The Legal Cheek View
Meet Ten Old Square at Legal Cheek’s next Virtual Pupillage Fair on 9 October 2025
Ten Old Square is a small but mighty set. Despite only having 27 members (including one KC), the set is one of the leading chancery sets in the country. Its members work in both traditional and commercial chancery, and their stellar practices have developed the set’s reputation as a go-to in this area, with barristers and chambers regularly taking home annual awards. The one lucky pupil who will join them will gain cutting-edge experience across the spectrum!
Chancery law is a very broad area and members of this set take on work across a large part of it. Given that the work can be so broad, it’s unsurprising that one junior tenant at the set tells us: “My work is varied and interesting — every day is different. It is very intellectually stimulating.” Another offers this insight: “Part of the work is solving logical problems and interpreting words — like a really satisfying crossword. The other part is thinking practically and strategically about how to advance and present an argument.” It’s not just technical, either. As one rookie puts it: “The combination of high family drama with intellectually demanding legal problems means that I am never bored.” Another chimes in the clients are often “fascinating people”. They make sure the “difficult and demanding” work is “rarely if ever dull,” according to one junior.
There are certain areas for which the set is especially renowned. Its work in partnerships and the Court of Protection is particularly highly-respected, as is its offshore work. Many members will specialise into certain areas. One tenant tells us: “While some in chambers do traditional trusts and private client work — I and others do much more commercial chancery work and I have dealt with cases from oil tankers to injuncting corporate fraudsters and dealt with arguments about holiday homes to construction of power plants.” That’s not to say the private client side is boring, either. As one junior puts it: “You get paid to learn about family secrets and skeletons in closets.” Juicy!
Some of the most high-profile and interesting cases in the sphere of private client, Court of Protection (property and affairs), and partnership work feature members from Ten Old Square. Richard Dew and James Poole battled it out in Irwin Mitchell Trust Corporation v KS, which determined the Court of Protection’s jurisdiction over a 14 year old who lacked capacity, lived outside England, but had assets within the country. Georgia Bedworth appeared in W v P, seeking authorisation to create a statutory will and make lifetime dispositions for a former public figure with severe dementia and lacking mental capacity. At the junior end, James Kirby’s trips to the Supreme Court number not one but two limited liability partnership taxation appeals: one looks at the taxation of corporate members, while the other examines the taxation of individual members — both will give essential clarification, which could lead to a shake-up of the structures of thousands of businesses across the UK, including law firms!
On the trusts and probate side, the work is no less top-drawer. Adam Stewart Wallace fought off arguments in the High Court based on undue influence and fraud calumny to get the will of his client’s mother proved in solemn form in Dunstan v Ball. James Poole, also in the High Court, acted for a successful claimant in a dispute over the burial wishes of his late father in Patel v Patel. Meanwhile, Elizabeth Atkinson represented successful claimants who sought access to their late mother’s medical records from her GP Practice under the Access to Health Records Act 1990.
What many areas of chancery work have in common is that they “combine real human interest with legal and/or factual complexity” which is said to be a “great combination”. “I find it hard to imagine a more stimulating job if you are interested in other people and in the law,” said one insider. The complexity of the work taken on by tenants at Ten Old Square is particularly high-level given the reputation of the set. As one explains: “Ten Old Square is known for its expertise and so lots of the most difficult — and so most interesting — work comes here.” Cases are said to be “mind-stretching” and “often difficult”, but this only increases their appeal to the brainy tenants at this set. Whether it’s private client or commercial parties, contentious or non-contentious, members here have worked on some of the biggest cases in chancery law. Previous visits to the Supreme Court include Philip Jenkins in a landmark appeal concerning the proper approach a court should take when granting proprietary estoppel, and Simon Taube KC in a dispute concerning whether title to land gifted to the council for use as a school site reverted to the donor’s estate after the school ceased to operate from that gifted land. These precedent-setting cases doubtless created a buzz in chambers. Of course, there are also a lot of cases going on behind closed doors in arbitration or being dealt with by the Court of Protection.
Given the complexity of many of the cases taken on, it would be easy for juniors to find themselves stuck. Fortunately, one tells us: “There is not a single person in chambers (from Head of Chambers downwards) who I would not feel comfortable seeking help on cases from.” Indeed, one tenant tells us that the supportive culture within the set is “one of the stand-out features of working at Ten Old Square”. With so much going on in chambers, it is vital that there is a good supportive network. Fortunately, Ten Old Square provides this. We are told that “there is, genuinely, always an open door, phone line or WhatsApp group ready to support, whether it’s with work, practice management or wellbeing”, meaning the set is “a wonderful place to work”.
Training is said to be a “mixture of on the job training, learning from peers and mentors, as well as formal intense training” in a “challenging but forgiving environment”. “Pupillage here is very learning-oriented”, we’re told, “we only have one pupil so they are not in competition with anyone else: we just want to make sure they have maximum support to be the best they can be.” That does sound good. One source summarised their experience as so: “All of my pupil supervisors were extremely supportive and endlessly kind. I cannot thank them enough for investing so much time and energy into assisting me in developing as a barrister. Even following pupillage, colleagues remain accessible and proactively support the learning and training of our junior barristers.”
