Life in Bermuda as an Offshore Lawyer

What was your initial attraction to the offshore markets both from a personal and professional standpoint?

At the risk of sounding a little mercenary, one of the biggest allures is the compensation and tax situation. I come from one of the most highly taxed provinces in Canada. If you're saddled with student loans while paying high income tax, it's tough to get yourself out of debt, into the black, and kickstart your life. Another aspect of it is the exoticness of going offshore and living on an island. It's a challenge, it's a new culture, it’s new people. Those were the primary personal motivators, but professionally I knew that offshore is where a lot of the best business happens. Anybody who is looking to strategically invest or to do something big usually has an offshore component to it. That said, I wasn't prepared for the quality of work I was going to receive, and I now deal with clients in New York, London, Toronto, Hong Kong, and all over.


How have you found the transition to working offshore having come from a more traditional onshore practice?

The transition to offshore was a little different than I expected. I'm used to the frantic nature of the Toronto, New York, corporate lawyer lifestyle and it was tough for me to deprogram being stressed. It took a while to get into the island mindset where you're not getting emails at all hours of the night and weekend because the Partners aren't working, they're leading by example. People value their time off and if they value their time off, they value your time off. So, that was an interesting adjustment. In terms of the actual work that I do, the biggest transition would be from a transactional perspective. Onshore, I was used to being, for lack of a better phrase, the bus driver. I was coordinating everything, organising external counsel, doing the primary drafting, that sort of thing, but when you're offshore, you are a smaller component of a much larger transaction, and the bus is being driven by onshore counsel. It's a lower level of stress, so the control freak in me is adjusting to that, but it's a nicer pace for sure.


What sort of support have you had since making the move offshore and what has your experience been of those resources?

When you go offshore to a small island such as Bermuda, you need to go with your eyes wide open, understanding that the infrastructure is not the same as it is in a big city. There are delays, things move more slowly, and you must have patience. My work permit took quite a bit of time, but I had lots of resources in the firm, with the HR department making phone calls and following up as needed. The Partners were very supportive too because everyone understands those delays are not your fault. The welcoming feeling of the firm has also been a huge resource, making sure that I'm socially integrated. For example, when I first arrived, I had to quarantine at the height of the pandemic and my firm made sure I had groceries delivered to the hotel room, all my favorite foods while I was stuck there, so it's been great.


From a training and upskilling perspective, how would you say that the firm has supported you?

Bermuda is a common law jurisdiction and while we all have a similar foundation, the learning curve is steep. There's a lot of legislation that you need to get familiar with and like any other offshore jurisdiction it's very highly regulated. There is a lot of protocol when it comes to anti-money laundering and anti-terrorism financing. I effectively had to revert to being a student in terms of getting used to doing research and reading the law again, which gives you a big healthy dose of humility. You’re almost starting from zero, even though my title is Senior Associate, but it doesn’t take long to get up and running.


How would you say that you've found life on Bermuda?

I love it here. Everyone knows about the pink sand beaches and the weather, but one thing I like about Bermuda is it reminds me of smalltown Canada in that everyone is welcoming and it's just a happy atmosphere. I think because the pace is so much more laid-back, people are generally more cheerful. Walking downtown in Bermuda is very different from walking downtown in London or New York. Somebody actually said to me, “Have a ‘Bermudaful’ day” at the store yesterday! The only challenge is the supply chain because it’s a small island. Most things are imported, so you can’t necessarily find the products you’re used to, and they’re more expensive.


What have been the main pros and cons of work and life since moving to the island?

Before you make a move to somewhere like Bermuda, I would highly recommend doing your research about everyday things such as internet speeds or cell phone networks, because it's not Canada, it's not the UK, it's different. Be prepared for the cost of living: yes, your salary is higher, but the cost of living is proportionately quite high. Take into consideration the cost of your electricity, your water, your food etc. Things are much slower here, so you need patience when it comes to immigration or setting up a bank account – it will get done, but not as quickly as it would onshore. The flipside of that is one of the pros – you don’t have people yelling or stressing you out, which makes for a much more pleasant work environment. For my own wellbeing and personal health, I have lost weight since I've come here, I'm sleeping better, I'm happier with my work/life balance. I live a much healthier lifestyle, walking and swimming and being outside, rather than driving all the time.


How did you find the process from start to finish, from the interview to the physical relocation to Bermuda?

I initially had a hard time getting the attention of offshore firms and I felt like I was sending applications into these black holes, and nothing was happening. It wasn't until I connected with Hydrogen and could leverage your relationships that people were interested in me. So, the biggest challenge offshore I think, is getting on their radar. Once interviews were in place, it moved very quickly and was very straightforward, with nothing out of the ordinary in the interviews themselves. I think the time from first interview to offer in hand was less than a month. My work permit process was problematic, but I think that was abnormal and down to the pandemic, so it took me six months to finally land on the island and move here properly. One thing it’s worth being aware of is that places like Bermuda and Cayman have protocols in place to protect locals. Your employer must show that no local can do the job before they hire from abroad, so the firm wanting you isn't always enough, and that can add to the process timewise.


How did you go about assimilating into life in Bermuda?

It's not hard here - you just walk around with a smile and are assimilated! In practical terms of the day-to-day, I think there are two ways to approach an international move like this. One is to liquidate your life; sell everything you own and go with a couple of suitcases and start building when you land. The other is to ship everything you think you might need, which is what we did. While it was much trickier to do, mentally it means I am fully invested in Bermuda and am here for the long haul, I can’t just go back to Canada with my suitcases next week. It depends where you are at in your life as to which approach you take – maybe earlier in your career, or if you’re single and don’t have loads of furniture, then you’d just come and get a furnished place.


