Full-Time
Specialized insurer for high-net-worth risks.
$100k - $130k/yr
Chicago, IL, USA
Hybrid
Two days in the Chicago office are required each week; regional travel may be required, with travel up to 25%.
Bachelor's
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Hiscox is a specialized insurer that focuses on high-net-worth individuals and complex, niche risks (including fine art, kidnapping, and other unconventional coverages). It underwrites and issues insurance policies through its global operations, built on Lloyd's heritage and expanded after re-domiciling to Bermuda to operate in 13 countries. Its products work by assessing and underwriting tailored insurance contracts for specific, often hard-to-place risks, with coverage and claims handling aligned to the insured’s needs. The company differentiates itself from competitors by concentrating on specialized, hard-to-place risks rather than mass-market insurance, maintaining independence, and leveraging deep underwriting expertise and a global footprint. Its goal is to grow as a focused, independent specialist insurer that serves ambitious clients worldwide and expands its geographic reach and capabilities.
Company Size
1,001-5,000
Company Stage
IPO
Headquarters
London, United Kingdom
Founded
1901
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Flexible Work Hours
Hybrid Work Options
Hiscox reported strong first-half results with gross written premium rising 10.1% to over £3.2 billion and adjusted operating profit up 26.3% to £331 million. The combined ratio improved to 90.4%. The insurer raised its 2026 retail growth guidance to 9% in constant currency from 8%, citing momentum in consumer and small-business operations. Retail premium growth reached 12.6% driven by policy counts, new products and distribution partnerships. Reinsurance performed strongly with a 70.4% combined ratio, whilst London Market results were impacted by £60 million in estimated Middle East conflict losses and softer pricing. The company increased its interim dividend by 16.7% and continued its £300 million share buyback programme. Operating return on tangible equity reached 20.2%.
People moves: Hiscox appoints Bailey as Head of Channel, Traded and Corix; CRC Group Names Greenwood CEO of Underwriting Division. June 18, 2026 Hiscox appoints Bailey as Head of Channel, Traded and Corix in the US Hiscox, with headquarters in Atlanta, appointed Lori Bailey as head of channel, traded and Corix. Bailey will report to Mary Boyd, CEO of Hiscox USA, and will serve on the Hiscox U.S. leadership team. Bailey will lead Hiscox USA's traded channel, in addition to the recently acquired Corix business. Prior to joining Hiscox, Bailey served as head of global cyber and technology for Axis. With nearly 30 years of experience in the industry, she has served as chief insurance officer with Corvus Insurance and held several global leadership roles encompassing professional liability, specialty lines, and cyber risk, among others. Hiscox USA provides a variety of admitted or specialty risk solutions, including a broad spectrum of errors & omissions, general liability, cyber and data security, media liability, management liability, crime, entertainment, and terrorism insurance products. CRC Group Names Greenwood CEO of Underwriting Division CRC Group named Bethany Greenwood CEO of its underwriting division. Greenwood has over 25 years of specialty insurance leadership experience spanning brokerage, underwriting, and executive management. Throughout her career, she has developed deep knowledge of specialty lines, leading high-performing teams and driving growth across complex insurance organizations. Most recently based in London and relocating to the U.S., Greenwood has held a series of senior leadership positions, including head of specialty risks for a global specialty insurance and reinsurance firm. The underwriting division includes Starwind Specialty, AmRisc, Atrium, and Euclid Transactional, providing specialized solutions in offices across nine countries and in property, casualty, transactional liability, and other specialty lines. Greenwood will lead the continued development of these businesses while advancing CRC Group's long-term specialty underwriting strategy. Was this article valuable? Interested in underwriting? Get automatic alerts for this topic.
Hiscox Ltd attracted approximately $1 billion in fresh third-party capital during the first quarter, bringing assets under management in its insurance-linked securities operations to $2.4 billion as of 1 April, up from $1.5 billion at the start of the year. Most new capital flowed into catastrophe bond strategies, though Hiscox also launched a sidecar vehicle for Middle East-related business through its London Market operations. The Bermudian-headquartered insurer said the pipeline for additional alternative capital inflows remained robust. Hiscox Re reported gross insurance contract written premiums of $527.1 million for the quarter, up 7.1% year-over-year, though net premiums fell 5.6% as the company avoided increasing catastrophe exposure amid declining rates. Group-wide insurance contract written premiums rose 10.2% to $1.72 billion.
