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Oana C.

Revolutionizing Tech Landscapes: Founder & Fractional CTO with a Global Impact

With 15+ years at the helm of product and engineering, Oana Ciherean has masterfully guided the launch and scale of transformative tech solutions globally. Her leadership has flipped the script on telecom platforms for millions, expanded healthcare systems across 40+ countries, and empowered 2 million students. An award-winning startup founder and a generative AI aficionado, she merges hands-on software engineering prowess with agile methodologies to build diverse, high-performing teams. Oana's journey is marked by boundless curiosity, a knack for problem-solving, and an unwavering commitment to innovation.

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Oana C.

Work

AI Workflow Automation Agents | HR & Marketing | Construction

Led engineering of AI agents to automate HR and marketing workflows at a major construction firm, improving internal efficiency through intelligent task execution and workflow integration.

• Directed an Agile team across AI engineering, front/back-end development, DevOps, and QA to deliver AI agent-based automations.

• Released MVP aligned with stakeholder priorities and operational need enabling non-technical users to interact with agents for daily HR and marketing operations.

• Architected scalable AI agent workflows leveraging OpenAI Assistants API, function calling, and n8n.

• Integrated agents with internal systems (Workday, SharePoint) and n8n for automation.

• Designed validation strategies including unit, integration, and user acceptance testing for agent reliability.

• Recruited key engineering roles through technical screenings and scoped team expansion to meet project demands.

Tech: Next.js, Node.js, Python, FastAPI, Postgres, OpenAI Assistants API, n8n, Pipedream

GenAI Enterprise Knowledge Management Tool | Construction

Led an AI-driven initiative to streamline access to critical construction project knowledge, enabling faster decision-making and improved operational efficiency across teams. 

• Managed a cross-functional team of UI/UX designers, engineers (front-end, back-end, AI, data), DevOps and QA specialists applying Agile Scrum and Design Thinking to deliver an AI-powered MVP.

• Launched a chat-based web platform for indexing and navigating complex construction project knowledge bases.

• Evaluated multiple AI implementation options and advised on architecture and tech stack aligned with client’s long-term goals.

• Defined product roadmap and backlog to ensure business-aligned development of AI use cases.

• Designed scalable RAG workflows integrating OpenAI Assistants API and enterprise document systems (SharePoint, Databricks).

• Planned and led API integrations across internal systems, platform components, and 3rd-party AI services (OpenAI, Azure AI Studio).

• Designed manual and automated test strategy for unit, integration, API and performance/stress/load testing.

• Scoped team capacity and led technical interviews to staff engineering and AI roles.

Tech: Next.js, Node.js, Python, FastAPI, Postgres, Azure Cloud, Azure AI Studio, Azure Cognitive Services, Langchain, Databricks, OpenAI Assistants API, Pinecone, Azure Entra ID

Enterprise Initiative Turnaround for a Telecom's New Line of Business

Led the recovery of a critical telecom initiative, resolving a 3-month delay to successfully launch a new fiber internet business line serving millions of users for one of the Middle East’s largest operators.

• Delivered end-to-end a complex ecosystem of 7 mobile/web apps and 10+ backend systems for fiber and wireless services, automating the full customer lifecycle—from self-service to CRM, billing, accounting, and network policy integration.

• Led 7 remote cross-functional teams (50+ people) including PMs, designers, developers, QA, and DevOps, across the full SDLC.

• Standardized hybrid agile portfolio delivery processes that enabled recovery of a 3-month delay and accelerated the release frequency to monthly.

• Designed business process automations along the customer journey to improve conversion and retention for sales and marketing support.

• Architected ETL pipelines for data migration from various sources (APIs, xml, csv).

• Standardized documentation of user requirements, system design, and release notes.

• Designed manual and automated test strategy across system components.

• Built and managed a staffing plan and an integrated program timeline across multiple project streams.

• Standardized technical documentation practices for system design and backlog tracking at the department level.

Tech: .NET Framework, C#, Angular, Creatio CRM, SAP BRIM, Wordpress, Ad providers

MVP Launch for an AI-gaming Edtech

Advised the incoming CEO of an acquired AI gaming EdTech to assess the existing tech landscape and define a strategic roadmap, timeline, and hiring plan for MVP delivery and long-term product development.

