intermediate: Service Transition

ID: 1102#311399390

APMG-International Issued Nov 2012

Sourcing Governance Foundation

Standardized governance structures and commercial frameworks for orchestrating sourcing lifecycles.

Apptio Issued Mar 2011

Apptio Fundamentals

IT financial management, cost transparency mapping, and business valuation frameworks.

TÜV SÜD Akademie Issued Jul 2011

ITIL® V3 Foundation

ID: 1102#311351260

VMware Issued Mar 2011

VMware Technical Sales Professional (VTSP) 4

Virtualization architecture design, technical consolidation, and infrastructure hypervisor governance.

edX / Microsoft Issued Feb 2020

Microsoft Service Adoption Specialist

Structured methodologies for driving enterprise-wide adoption and change management of cloud collaboration suites.

LinkedIn Issued Aug 2020

Executive Leadership

Strategic leadership models, organizational scaling, executive coaching methods, and corporate alignment.

LinkedIn Issued Jun 2019

Design Thinking: Data Intelligence

Applying client-centric design processes to analytical intelligence systems and complex data orchestration tools.

LinkedIn Issued Jun 2019

Design Thinking: Understanding the Process

Creative problem framing, user empathy mapping, and rapid ideation in high-stakes enterprise structures.

LinkedIn Issued Aug 2021

Creating Great First Impressions

Building immediate commercial alignment and professional trust during corporate advisory onboarding.

LinkedIn Issued Aug 2021

Managing Your Career as an Introvert

Quiet leadership, substantial boardroom communication, and high-influence strategic alignment.

LinkedIn Issued Aug 2021

Microsoft Power Platform Foundations

Leveraging low-code enterprise automation and citizen development within corporate governance standards.

LinkedIn Issued Feb 2021

Microsoft Teams Essential Training

Organizing remote collaborative structures and securing enterprise productivity workspaces.

LinkedIn Issued Aug 2020

Supporting Your Kids' Learning at Home

Work-life balance strategies, home-school scheduling, and active family resilience in remote settings.

THOUGHT LEADERSHIP

Regulatory & Leadership Insights

Regularly sharing strategic viewpoints on operational excellence, AI governance, and modern architecture.

TECHNICAL FOUNDATION

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.

View GitHub Repositories arrow_right_alt
database PHP / Apache Cassandra

php-cassandra-sessions

An optimized custom connector allowing developers to leverage Apache Cassandra as a highly-available, distributed PHP session store.

vpn_key PHP / Security

oauth2-php-apache_cassandra

A custom, secure implementation of OAuth 2.0 standards designed specifically to interface with Apache Cassandra backends.

terminal Shell Utilities

Cassandra-BASH-Utils

A specialized suite of BASH administrative scripts and health-monitoring adapters for Apache Cassandra clusters.

settings Loggers

cassandra-log4j-appender

A custom adapter enabling high-performance log forwarding from Java processes directly into Apache Cassandra tables.

ENTREPRENEURIAL INITIATIVES

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.

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Distributed Coordination Platform

Founder & Architect
Active Stealth Beta

Currently 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.
Mobile-First UI Workflow Engines Decentralized Ops
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Premium Video Messaging Platform

Premium Gifting Experience
Production SaaS

Designed 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).
Next.js 16 (TS) AWS Lambda (Python) DynamoDB Single-Table Terraform IaC
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Generic Knowledge MCP Platform

Creator & Dev
Active R&D

Developing 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.
MCP Protocol OIDC / Entra DynamoDB Auditing
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Chinese Social & Dating Platform

Lead Technical Director
Archived Scale-Out

Co-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.
Cassandra NoSQL Extreme Scale China Net Optimization
COLLABORATION & ADVISORY

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.