Job Title: Head of Street Cover Location: Hybrid with office days in Liverpool (option to work some office days from London office) Job Type: Permanent, Full Time Street Cover was launched in September 2025 and provides 30 day and Annual car insurance for delivery drivers (such as Uber Eats and Deliveroo drivers). Backed by one of the UK's most successful insurance groups, Street Cover combines the agility of a startup with the scale, expertise and resources of an established market leader. We're already making an impact in motor insurance, but this is just the beginning. Street Cover has a bold ambition: to become the UK's leading provider of insurance solutions for delivery drivers and riders. This is an opportunity to lead a business, shape its future, launch innovative products, enter new markets, build strategic partnerships, and create the market-leading insurance proposition for the gig economy. If you're excited by high-growth businesses, technology-led innovation, and solving customer problems in new ways, we'd love to hear from you. Define and lead Street Cover's strategy, growth plans, brand and customer proposition Own the Street Cover P&L and deliver commercial performance Use data and insight to drive decision-making, prioritisation and growth Street Cover has significant growth opportunities including: New products including Motorcycle, Scooter and Van Insurance Flexible cover durations and app-based top-up solutions Telematics-led products that better align pricing to actual usage and risk Development of adjacent products including income protection, loss of earnings cover and vehicle finance solutions 5-10+ years' experience in strategy, consulting, commercial leadership, venture building, insurtech, fintech or a high-growth environment ~ The ability to identify growth opportunities ~ Insurtech or Fintech Digital scale-ups or Venture-backed businesses Why Acorn Insurance? With over 40 years of experience, Acorn Insurance is a specialist provider dedicated to helping individuals secure motor insurance across the UK. Enhanced Annual Leave entitlement starting at 31 days and potentially increasing to 35 days per year depending on grade & length of service (including bank holidays) Enhanced paternity pay and 16 weeks full maternity pay. Unlimited access to a telephone councillor 24/7 ~ Network of internal qualified mental health first aiders are available to provide support to colleagues. Financial: A core level of life assurance with the option to increase cover via salary sacrifice and add your spouse/partner. Refer a friend scheme Access to a flexible benefits platform Long Service Awards A reward and recognition hub Consistent and engaging company events Budgets for department leaders to use for social and engagement events. All roles are subject to DBS and Financial checks, any offer made will be conditional until checks are completed to a satisfactory standard. Due to the length of training and complexity of the role, we can only accept applications from candidates who have at least one year remaining on their (Graduate/ Post study work) visa.
Insurance Director in Birkenhead employer: Acorn Insurance
At Acorn, we pride ourselves on being an exceptional employer, offering a vibrant work culture in the heart of Liverpool that prioritises employee well-being and growth. With generous benefits such as up to 35 days' holiday, flexible working options, and comprehensive mental health support, we empower our team to thrive both personally and professionally. Join us to make a meaningful impact in the insurance industry while enjoying a supportive environment that champions career progression and inclusivity.