When it comes to work-life balance, it’s inevitable that it is always a struggle at the bar. As one tenant puts it: “Any barrister who tells you they have always achieved a perfectly balanced work/life is probably not telling the truth.” However, we hear that at Ten Old Square the clerks are very supportive in helping tenants to achieve the best balance they can: “I was under a lot of work pressure earlier this year”, a source said, yet “the clerks were very understanding and helpful in managing solicitors’ expectations. We generally work pretty hard, but that is a choice not the result of pressure from Chambers.” One junior tells us: “The clerks are very good at keeping you busy but not overloading you with work. I have never had any grumbles about taking time off or holidays.” We also hear that there is “no stigma” in turning down work if you don’t feel that you have capacity, as Ten Old Square barristers are “free to regulate their workload and to work flexibly in a way that accommodates their lifestyle and family life”. Inevitably, “from time to time everyone will have more on than they can easily deal with” but we’re told “there’s no clocking in here” and chambers offer “a good deal of freedom” in allowing members to work from home.
When tenants at Ten Old Square do wish to unwind, we hear it is very common for members to grab coffee or lunch together. “We are a small set with no internal politics”, one tenant says, “it is a very friendly atmosphere and we are constantly in and out of each other’s rooms to ask questions or just check in on each other.” There is also a regular chambers tea at 4pm on Thursdays, which is always popular. One junior tells us that there is “great mixing between the senior and junior end of chambers”. Whilst some tenants tell us they have made “life-long friends” within chambers, others note that “it is important to keep up social life with family and friends beyond the bar” — we suppose it depends on how much you want to mix business and pleasure! “We are all busy so it’s not as if we are having Chambers tea or going to the pub every day of the week” — which you might expect! — “but we regularly meet for lunch in Hall or in each other’s rooms. There is an annual Chambers party for tenants, pupils, staff and other halves, and we have Chambers drinks now and again to welcome new pupils and tenants”. There’s said to be “Christmas and summer parties” and you’ll always find wins, newcomers and birthdays celebrated here.
Situated in Lincoln’s Inn, Ten Old Square is “a beautiful Victorian building which is very impressive to visit”. One tenant describes it as “grand and Dickensian. Clients feel like they are travelling back in time (in a good way)”. Like many older buildings in the Inns, the outside of the building is somewhat grander than the inside and “could use some TLC”. One junior tells us that the “inside is a bit shabby here and there”, whilst another comments that it “could do with modernisation inside”. Still, working in “an unmodernised 19th century period design” does confer certain advantages — “it is quiet, away from the traffic, cool in the summer and surrounded by beautiful lawns and well maintained gardens.” If working with a view of Lincoln’s Inn sounds dreamy, Ten Old Square delivers. In a sentence, “The building is architecturally significant. The interior is very comfortable, if a bit faded.”
When it comes to IT, tenants “have access to all the digital work resources” and have recently enjoyed an upgraded phone system. One junior told us, “Our senior clerk prides himself on being at the cutting edge of chambers technology. It all seems to work pretty seamlessly and I have never had any issues”, which is pretty representative feedback.
Those wishing to apply for pupillage at Ten Old Square should apply through the Pupillage Gateway. Those scoring highest on the application will be invited to a first round interview in front of a panel of up to three members of chambers. The 20-minute interview will focus on questions based on the application as well as a short legal problem presented to the candidates 15 minutes before the interview. Those scoring highest in the first round interview will be invited to a more extensive second round interview. Prior to this, they will be sent a piece of written work to complete. At the final round interview, there will be a debate question as well as general questions on the application.
Ten Old Square generally only recruits one pupil per year, with this pupil being offered an award of £75,000. Their pupillage will consist of four periods of three months, allowing the pupil to sit with four different members and see different practice areas. During the second six, pupils will begin to undertake their own work, though this may be on a pro-bono basis. Ten Old Square state that the focus of their pupillage is on training. Training also continues into the early years of practice with a “huge amount of continuing education”. This is designed in collaboration with real candidates too – taking part in a reverse mentoring scheme last year, where diverse students from BPP mentored barristers and staff about EDI, leading to amendments to the pupillage process. It’s clear the set is plugged in to juniors’ needs.
Ten Old Square state that they are seeking to recruit pupils who have the requisite academic ability, have knowledge and understanding of the law, demonstrate analysis and reasoning, have oral and written communication skills, can relate to lay and professional clients, have a genuine interest in chambers’ fields of practice, and have the resilience, perseverance and drive to succeed at the Bar. Ten Old Square looks beyond the bar too, and runs a programme with inner city London schools to teach their students some of the skills needed to be a barrister. Candidates from all backgrounds are welcomed and the selection process is undertaken by individuals who have undergone equality and diversity training. Ten Old Square participates in programmes such as Bridging the Bar and Inner Temple’s Pegasus Access and Support Scheme, and also offers three access mini-pupillages per year to candidates from under-represented groups — giving candidates an automatic first round pupillage interview.