Hiscox reported first-quarter insurance contract written premiums grew 10.2% to over £1.7 billion, driven by accelerating retail momentum and disciplined big-ticket growth. Chief Financial Officer Paul Cooper said the quarter benefited from benign natural catastrophe activity, which offset early Middle East conflict exposure. Retail premiums increased 8% in constant currency, up from 6.3% in the prior full-year period, with modest 2% rate increases. UK retail grew 8.9%, whilst Europe rose 6.8% and US retail climbed 8.5%, marking the strongest improvement. US digital direct posted double-digit growth, with broker growth accelerating to 6.7%. In the London Market, premiums increased 4% despite rate pressure, with average rates down 4%. Hiscox maintained selective growth as microcycles persisted across property lines.
A boost for "quirky" & high-value homes: better options for unique UK properties. If you have ever scrolled through a property portal and found yourself mesmerised by a converted 19th-century windmill or a water tower in the heart of Warwickshire, you aren't alone. The UK has a long-standing love affair with unusual architecture. Whether it is a "Hobbit-style" roundhouse in Cornwall or a modernist retreat featured on Grand Designs, these homes offer a level of character that a standard semi-detached simply cannot match. But as any owner of a "non-standard" property will tell you, the charm often comes with a side of administrative headache: specifically when it comes to insurance. Many mainstream insurers take one look at a flat roof, a timber frame, or a converted church and politely decline to provide a quote. The good news? The market is shifting. Recent developments in the UK insurance industry, including a significant new partnership between Pen Underwriting, Zurich, and Hiscox, are set to provide a much-needed boost for owners of unique and high-value homes. Why unique homes struggle with insurance. For most of T&R Direct Limited, insurance is straightforward. If your house is built of brick with a slate or tile roof, an algorithm can calculate the risk in seconds. But what happens if your home is a converted Oast house once used for drying hops? Or a gravity-defying cantilevered home set four metres above the ground? Mainstream insurers often shy away from these properties for a few reasons: * Repair Costs: If a stained-glass window in a converted church breaks, you cannot just call a local glazier for a standard replacement. The specialist skills and materials required are far more expensive. * Construction Risks: Thatch roofs, while beautiful, carry a higher fire risk. Timber frames or "wattle and daub" construction require specific maintenance that standard policies aren't designed to cover. * Valuation Difficulties: It is relatively easy to value a three-bedroom house in a suburban estate. It is much harder to accurately value a one-of-a-kind modernist retreat in the Essex woodland. Because of these complexities, owners of quirky homes have often found themselves pushed toward niche, expensive providers. However, the landscape is becoming more competitive, which is excellent news for your wallet. The April 2026 shift: Pen, Zurich, and Hiscox. At the start of April, a major announcement sent ripples through the industry. Pen Underwriting launched a new partnership backed by Zurich and Hiscox, specifically designed to handle "non-standard" and high-net-worth home insurance in the UK. This is not just another corporate merger; it is a significant increase in "capacity." In insurance terms, capacity refers to the amount of risk an insurer is willing to take on. By joining forces, these three giants are creating a powerhouse that is actively looking for properties that others might consider "too difficult." For you, this means more choice. When more big players enter the non-standard market, it drives innovation in policy wording and, more importantly, keeps pricing competitive. Whether your home is a Grade II listed manor or a converted school building near Milton Keynes, you now have access to a broader range of specialised cover in its article The Non-Standard Specialist options. What defines a "quirky" or "non-standard" home? It is easy to think of "quirky" as meaning a castle or a lighthouse, but the definition is actually much broader. In the eyes of an insurer, a home is often deemed non-standard if it deviates from the "standard construction" of brick/stone walls and a tile/slate roof. Common examples T&R Direct Limited see at T&R Direct include: * Converted Buildings: Churches, schools, barns, and even old industrial units. These often have huge open-plan spaces and original architectural features that require specialised protection. * Eco-Homes: Houses built with sustainable materials like straw bales, or those with significant solar arrays and green roofs. * Listed Buildings: If your