• Guided the CEO in refining the product vision for an AI- and gaming-based language learning platform targeting pre-K and K students.

• Defined a multi-release product roadmap, starting with an MVP, to help the company focus amidst conflicting priorities.

• Managed engineering team and instructional designers to implement the MVP and subsequent releases.

• Reviewed, documented and improved the technical architecture to support future scalability and product evolution.

• Audited engineering processes, standardized a custom Agile approach and coached team.

• Contributed to the design of a spaced repetition algorithm to support language acquisition goals.

• Built a team staffing plan aligned with business priorities and worked with recruitment to screen candidates.

• Synchronized dependencies across two other teams.

Tech: React, Node.js, TypeScript, GraphQL, Neo4j, AWS Lambda

Enterprise Document Search Platform for Healthcare | Roche Gmbh

Managed engineering to build an enterprise solution to replace a legacy healthcare platform used in 40+ countries, increasing scalability by 5x.

• Architected an enterprise web platform solution used in 40 countries, reducing infrastructure and maintenance costs by 5x.

• Designed a multi-tenant search engine schema, business rule engine, and API endpoints based on legacy data and new functionalities and use cases.

• Coordinated a cross-functional team of engineers, testers, UI/UX designers, and 3rd level support engineers across all delivery stages.

• Designed ETL components for data retrieval and migration for internal APIs and legacy database systems.

• Defined the manual and automated testing strategy to ensure product quality and testing efficiency.

• Enforced technical processes for code reviews, unit testing, CI/CD.

• Adapted the client’s V-model waterfall process by integrating Agile practices to improve velocity.

• Managed time and material contracts, tracked project costs, and ensured timely releases.

• Led user acceptance testing, and ensured traceability matrices, testing reports, and final release reports.

• Defined and coordinated plan for data migration.

Tech: .NET Framework, C#, JavaScript, SQL Server, Apache Solr.

Experience

Oct 2018 — Present
Toptal

Toptal

Technical Consultant | Product and Engineering Manager | Project Rescue

Toptal is an exclusive network of the top freelance software developers, designers, finance experts, product managers, and project managers in the world.

  • Developed a pioneering AI agent platform for a US construction enterprise, enhancing access to a vast construction project knowledge base.
  • Led the engineering of core platform APIs for Mrs Wordsmith, an edtech startup, revolutionizing AI and gaming-based language learning.
  • Implemented a language learning module for the Queen Rania Foundation, expanding access to education for over 2 million learners in the Arab world.
Sep 2014 — Present
Dalia's Book

Dalia's Book

Founder & CEO/CTO

Dalia's Book disrupts the Romanian education system by offering modern learning contexts for digital literacy, involving the community, IT companies, schools, and professionals.

  • Bootstrapped an award-winning non-profit engaging over 1,000 tech experts to provide futuristic job security skills to over 10,000 children.
  • Recognized as Best Social Impact Startup - Regional Finalist in Central European Startup Awards (2018 & 2020) and awarded for Best Digital Skills in Education by the European Commission (2018).
May 2021 — May 2022
EarthLink Telecommunications

EarthLink Telecommunications

Product/Engineering Management Lead

EarthLink Telecommunications is Iraq's leading internet service provider, offering a broad range of ICT solutions since 2005.

  • Developed and launched product roadmaps for an enterprise telecom solution encompassing 15+ systems, defining key product and technical features.
  • Oversaw five multidisciplinary teams totaling over 50 members, coordinating efforts across product/project management, design, engineering, testing, devops, and IT.
  • Implemented engineering best practices, automation design, and coordinated load & penetration testing to ensure quality, performance, reliability, and security.
  • Pioneered cross-functional agile processes that resolved project stagnation, leading to the highest team velocity within the department and adoption across the company.
Aug 2020 — Apr 2022
EarthLink Telecommunications

EarthLink Telecommunications

Management Consultant (Organizational Architecture)

