Head of Insurance Sales & Operations

🚕 Are you keen to work somewhere that’s stimulating and friendly, with loads of opportunities for growth and plenty of freedom to make a real impact? This could be the place for you! Trusted by the world's leading platforms - Uber, Uber Eats, Amazon, Bolt, Ola, FreeNow - and pioneering the future of autonomous vehicle insurance, INSHUR is redefining the future of mobility.

We are looking for a Head of Insurance Sales and Operations to join us at INSHUR! This role is Remote or Westlake,CA but would include regular quarterly catch team meetings at one of our hubs in New York City 🗽, Westlake ⛰️, Dallas ⭐, so be ready to travel.

You’ll be working on re-inventing insurance in exciting markets across multiple territories including the UK 🇬🇧, US 🇺🇸, and the Netherlands 🇳🇱, with plans to expand into new European countries. Supported by (and reporting to) the Insurance Director, you'll be joining a friendly US team of 100 who believe in delivering highly innovative, data-led, sustainable insurance products by challenging everything they know about insurance. 

We value high performance and care deeply about making INSHUR a place where everyone is building something special, that we can all be proud of, while enjoying the ride.

What you'll do

As a Head of Insurance Sales and Operations, you will own our US Insurance Operations and Sales including sales strategy, operational efficiency, P&L management, and team leadership, playing a critical role in shaping the future of our US business.

You’ll be working on:

Driving Comprehensive Business Strategy: Develop and execute a comprehensive business strategy for US operations and sales, translating company-wide goals into measurable Objectives and Key Results (OKRs).

Owning the Full P&L: Own the full P&L for the US insurance business, using data-driven analysis for forecasting, managing budgets, and controlling costs to ensure profitability and sustainable growth.

Cultivating Sales Excellence: Guide a high-performing sales team by setting ambitious targets and developing data-driven sales strategies. You will implement performance metrics and track progress against Key Results to drive revenue growth.

Spearheading Operational Improvement: Oversee all operational aspects of the business, using data analytics to identify and lead continuous improvement initiatives that enhance efficiency, reduce costs, and improve the customer experience.

Building and Developing Talent: Recruit, train, support and develop a talented team of insurance professionals, fostering a culture of accountability, collaboration, and high performance.

Ensuring Cohesive Strategy Outcomes: Collaborate with other departments, including Marketing, Product, Pricing, Underwriting and Finance, to ensure cohesive outcomes by aligning departmental efforts.

We’d love to hear from you if you have…

…these essentials to thrive in the role:

Insurance Leadership Expertise: Proven experience driving operational direction, growth, and accountability across US markets.

A Data-Driven & Results-Oriented Mindset: A strong ability to use data and analytics to inform decisions, track performance, and drive accountability. Experience with performance frameworks like OKRs is essential.

Mastery of P&L Management: A proven record of overseeing full financial performance, including meeting and exceeding targets.

Deep Market Expertise: Expert knowledge of US insurance products, distribution channels, and the regulatory landscape, ideally including Commercial Auto.

Expert Change Management: The ability to inspire transformation and drive success in fast-paced, dynamic environments.

Executive-Level Communication: Excellence in negotiation, collaborating and engaging diverse stakeholders, and delivering executive-level presentations.

Unwavering Integrity and Ethics: A style that models professionalism, accountability, trust, and the highest ethical standards.

Strategic Vision: A knack for combining strong business acumen with forward-thinking strategies to capture key growth opportunities.

You’ll love it here if you: 

💡 Thrive navigating ambiguity and finding clarity in uncertain situations.

👏 Take pride in being accountable and owning your responsibilities.

🚀 Enjoy in a fast-paced environment where change happens quickly.

🤖 Enjoy innovating with AI and other technologies to find creative solutions.

🔧 Are solutions-focused and driven to overcome challenges.

💪 Embrace resilience and adapt to setbacks with a positive attitude.

🧠 Are intellectually curious, constantly seeking to learn, explore new ideas, and not afraid to question and improve your understanding.

You may not enjoy working here if:

⏳ Prefer a more structured, slow-moving environment.

📝 Feel most comfortable when tasks and processes are clearly defined from the start.

🤔 Struggle with handling multiple challenges at once or adapting to frequent changes.

🚫 Tend to stick strictly to your defined role and avoid contributing outside of your responsibilities.