home is Grade I or Grade II listed, you have a legal obligation to repair it using original methods and materials, which makes the "rebuild cost" significantly higher. * Flat Roofs: While modern flat roofs are very reliable, many insurers still view them as a higher risk for leaks and weather damage. * Timber Frames: From Tudor cottages to modern modular builds, timber construction requires a specific type of underwriting. The high-value home factor. Sometimes, it isn't the construction of the house that is "quirky," but what is inside it. For high-net-worth individuals, a standard home insurance policy is often like wearing a suit that is three sizes too small. It might cover the basics, but it won't offer the protection you really need. High-value home insurance is designed for properties that generally have a rebuild cost of over £500,000 or contents valued at £100,000 and above. These policies are far more flexible. They often include: * Worldwide All-Risks Cover: This covers your jewellery, watches, and fine art whether they are inside your home or you are travelling abroad. * Higher Liability Limits: If someone is injured on your property, standard policies might have a limit that is too low for a high-value estate. * Specialist Claims Handling: If you have a claim, you deal with people who understand the value of an antique mahogany table or a bespoke designer kitchen. If you are a landlord with a portfolio of unique properties, the stakes are even higher. Ensuring your tenants are protected and your investment is secure requires a nuanced approach, often involving specific tenants' insurance advice to ensure no gaps in coverage exist. Why using a broker matters for unique properties. If you have a unique home, the "price comparison" websites are rarely your friend. They are built for the masses. When you tick the box for "non-standard construction" on a comparison site, you often either get a "no results found" message or a price that seems eye-wateringly high. This is where a broker like T&R Direct Insurance Services becomes invaluable. T&R Direct Limited don't just rely on an algorithm; T&R Direct Limited talk to the underwriters. T&R Direct Limited can explain to them that while your roof is thatched, it was recently treated with fire-retardant spray and you have a dedicated spark arrestor on your chimney. Because T&R Direct Limited work with partners like Pen, Zurich, and Hiscox, T&R Direct Limited can access these new, specialised schemes that aren't available to the general public. T&R Direct Limited take the time to understand the "quirks" of your property so T&R Direct Limited can present it to the insurer in the best possible light. Practical tips for insuring your unusual home. While the market is opening up, there are still things you can do to make your property more "insurable" and keep your premiums down: * Get a Professional Valuation: Don't guess the rebuild cost. For unique homes, the market value (what you paid) and the rebuild cost (what it would cost to build from scratch using original materials) can be very different. * Document Everything: If you have a converted church with original stained glass, take high-quality photos and keep records of any specialist surveys. * Security is Key: High-value homes are often targets. Investing in an NSI-approved alarm system or high-quality CCTV can significantly reduce your premiums. * Maintain Specialist Features: If you have a thatched roof, get it inspected by a master thacker every few years. If you have a flat roof, keep it clear of debris. Insurers love to see a "proactive" homeowner. Looking to the future. The UK property market will always have a place for the unusual. As T&R Direct Limited see more people moving away from city centres to find "forever homes" in the countryside, the demand for converted barns and unique rural retreats is only going to grow. It is heartening to see the insurance industry finally catching up with the reality of modern (and ancient) British living. The new capacity in the market means that owning your dream "quirky" home doesn't have to be an insurance nightmare. If you are currently living in a property that doesn't fit the "standard" mould, or if you are planning to purchase a high-value home this year, it is worth checking what your options are. You might be surprised at how much more flexible the market has become. At T&R Direct, T&R Direct Limited pride ourselves on finding solutions for the "hard to place" risks. Whether it's your main residence, a holiday home, or a property you rent out, T&R Direct Limited is here to help you navigate the complexities of the modern insurance world. Feel free to browse its latest articles for more insights on protecting your assets, or get in touch with T&R Direct Limited directly to discuss your specific needs. Your home is unique (your insurance should be too.)