The Legal Cheek View
Meet Hailsham Chambers at Legal Cheek’s next Virtual Pupillage Fair on 11 December 2025
Over its more than 100-year history, Hailsham Chambers has undergone some big changes. Not only was it once called 4 Paper Buildings — the name of the building where it is still located — but it has also transitioned from being a generalist set covering a broad range of civil and criminal work to specialising in select areas of civil litigation. Today, the set is best known for its professional negligence, clinical negligence, professional discipline, and costs litigation work. Several of its 56 tenants, of whom 10 are silks, also take on personal injury cases and commercial disputes, as well as having alternative dispute resolution expertise.
When it comes to professional and clinical negligence, Hailsham’ tenants are some of the best in the field. These two practice areas each account for around 40% of the set’s instructions, with costs work making up the most significant portion of the remaining 20%. The set’s specialisms make for “varied and interesting cases, as well as “intellectual challenges” for its members. Given chambers’ reputation, some of the best work in these fields comes through the clerks’ room. One insider at the set tells us: “Each day and each case is different and intriguing.”
On the professional negligence side, Hailsham’s tenants represent everyone from lawyers to accountants, construction professionals to financial experts. One tenant tells us they’re “extremely lucky to have such high-profile work representing top City firms all the time”. Another adds that “general professional negligence has a huge impact on clients and is also technically very stimulating when dealing with complex medicine.” Cases taken on by tenants at the set have ranged from judicial reviews of the decisions of the Financial Services Ombudsman to multi-million-pound claims against solicitors. Indeed, when it comes to acting for or against lawyers, the set’s expertise is cemented by the fact that tenant William Flenley KC is the co-author of ‘the bible’ in this specialist area of law: Solicitors’ Negligence and Liability. High-profile cases have included The Hillsborough Inquests, the lender litigation at the end of the 1990s, and the significant Grondona v Stoffell Supreme Court case of 2020 which clarified the illegality defence. More recently, Simon Wilton KC successfully defeated a claim concerning limitation and solicitor conduct in Kay v Martineau Johnson, in which the claimant alleged she had received negligent advice on a divorce settlement from her solicitors. And Nicola Rushton KC acted for the claimants in Manolete Partners Plc v MSR Partners LLP, an audit negligence claim raising issues of scope of duty and fraud.
On the clinical negligence side, Hailsham has several members with ties to the medical world, including two juniors who are qualified doctors. One tenant tells us that clinical negligence work is “challenging but highly stimulating as every case is different and you have to learn about different medical specialties all the time”. Another says “the interplay between complex medicine, cross-examining professors in various medical disciplines pre-eminent in their field, with the human element that someone has suffered serious injury in a medical accident is pretty stimulating”. High-profile cases over the years have included The Harold Shipman Inquiry, The Cervical Screening Litigation, and The Stepping Hill Hospital Deaths. The set’s barristers also acted in NKX v Barts Health NHS Trust, a very high value birth injury claim, demonstrating their continued strength in high stakes, technically complex cases.
Not to mention the set’s recognition for its work in costs and litigation funding. Hailsham’s members have appeared in everything from collective proceedings in the Competition Appeal Tribunal, to the Dieselgate saga and Russian-Ukrainian aircraft aircraft insurance claims. Dan Stacey recently acted for Hyundai, Kia and Volvo in the massive Pan-Nox Diesel Emissions Litigation, where he helped cut the claimants’ estimated legal budget from a whopping £250 million down to just £50 million – a serious saving for his clients. Meanwhile, Jamie Carpenter KC is representing Rebekah Vardy in the high-profile “Wagatha Christie” costs dispute.
Of course, work can’t always be this exciting. For juniors in particular, there will be fair amounts of bread-and-butter type cases such as RTA and credit hire work. “Nothing is highly stimulating ALL the time,” one junior explains. “I do not enjoy drafting schedules of loss; sorry”. Another tenant, who specialises in costs work, said when asked how stimulating their work is: “I practice costs: I don’t expect much.”