  • Redesigned the organizational structure for the 50+ member R&D Department to transition from a flat to a hierarchical matrix, enabling a 50% departmental scale-up.
  • Developed a matrix reporting structure, defined career tracks, role responsibilities, and assessment KPIs across multiple teams including design, engineering, test, support, and project management.
  • Designed a performance management strategy fostering a culture of excellence and growth.
  • Created a change management plan to support an iterative transition, ensuring smooth adaptation to the new organizational architecture.
Aug 2019 — Feb 2020
Toptal

Toptal

Technical Product Manager

  • Led the successful migration of Toptal’s Staff Portal from a monolithic architecture to a microservices-based infrastructure, enhancing scalability and flexibility.
  • Utilized a diverse tech stack including React, Node.js, Ruby, Web Services, and GraphQL, demonstrating versatility and technical proficiency in project execution.
Apr 2016 — Jan 2017
Evozon

Evozon

Engineering Manager, Gaming

Evozon specializes in end-to-end software development with a commitment to technical and strategic consultancy, emphasizing a flat organizational structure for efficient decision-making and promoting a culture of continuous learning and innovation.

  • Managed a 20-member game production team across multiple disciplines, leading to the production of 2 award-winning mobile games featured by Apple.
  • Revolutionized game development processes by designing a hybrid agile and waterfall development process, reducing the production lifecycle from 2 years to 10 months.
  • Directed product and go-to-market strategy, successfully penetrating the casual gaming market.
Jan 2015 — Dec 2015
iQuest Group

iQuest Group

Member of Microsoft Practice Leadership (People Management Lead)

  • Led a team of 30 senior engineers to foster a support and growth culture among 130 software engineers, enhancing team dynamics and productivity.
  • Standardized key processes including onboarding, performance assessment, and project staffing, creating a structured and efficient departmental workflow.
  • Designed a new career track for L3 Support Engineering, expanding career opportunities and supporting skill development across the company.
  • Played a pivotal role in learning and development initiatives to address skill gaps, thereby improving project delivery and performance.
Feb 2013 — Mar 2016
iQuest Group

iQuest Group

Engineering Manager for Roche

In 2020, iQuest Group joined Nagarro, helping to transform and adapt to the future through digital product engineering with a global team of experts in 26 countries.

  • Coordinated 4 teams across engineering, QA, design, and customer support, successfully delivering 3 enterprise systems across 40+ countries using a hybrid V-Model Waterfall and Agile Scrum development process.
  • Managed release roadmaps for 3 web products, effectively translating complex business requirements into executable engineering tasks.
  • Architected scalable solutions for software, REST APIs, data, search engine, and business processes, achieving a 7x improvement in scalability that significantly reduced infrastructure and maintenance costs.
  • Developed and implemented an automated testing strategy, including a test automation blueprint for end-to-end business flows, enhancing software reliability and operational efficiency.
Jul 2010 — Feb 2013
iQuest Group

iQuest Group

Senior Software Engineer for Roche

  • Designed and developed key web systems and ETL components, significantly enhancing the efficiency and reliability of medical data visualization platforms.
  • Implemented and introduced quality processes for development through coding standards, peer, and architectural reviews, elevating the project's overall software quality and maintainability.
  • Authored comprehensive architecture documentation using UML and the 4+1 view model, providing a clear framework and guidelines for current and future development efforts.
  • Mentored a team of 7 software engineers, guiding their professional development from junior to senior levels, and significantly contributed to the team's expertise and project outcomes.
Feb 2009 — Jun 2010

UMT Software

Engineering Manager

UMT Software joins North Highland, further enhancing capabilities in holistic transformation design, management, and value delivery.

  • Led the engineering team in developing the 1st standalone version of UMT 360, transitioning from a component of Microsoft Project and Portfolio Server.
  • Introduced agile practices across the company, incorporating scrum, refactoring, code reviews, and coding conventions, significantly advancing the software development process.
  • Played a pivotal role in translating business and customer requirements into actionable product features, resulting in enhanced customer satisfaction and product fit.
  • Designed and established a comprehensive software development lifecycle, including custom CI/CD pipelines, leveraging Microsoft TFS, which streamlined release processes and improved code quality.
Apr 2008 — Jan 2009

UMT Software is now North Highland

.NET Developer