
MentorCruise
Helping Head of Products, Product Managers and Startup Founders build great products and teams https://mentorcruise.com/mentor/jamieboyle/
Product, Data and Growth Expert
I have 17 years experience in high-growth tech companies, including two unicorns. I combine hands on work with advising CEOs, CTOs and Product Managers typically in earlier stage or high growth companies (finding product-market fit, scaling rapidly etc). I’m approachable, easy going and good at helping to figure out solutions to tricky problems. While my experience is broad, I bias towards data, AI and more technical problem spaces.
I have worked in a variety of startups and growth companies from the earliest stages to IPO. I can help advise on fundraising at pre-seed, seed, series A etc. Not just working out pitch materials, slide decks, business case, but also an overarching process to go through for fundraising. I can also help challenge you with mock interviews.
Related to skills around data science, I am also active with AI (LLMs, chatgpt, claude, hugging face, RAG, pipelines, MCP, agents etc). I have worked on various projects related to adding AI as well as AI driven startups. Rather than focusing on the deeply technical (which I am abreast of), I tend to work with people on the strategy around implementing AI improvements e.g. feasibility, risk, incremental development, architecture, return on investment.
I bring experience building and structuring teams. I have worked in various roles from deciding hiring, team structure, turning around broken teams, performance management (including firing), culture, motivation, training etc. Some of the more extreme cases was helping scale from 30 to 300 in a very short period, being dropped last minute into failing teams and having to turn them around, working across all teams in a company to improve planning.
I have experience managing a variety of data engineering, BI and data science teams / projects. AI, machine learning (ML), anomaly detection, data pipelines, route optimisation, operations research, dashboards, data visualization etc. While I'm not a true data scientist, I do go a lot deeper than most and understand a lot of the stack. I bring a mix of hands on experience (regularly using Python, Jupyter, Pandas etc), and experience managing the complex and risky projects.
An area that I often help mentees is building self confidence, whether driven by imposter syndrome or other uncertainty. Often this is around decision making - coming to a conclusion, having confidence in that conclusion - and communication of decisions with confidence.
I have worked at senior levels and advised CEOs, CPOs / Head of Products, CTOs on leadership. Typical themes that I advise on are strategy, changing roles (e.g. IC to leader), setting vision, communication, prioritisation, fund raising, entering new markets, expansion, decision making.
Related to my interest in Data Science and Product Management, I go deep on product analytics. Defining metrics, conversion funnels, marketing attribution, financials / business model (LTV, CAC), retention, churn, linking to potential product changes, cohorts, AB testing, persona / segmentation, data quality etc. I can help with defining metrics, setting up a system so that you can track / monitor, performing the analysis, deriving actionable insights and communicating so they get acted on.
I am an experienced Product Manager who has worked across a wide variety of teams as an IC, a manager and as a Head of Product / CPO. I am strong on strategy, planning and prioritisation, stakeholder management, working with team and team structuring, scaling / growth. Compared to other PMs, I am more technical and a lot of my experience is in data / machine learning / AI space. I have worked on product with high technical risk and market risk (finding product market fit, startups).
I have worked extensively on developing new products and startup companies, successfully taking ideas from 0->1 finding Product Market Fit, not just scaling. I have experience in finding early customers, validating hypotheses and providing objective evidence to support intuitions. To me, finding product market fit is about a mix of art and science. Beyond inspiration, I bring structure. Setting clear experiments, defining metrics, reducing the subjectivity, increasing certainty.

Helping Head of Products, Product Managers and Startup Founders build great products and teams https://mentorcruise.com/mentor/jamieboyle/

CoLogic is developing technology to transform logistics in the construction industry. I advise on strategy and product.

MoneySmart is the largest financial portal in the Southeast Asia region, helping people across Singapore, Hong Kong, Indonesia, Taiwan, and the Philippines make smarter financial decisions. I managed multiple Product teams, and have worked across most areas of the business. This has included the Core Platform, Data & BI and the Content Marketing. My work reached tens of millions of users, and helped bring the company to profitability.

Hostmaker was a technology-driven hospitality management company that took the hassle out of managing short-term rentals (like AirBnB) for homeowners by offering a consistent, high-quality full service solution. We grew at 400% p.a. and raised £5m Series A and £12m Series B funding rounds. I was in charge of product. Setting the strategy, managing 10 software products, creating a product culture, growing the team and taking the business through a rapid digital transformation. By replacing ad hoc processes with comprehensive in-house software solutions, it enabled us to create a best in class customer experience and scale the business in 5 countries.

I managed the Logistics team, a mix of engineers and data scientists. We used machine learning and novel algorithms to dramatically improve the performance of delivery drivers. Leading to faster deliveries at a lower cost. This represented the largest operational expense for the business. This was during a time of hyper growth after raising $200m, and on the verge of a further $275m.
I was sought out to help restart a company that makes wirelessly connected hotel safes. Networking safes allows for centralised management, new services (“you've left your passport behind”) and innovative business models. Resurrected the technology platform, despite two engineers failing previously. Performed full technical review across software, hardware, manufacturing and security. Planned and budgeted for future deployment. Started team building. Worked on buyout.
TickTock is a technology startup that is increasing e-commerce sales and reducing fraud by removing the need to be at home to receive parcels. It works through a network of secure, internet connected parcel reception boxes outside each home. By enabling truly convenient home delivery and collection, it enables new markets currently constrained by logistics, such as the sharing economy where we share more and own less, and speeds the transition from a price driven e-commerce market to a convenience and service driven market. It is part of the emergent Internet of Things where new services are enabled by connecting up conventional objects to the internet. With modern low cost rapid prototyping, it is now possible for small, agile companies to compete in areas with a complex mix of hardware and software. www.TickTock.io

Worked as a software engineer to improve Ocado's logistics - both in the current and future warehouses, and with the delivery drivers. Created a >>10x return on investment, highly intuitive, ground-breaking 3D virtual-world style program to design and analyse the automation of Ocado's current and future warehouses. Personally took this 3 year project from concept through to delivery - a startup within a startup. Hugely complex with 460,000 lines of code, taking into account several teams and requiring great vision. Used by people from technical analysts, to project managers, to the CEO (he even had it installed at home). Used in PR (e.g. Bloomberg http://bloom.bg/WR2j81 ) and recruitment (e.g. http://bit.ly/107WOPM ). Data Mining (“Big Data”): Created and administered a low cost data warehouse for Ocado's largest data set. Distilled data into useful management performance indicators. My low cost solution outperformed a two orders of magnitude more expensive cluster with dedicated team. Changing Design Methods: Important in instigating and accelerating changes to design methods for the current and future warehouses primarily through changing to 3D CAD from 2D. Lead to great cost savings as major issues were identified during the design phase of the £210M 2nd warehouse.