Ryan O'shea-Product Manager / CTO
Check rate
Experience
Product Manager / CTO
talent::digital GmbH
- B2B Learning & Development platform focusing on gamified skills development
- Owned and prioritised product roadmap for enterprise e-learning platform
- Led cross-functional delivery (engineering, design, sales, marketing)
- Delivered redesigned enterprise UI (“cockpit”) enabling improved customer data visibility
- Increased content production output from 1 item / 2 weeks to 2 items in the same timeframe
- Contributed production-level code (React, Java, Postgres) to accelerate key deliverables
- Assumed CTO-level responsibilities before and after insolvency (Jan 2025), ensuring product continuity under new IP ownership
- Maintained delivery momentum during resource reduction and organisational restructuring
Software Engineer
Faro Technologies (HoloBuilder)
- B2B construction management platform
- Built customer-facing features for construction management SaaS platform
- Implemented features in React, TypeScript, Redux and Vue
- Partnered with Product and QA to ensure predictable sprint delivery
- Resolved production issues and improved engineering onboarding documentation
Business Development (Contract)
vm.pl
- Sourced 10 verified leads for a Polish software house with one successful conversion
Freelance Web Developer
ryanoshea.dev
- Delivered web sites for independent professionals and organisations
Web Development Trainee
DCI Digital Career Institute
Founding Partner
Lost In Translation
- Onboarding service for people relocating to Germany
Service & School Manager
Pearson (Wall Street English)
- Blended learning language school, 30 centres operating in Germany from 1995 until 2016
- Managed service delivery across multiple centres in Berlin
- Awarded Best Manager (2007, 2015) and Best Center (2005, 2006)
- Owned learning outcomes, learner journeys, and platform-supported teaching processes, and internal sales (25% revenue)
- Used dashboards, KPIs, and operational reporting to track learner progress, retention, and business performance
- Recruitment, onboarding, and continuous development for 50+ staff
Industry experience
See where this freelancer has spent most of their professional time.
Experienced in Education, Information Technology, Construction, and Professional Services.
Business area experience
See which departments and functions this freelancer has contributed to most.
Experienced in Sales, Human Resources, Operations, Information Technology, and Product Development.
Summary
Technical Product Manager with 20+ years professional experience across product leadership, software engineering, and operational management. Owns product strategy end-to-end — from roadmap definition and stakeholder alignment to technical execution and release delivery. Recently operated as CTO during restructuring of an HR Tech SaaS company, maintaining delivery continuity and increasing release efficiency under constrained resources.
Skills
Product & Strategy
- Roadmap Ownership
- Backlog Prioritisation
- Agile / Scrum Delivery
- Release Planning & Go-To-Market Coordination
- Enterprise Stakeholder Alignment
- Kpi & Roi Focus
Technical Depth
- React, Typescript
- Node.Js
- Java
- Postgresql
- Rest Apis
- Ci/Cd
- Git
Leadership
- Cross-Functional Team Leadership
- Crisis & Transition Management
- Process Optimisation
- Recruitment & Team Scaling
Languages
Statistics
Experience
Global experience
Expertise
Profile
Frequently asked questions
Have questions? Find more information here.
Ryan is based in Berlin, Germany.
Ryan speaks the following languages: English (Native), German (Intermediate).
Ryan has at least 20 years of experience. During this time, Ryan has worked in at least 7 different roles and for 7 different companies. The average length of individual experience is 3 years and 11 months. Note that Ryan may not have shared all experience and actually has more experience.
Based on recent experience, Ryan would be well-suited for roles such as: Product Manager / CTO, Software Engineer, Business Development (Contract).
Ryan's most recent position is Product Manager / CTO at talent::digital GmbH.
In recent years, Ryan has worked for talent::digital GmbH, Faro Technologies (HoloBuilder), vm.pl, and ryanoshea.dev.
Ryan is most experienced in industries like Education, Information Technology, and Construction. Ryan also has some experience in Professional Services.
Ryan is most experienced in business areas like Sales, Human Resources, and Operations. Ryan also has some experience in Information Technology and Product Development.
Ryan has recently worked in industries like Information Technology, Education, and Construction.
Ryan has recently worked in business areas like Information Technology, Product Development, and Sales.
The availability of Ryan needs to be confirmed.
Daily rate distribution
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Average rates for similar positions
Rates are based on recent contracts and do not include FRATCH margin.
The average daily rate is the mean of all daily rates from recent contracts of comparable freelancers on our platform.
The median daily rate is the middle value of all daily rates — half of comparable freelancers charge less, half charge more. Unlike the average, it is barely affected by outliers.
Calculated based on our freelancers’ daily rates as of 26 Aug 2026. Actual rates may vary depending on seniority level, experience, skill specialization, project complexity, and engagement length.
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