But even when the work is less than thrilling, morale at Hailsham is high due to its “really collegiate environment.” One insider offers this insight: “Whenever I need advice, I know that the senior people in chambers will all answer the phone or talk me through a case without hesitation. I also have a strong friendship group of juniors in chambers, we support each other through the good and the hard times and have lots of fun together whether it’s over lunch, spontaneous drinks or WhatsApp. I regularly check in with anyone who I know is having a tough time”. Other members concur that “nobody is too senior to ask for help” and that the clerks and staff are also brilliant.
Speaking of clerks, we hear that they are very supportive when it comes to barristers maintaining a work-life balance. Of course, it will never be perfect at the bar but we are told they will often prompt someone to take time off after they have had a busy period. “The work-life balance is perfect for me now but I am one of the most senior members of chambers so only get the more complex cases which means that I no longer have to rush around the country on a regular basis or work all hours of the day,” one insider tells us. Those at the more junior end of the set, on the other hand, may find themselves travelling across the country to attend a 30-minute hearing in relation to a road traffic accident — though such hearings now usually take place virtually. There is also an inevitable unpredictability. One junior says “due to the unpredictability of the bar, you can have free days in the middle of the week because your hearings have settled or been vacated, but have to work a weekend because things come in on a Friday with a Monday or Tuesday deadline”. Hailsham does have a “hard-working wellbeing committee” dedicated to promoting a good work-life balance.
When tenants do have time to unwind, there is a “very fun group” of people and an all-round “very jolly” atmosphere amongst the ranks here. “Apart from formal chambers’ events there is an active network of informal get-togethers over, say, a communal lunch in one of the conference rooms or a drink in the garden after work”, says one. Another member also tells us that they run an in-house wine and food club, which sounds very fun!
Hailsham’s setting, a gorgeous building in Temple overlooking Inner Temple Gardens, is picture perfect. So much so, “clients love coming to our chambers,” one member explains. The interior is “regularly upgraded and kept in good condition”, and is “only marred by some questionable interior design decisions made by the previous set occupying part of it.” It does, however, overlook Inner Temple’s garden which is a definite bonus — even if those at the start of their career may find their office is a basement room overlooking the car park (you’ve got to start somewhere, right?) The set’s technology and IT support is described as “top notch” with problems being “resolved quickly and efficiently” by external providers. Newcomers receive online training and the clerks are also said to be “tech-savvy”.
Hailsham aims to recruit two pupils each year, with each receiving an award of £80,000 including £20,000 in guaranteed earnings. Those selected benefit from, what one barrister days, are “top pupil supervisors who are very generous with their time”. Pupils receive three main supervisors: one in professional negligence, one in clinical negligence, and the final in another practice area. These supervisors are split 2:1, with two during the first six, and one in the second, practicing, six. One former pupil offers this account: “the vast majority of the feedback I have received has been detailed and constructive. My three pupillage supervisors have all had slightly different specialties meaning that I have been exposed to a good range of work. In addition, the advocacy training has been carefully tailored to the types of hearing I will appear in in the next couple of years.” As a bonus, much of this training is unassessed, so rookies have a safe space to build and hone their skills without the tenancy pressure.
During the second six, pupils handle their own cases and are expected to complete work for at least ten other members of chambers who have an input on the tenancy decision. So don’t expect to be hiding in the shadows of your supervisor’s gown! Into tenancy, the training continues. One tenant summarises: “as a tenant, KCs and juniors regularly give internal training as well as lots of external talks which means we are always learning from each other.”
Those looking to apply to Hailsham should do so through the Pupillage Gateway. Those scoring highest on the application will be invited to interview, which will take place in front of a panel of around five tenants.
Hailsham is looking for candidates who are intellectually able, persuasive communicators, able to get on with colleagues, clients, and judges, and are motivated and ambitious. The set is “passionate” about encouraging applications from a diverse pool of candidates, according to its website, and will make reasonable accommodations or adjustments where necessary.