Ola Oladapo
Senior Product Manager
London
Summary
Seasoned Senior Product Manager with 6+ years of experience driving innovation in InsurTech, FinTech, SaaS and AI-powered solutions. Expertise in agile methodologies, data-driven decision-making, and cross-functional leadership. Spearheaded the development of a machine learning InsurTech that generated £4M in new revenue within the first year. Adept at aligning product strategy with business goals and fostering a culture of continuous improvement.
Overview
8
8
years of professional experience
1
1
Certification
Work History
Senior Product Manager
Umbrl
06.2024 - Current
- Spearheaded the development and launch of an AI/ML-powered home insurance product, resulting in a 75% initial uplift in customer conversion, and £4M in projected annual GWP revenue within the first year.
- Led a cross-functional team of 12 members, including developers, data scientists, ML engineers, and UI/UX designers, to implement an agile strategy, reducing time to market for new features by 60% after joining the team, and improving sprint velocity by 40%.
- Established strong relationships with key stakeholders, such as compliance, pricing, underwriters, and third-party partners, fostering collaboration across departments for seamless product development.
- Pioneered the adoption of new, flexible insurance products for thousands of customers across the UK, resulting in a 25% increase in ACV, and positioning the company as an industry disruptor.
- Collaborated with the data and pricing team to develop and productionize bespoke ML pricing models, improving pricing accuracy by 15%, and reducing customer complaints.
Senior Product Manager
VCL Investments
11.2022 - 05.2024
- Led the firm's transformation from a finance-led company into a tech-enabled investment platform serving over 50,000 high-net-worth investors.
- Orchestrated the successful migration of outdated internal and customer platforms built on no-code tools into the company's bespoke flagship product lines, custom CRM, and internal trading platforms, increasing market share by 18% and generating £36M in new sales within 18 months.
- Increased product retention by identifying investor needs and developing innovative product features to increase the retention rate by 70%.
- Developed and executed a comprehensive product roadmap for expanding into new markets, resulting in a 50% month-over-month growth in user acquisition.
- Leveraged Agile methodologies for efficient project management and rapid iteration cycles in response to changing market demands.
- Built out the product function and team from scratch, hiring and scaling engineering capacity, while setting the long-term product strategy and roadmap.
Product Manager
KANA
04.2022 - 11.2022
- Championed European expansion and executed the SDK rollout, reducing client integration time by 50%, and boosting adoption across B2B SaaS customers.
- Acquired 10+ enterprise accounts, generating approximately £1M ARR, and supporting complex pricing scenarios, including payroll-based billing models.
- Thrived in a fast-paced, highly adept team to develop and prioritize product features, and build the product roadmap.
- Documented user stories, specifications, and product features into detailed work order to communicate across teams and build mandatory requirements.
- Implemented a customer-centric design-thinking approach, leading to a 28% improvement in user satisfaction scores, and a 45% reduction in customer support tickets.
Product Manager
Getir
01.2021 - 01.2022
- Conceptualized and launched a mobile-first applications for thousands of customers across the UK, achieving 100,000 active users within the first six months and a 95% customer retention rate.
- Built logistics and consumer-facing apps for both iOS and Android, enabling £100K+/month revenue and 2,000+ weekly orders.
- Introduced tracking and analytics tools, reducing failed deliveries by 30%, and boosting customer satisfaction.
- Worked across operations and tech to support equipment management and fleet tracking within delivery hubs.
Associate Product Manager
Jaguar Land Rover Whitley
06.2017 - 12.2020
- Developed product documentation to communicate upcoming features and products to internal teams.
- Delivered 5+ waterfall roadmaps for software and hardware delivery across Jaguar E-Pace models, including R&D coordination.
- Launched over 100,000 new Jaguar E-Pace models within the first year.
- Redesigned the product development lifecycle, introducing automated testing and continuous integration, which reduced bug rates by 40% and improved overall product quality.
Education
Bachelor in Engineering - Mechanical Engineering With Management
University of Sussex
Brighton, United Kingdom 04.2001 -
Skills
- Product development
- Product lifecycle management
- Stakeholder management
- Product Roadmap Strategy
- Go-to-Market Planning
- User Experience Design
- Content Strategy Development
- Data-Driven Product Analytics
- Market Research & Competitive Intelligence
- Revenue Optimisation Strategy
- Agile Methodologies
- Market Research & Competitive Analysis
- Jira
- Google Analytics
- Figma
- Amplitude
- AI
- Machine Learning
Certification
Certified Product Manager – Association of International Product Marketing & Management (AIPMM), Certified Scrum Product Owner (CSPO)
Timeline
Senior Product Manager
Umbrl
06.2024 - Current
Senior Product Manager
VCL Investments
11.2022 - 05.2024
Product Manager
KANA
04.2022 - 11.2022
Product Manager
Getir
01.2021 - 01.2022
Certified Product Manager – Association of International Product Marketing & Management (AIPMM), Certified Scrum Product Owner (CSPO)
04-2019
Associate Product Manager
Jaguar Land Rover Whitley
06.2017 - 12.2020
Bachelor in Engineering - Mechanical Engineering With Management
University of Sussex
04.2001 -