Head of Sales & Operations, INSHUR
Insurance, Tech
$180-200k
2-5 days a week in office
Insurance for private hire, courier and food delivery drivers
Open for applications
Insurance for private hire, courier and food delivery drivers
101-200 employees
Open for applications
$180-200k
2-5 days a week in office
101-200 employees
Company mission
INSHUR's mission is to make insurance fair and easy.
Role
Who you are
- We’d love to hear from you if you have…
- …these essentials to thrive in the role:
- High-Growth Environment Experience: Background in insurtech, fintech, or other high-growth tech-driven businesses—comfortable navigating scale, innovation, and speed
- Transformational Leadership: Demonstrated ability to lead through change, driving cultural evolution, operational efficiency, and sustained sales growth in complex high growth environments
- Data-Driven & Results-Oriented Mindset: Skilled in leveraging analytics and performance frameworks (e.g., OKRs) to inform strategy, track impact, and ensure accountability
- P&L Mastery: Proven record overseeing full financial performance and consistently exceeding revenue and profitability goals
- Operational Excellence: Experience optimizing systems, workflows, and processes to enhance performance and scalability
- Expert Change Management: Ability to mobilize teams, align stakeholders, and deliver measurable transformation in fast-moving, evolving markets
- Executive Communication & Influence: Exceptional at negotiating, collaborating, and engaging across diverse stakeholders, with polish in executive-level presentations
- Unwavering Integrity: Leads with authenticity, accountability, and the highest ethical standards
- Strategic Vision: Balances long-term growth and short-term execution—translating strategy into measurable results
- We'll prioritise your application if you have..
- Deep Market Expertise: In-depth understanding of US insurance products, distribution channels, and regulatory frameworks, ideally including Commercial Auto
- 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
What the job involves
- We are looking for an innovative and transformational Head of Revenue and Operations to join us at INSHUR! This role is Hybrid based in either our Westlake,CA, New York City, Dallas ⭐
- 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
- 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
Application 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
Our take
INSHUR has created a technology-focused insurance platform catered to private hire, courier and food delivery drivers, allowing them to take out flexible policies to suit their work patterns. The traditional process of meeting with brokers takes up valuable time that could be spent working. After initial success in New York, INSHUR expanded to the UK, being the first flexible insurance company of its kind. It has a partnership with Uber, securing its place in the market and making it the go-to for many drivers.
With INSHUR, drivers can take out policies that cover them only for the days they are working. They can choose a fixed term from 7 days to an annual policy to suit their working schedule, far more flexible than the traditional options of 30-days, 90-days or a year.
INSHUR launched its in-house UK claims operation in 2020, whilst it has been partnered with Uber since 2018. These strategic moves enables the leading insurtech to effectively provide a supportive, fully transparent experience for customers without outsourcing any of the claims journey. This approach will also help control costs, allowing savings to be passed on to its policyholders.
The car insurance industry has been lacking innovation for some time so INSHUR and similar companies (such as Cuvva) are set to significantly disrupt the market.
Freddie
Company Specialist at Welcome to the Jungle
Insights
Company
Funding (last 2 of 7 rounds)
Jul 2025
$35m
GROWTH EQUITY VC
Oct 2024
$19m
LATE VC
Total funding: $116m
Company benefits
- 30 days holiday on top of any company holidays
- Private healthcare (or insurance) for you and your family
- 13 weeks fully paid parental leave regardless of your gender
- Generous quarterly personal development stipend
- Monthly flexible wellbeing allowance to help you remain healthy and productive
- Flexibility to choose your own place of work and flexible working hours
- Generous annual training allowance and regular learning opportunities
- Choice of laptop, monitor and top of the range kit
- Individual learning budget, personal development plans, levelling & progression frameworks, coaching and ongoing learning opportunities
- We have a flexible and hybrid-remote ethos and have adopted ‘remote-first’ principles. We value personal wellbeing and fully support flexible/remote working which we won’t restrict unless absolutely necessary
Company HQ
Garment District, New York, NY
Leadership
Dan Bratshpis
(CEO )Previously COO at TFG Ltd., a global clothing retail group.
David Daiches
(COO)Previously COO then CEO at Insurecom and Strategy Director at OpenUnderwriter, an insurance software company.
Salary benchmarks
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