Summary
Overview
Work History
Education
Skills
Websites
Certification
Timeline
Generic

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  • Orchestrated the successful migration of outdated internal and customer platforms built on no-code tools into the company's bespoke flagship product lines, custom CRM, and internal trading platforms,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

Websites

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 -

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Ola OladapoSenior Product Manager