Street Cover - Head of Street Cover

What We're Looking For

We're less interested in industry tenure and more interested in exceptional people who can build, lead and grow businesses.

You'll likely have:

• 5-10+ years' experience in strategy, consulting, commercial leadership, venture building, insurtech, fintech or a high-growth environment
• A proven track record of managing multiple priorities and delivering results
• Strong strategic thinking combined with a hands-on execution mindset
• Exceptional analytical and problem-solving skills
• Commercial instinct and an ability to identify growth opportunities
• Experience working with product and technology teams
• Outstanding stakeholder management and influencing skills
• The energy, drive and ambition to build something special

Particularly Relevant Backgrounds

• Strategy Consulting (McKinsey, Bain, BCG, Oliver Wyman, Strategy&, OC&C, Kearney or similar)
• Insurtech
• Fintech
• Marketplace businesses
• Mobility or transport technology
• Digital scale-ups
• Venture-backed businesses

Why Join Us?

This is not a traditional insurance leadership role.

It's 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 looking for autonomy, pace, impact and the chance to build something unique, we'd love to hear from you.

Location:

Hybrid with office days in Liverpool
Option to work some office days from London office

About Acorn Insurance

With over 40 years of experience, Acorn Insurance is a specialist provider dedicated to helping individuals secure motor insurance across the UK. We proudly serve more than 50,000 customers, ensuring they find policies that meet their needs and provide the peace of mind that comes with high-quality cover.

At Acorn Insurance, we offer comprehensive training and continuous in-house coaching. You'll receive in-depth, FCA-regulated industry knowledge and all the tools necessary to grow your career with us.

We celebrate diversity and are committed to fostering a culture where everyone feels respected and valued. As a Disability Confident employer, we ensure our workplace is accessible and inclusive, encouraging our people to bring their best selves to work every day.

The Acorn Group has been recognised as a Great Place to Work for 2024/5.

Why Acorn Insurance?

Acorn Insurance want to give you more than a job, we want to give you a purpose and a career. So, what can we offer you as an employer? Some of the "your tomorrow" benefits you will receive include:

Wellbeing:

• 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.
• Colleague Assistance programme offers a suite of wellbeing services such as:
  • 6 Free Counselling sessions per year
  • Unlimited access to a telephone councillor 24/7
  • Access to a free 4-week programme of cognitive behavioural therapy (CBT) with a trained therapist mentor.
  • 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
• Ability to access your earnings before payday via Dayforce Wallet.
• Refer a friend scheme with a £250 bonus for every colleague recommended on passing their probation period.
• Access to a flexible benefits platform including an annual flex pot allowance to spend on over 15 benefits of your choice.
• Ability to give back. You can opt into donating money to charity to climate positive organisations directly from your salary.

Reward, Recognition and Culture:

• Long Service Award paid on 5, 10- and 15-years’ service
• A reward and recognition hub to celebrate and reward colleagues and peers.
• Consistent and engaging company events including company awards, competitions and charity fundraisers.
• Budgets for department leaders to use for social and engagement events.

Visit our website to view more of our excellent work benefits!

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. Unfortunately, we are unable to provide visa sponsorships.

At Acorn, we are committed to creating an inclusive and supportive work environment. Whether it’s modifying equipment, adjusting working hours, or providing additional support, we aim to ensure all employees can perform at their best. If you require any reasonable adjustments, please let us know during the application or interview process, and we will work with you to ensure your needs are met.