About Oisin
Oisin is the consulting practice of Jarlath O'Carroll — an engineer-turned-operator who has spent his career inside the systems most strategy decks only describe.
Background
Jarlath started his career as a developer on IBM micro-kernel systems in the early 1990s, helped Wells Fargo become one of the first banks in the world to put customer accounts online, and has been close to the front line of new technology adoption ever since — through Schwab's first online brokerage in the UK, Deloitte's largest UK public sector programs, and the launch of AI-driven products at The Filter and Jobspeaker.
He now runs Oisin, advising leaders on how to build AI products that hold up beyond the demo: how to choose the right model, design the human-in-the-loop processes around it, integrate cleanly with the customer's existing systems, and measure what's actually working.
Jarlath holds an M.S. in Management from London Business School and studied Computer Science at Dublin Institute of Technology / Technological University Dublin. He is named on a pending patent for an AI skills-based workforce content mapping and agent system.
How Oisin works
The right answer usually lies in the constraints — regulatory, organizational, technical — that show up only when you've actually shipped. Oisin engages with those constraints from day one, not in the appendix.
An LLM is one component in a product, not the product. Evaluation, fallback paths, human-in-the-loop, CRM/ERP integration, monitoring, and a clear escalation story all matter as much as model choice.
You won't be handed off to a junior team. Engagements are deliberately small so that the work is done by people who can also be held responsible for the outcome.
The goal is to leave your team stronger, not more dependent. Frameworks, playbooks and operating cadences are documented and trained-in, not held as billable IP.
Career highlights
A selected timeline — most engagements span the full sweep of strategy, product, engineering leadership, and customer relationships.
Led product, customer success and GTM for an AI workforce platform serving 1M+ users across government and employer partners. Grew ARR past $1M with 95% retention. Drove acquisition and post-merger integration of an outcomes-tracking product, defined HITL processes using multiple LLMs, and oversaw integrations across Stripe, Salesforce and Ellucian.
Program-led the Wells Fargo–Wachovia consumer web integration (100M+ visits/month). Drove the move to SDL Tridion as a core bridge between business and technology, and shipped product revisions in response to regulatory changes including debit card pricing and student loans.
Ran the US business for an AI media personalization firm. Doubled major US customers in year one and established the company as a leading cross-media personalization provider with Warner Bros, Vudu, Fuhu, Intel and IVA.
Consumer-finance browser tech for online payments and shopping; product partnerships with Visa, American Express and Chase. Drove 100% revenue growth, 15x dollar transaction growth, and the v2.0 launch — PC Mag Editors' Choice and a Webby Honoree.
Sold and led a $25M IT-transformation program for a UK welfare institution protecting $2.8B in outsourcing benefits across 120,000 staff. Also served as Operational Director / PMO Manager for a $5B UK public health initiative with BT to digitize public health records.
Launched the first online brokerage in the UK for Schwab Europe; drove a 40% reduction in customer-maintenance costs through a new CRM. At Tradepayment, built and led a 15-person team delivering an XML B2B workflow product and secured $1.5M in financing.
Built systems that put Wells Fargo customer accounts online — among the first banks in the world to do so — and shipped pioneering internet products (shopping cart with built-in payments, resume builder, online email). Senior developer on IBM micro-kernel platforms.
Education
M.S. in Management — London, UK
Computer Science — Dublin, Ireland
Honors
A novel approach to matching human skills, learning content and labor-market signals using AI agents — developed in the context of the Jobspeaker platform.
PC Magazine Editors' Choice · Webby Honoree.
Oisin takes on a small number of engagements at a time. Best to reach out early.