Collaborating with AI: At INSHUR, we see AI as a powerful collaborator. We use technology to innovate, and our hiring process is no exception. For us, AI is a tool to enhance our processes and help you showcase your best self—we never use it to make the final hiring decision. We actively encourage you to use AI tools to help you shine, and you can learn more about how we collaborate with AI, and our tips for how you can too, here.

What to expect from the process:

Screen & Intro: 30-minute video call with the Talent Team to discuss the role and your experience. 

First Interview: 60-minute video call with the Director of Insurance and People Partner to delve into the role, including technical questions and an opportunity for you to ask questions.

Case Study: A brief take-home task followed by a 45-60 minute in-person interview with the Head of Pricing, Director of Insurance, and Head of Customer Ops to review the case study and assess team fit.

Final Interview: 60- minute with our CEO and People Director to gauge team and values fit, and an opportunity for you to ask questions.

We encourage you to ask questions about the role and the company throughout the hiring process. We believe that this is as much an opportunity for you to interview us as it is for us to interview you.

What we offer

Our budget for this role is $180,000 - $200,000 and we will take into account any previous experience and location of work when agreeing on the final offer.

We've also built a benefits package that invests in our people’s long-term personal and professional growth and wellbeing. Here’s a sample of what this includes:

• 🌴 25 days of holiday (+5 days after 5 years), 5 sick days and 8 federal holidays
• 🩺 Medical, dental and vision health insurance plans
• 🛡️ Life insurance, short-term, and long-term disability benefits
• 🍼 13 weeks fully paid parental leave for all new parents, regardless of your gender
• 💵 401(k) with 4% company match
• 🚉 Commuter Benefits
• 🕐 Flexible working hours to fit your lifestyle
• 📚 $650 annual training allowance & learning opportunities
• 🧘‍♀️ $50 monthly wellbeing
• 📞 24/7 Employee Assistance Program and mental health benefits

It goes without saying that we provide everyone with a laptop, monitor, top of the range kit, and any software you need.

About Us

🚕 INSHUR is on a mission to be the leader in insurance solutions for the on-demand economy, making coverage fair and accessible for drivers.

💡Cutting edge technology & deep insurance know-how underpins our revolutionary offering for on-demand drivers, keeping premiums affordable and delivering results for partners. With a focus on embedded insurance solutions, and complementary technology integrations for digital platform providers such as Uber, Amazon, Bolt, FREENOW and OLA, we’ve been helping drivers stay on the road since 2016 through our data, technology and in-house insurance expertise.

🚀 Backed by some of the most forward thinking VC’s including Viola Growth, JVP, Munich Re, Viola Fintech, MTech Capital, Antler, and MS&AD, we have secured over $113.5 million in funding as well as the acquisition of American Business Insurance in 2023. We have exciting plans to continue growing our portfolio and product lines and expand to new territories in the future.

🌍 As a global team of around 220 people based across the US, UK, and the Netherlands, we value:

• 🤝 Generosity, inclusivity, open-mindedness, and diversity
• 🏆 Delivering great results and learning in the open
• 🎯 Freedom to make long-term, high-impact decisions
• 💙 The wellbeing of our teammates and the people around us

And… Enjoying the ride!

Equal opportunities

🌈 At INSHUR, we believe that having a diverse team where everyone can bring their authentic selves to work is key to our success. We’re passionate about creating equal opportunities and making the tech industry a better place for all and we don’t discriminate based on race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, marital status, disability, or age. 

🌍 As at Aug 2025, our team consists of 46% women, 31% from BAME or BIPOC backgrounds, and 12% LGBTQ+ 

🌈. We proudly represent 30+ nationalities and span multiple generations, including Baby Boomers, Gen X, Millennials, and Gen Z. We’re proud to have been recognised for Diversity and Inclusion by the British Insurance Awards 🏆. 

🏢 We recognise that some companies often hire people similar to the existing team —something we’ve worked hard to overcome. We follow a structured hiring process and ensure our interview teams are trained to foster inclusivity and equity.

 ⏰ While this position is advertised as full-time, we’re flexible on specific arrangements and happy to discuss options like part-time, job-sharing, or other flexible work setups for the right candidate. 

🛠️ If you need any adjustments during the interview process, please let us know, and we’ll do our best to accommodate your needs.