How have you found settling into a social life in Bermuda, at work and outside of work?

At work, we have plans for a summer social underway and once a month, on a Friday night, we have what we call Wine Time, where the whole firm, from assistants to Managing Partner, gets together. Outside of work, I'm an avid golfer and there are beautiful golf courses on the island, so every couple of weeks, I play golf. I was also a competitive volleyball player at university, and I’ve joined the Bermuda national volleyball team, which is amazing, like getting a second chance at being a high-level athlete. My firm is fully supporting this too and are looking at sponsorship opportunities and giving me time off to travel to Olympic qualifying events. I also find that cross firms, not just within Walkers, everybody knows everybody, as it’s such a small place, so you can often socialise with other people in your industry too.


Could you leave us with some top tips for someone looking to make a move offshore?

Do your research, as I mentioned before. It sounds basic, but if you can visit the island and know what to expect, it’s a huge help. If you can get an ally on the island, that’s even better. I was lucky enough to connect with some colleagues at Walkers before arriving and one of them was able to liaise with a real estate agent and help organise our home before we landed. At the risk of sounding a little bit cheesy, try to be fearless, come in with an open mind and embrace the change and differences. The reason most people don’t move offshore is because they’re afraid of new things or being far away from family, and they don’t like change. My tip is don't be afraid of the change and your life will absolutely improve for the better.

If you would like to see the full video interview, click here, and you’ll get redirected to the video interview page.

Anyone wishing to have a confidential discussion around opportunities in Bermuda, Cayman Islands, British Virgin Islands, or the UK Channel Islands, please get in touch with the Offshore team at Hydrogen and we'd be more than happy to talk to you through the opportunities at your level.

26 Feb, 2024
​Our webinar 2025 and Beyond: Why Your Hiring, Learning, and Culture Need to Evolve brought together thought leaders Enrique Rubio (Hacking HR), Lisa Skinner Källström (Teamtailor), and Hydrogen Group’s Dean Jennings and Michelle Miller. The conversation explored strategies used to tackle the challenges of the future workforce, shift organisational cultures towards lasting partnerships, and ensure teams are equipped for the age of artificial intelligence. _ The Q&A box was brimming! Our webinar offered participants the chance to consult our HR experts on addressing shifts in the people and culture realm as we approach 2024 and beyond. Interesting questions were raised, and we compiled them all to seek and reached out to our experts to get some definitive answers. For a recap on the webinar, check out our blog Navigating the Future: Insights from our Webinar "2025 and Beyond"  So, here we are. Your questions - answered! - ​How can companies make people feel more secure in their jobs? Is it just a matter of increasing communication? Lisa suggested a shift towards a more sustainable approach. 'In recent years, we have seen many companies experience massive growth, and the need to get great talent onboard - hence offering extremely generous compensation packages. Unfortunately, many have now faced layoffs, and while the compensation and benefit strategies are not the sole reasons, I would like to propose a more sustainable approach for the future. [Increase benefits as the company grows, and as business results allow, we can increase pension levels or similar benefits – and discuss it internally! Open dialogue about results, investment choices, and their rationale fosters a sense of involvement among team members and signals the company's commitment to a sustainable direction.]' Dean echoed concerns about job security in today's volatile economy and advises, 'In today's uncertain economic climate, job security is a concern. However, by becoming indispensable and embracing tools like AI, individuals can enhance their value to employers, securing their positions for the future. Apart from using Chat GPT, what other tasks can be automated with AI? Lisa commented, ‘We’ve mentioned a few examples already, but I would look at all the systems your company allows you to use and question your suppliers on what features are or will be based on AI. For example, many applicant tracking systems allow the opportunity for AI to summarise CVs for an easy overview, generate interview questions and suggest more personalised replies to rejected candidates based on their CVs. Also, the opportunity for AI to transcribe an interview is an amazing tool which allows the interviewer to solely focus on listening and talking to a candidate as opposed to taking notes. As always, AI in these types of systems is not designed to make the decisions for a recruiter or business - but serve as an assistant to save time and work more efficiently.’ Dean added, ‘There are far too many to list. The AI directory https://aitoolsdirectory.com/ does a really good job of showcasing what does what and where you can find it.’ What is the impact of AI on employee engagement and how can HR teams use AI to promote engagement? Also, what precautions should professionals take when using AI? ​Dean offered his perspective by stating that ‘engagement and AI may seem contradictory, but there's a clear benefit when HR uses AI to streamline admin tasks, freeing up time for vital human interaction. Tools like Koios, for instance, offer Acoustic AI, helping HR understand team and individual personalities better, for more tailored approaches. Professionals must approach AI implementation carefully, ensuring ethical use to maintain trust and transparency in the workplace.’ How can we make sure our services stay personalised while using AI? Dean responded, ‘By leveraging AI to handle time-consuming tasks. The best thing about AI is that you get to choose what it does and what it doesn’t. If you feel strongly about human interaction to enable personalisation, you don’t have to let go of that – just embrace AI to make those interactions better. Get it to strip data in the background for you, or to type up your notes and actions as you have the conversations. The possibilities are endless, and they can be tailored to your needs.’ Within your businesses, have you experienced any resistance to the adoption of AI? How have you handled these objections? Dean responded, ‘A lot of the resistance I have seen has either been a fear of trying or a fear of being caught. There seems to be a negative connotation with AI, that if you get it to do something for you, are you cheating? The answer is a resounding no, you are working with the tools available to make yourself more productive for your organisation. Robot proof recruiter, if you haven’t read it, you should. Especially if you are a recruiter or if recruitment is part of your job role. I’ll spare you the details, but it is an amazing read that showcases the fact you can never take the people part out of recruitment - you’ll always be able to provide a better level of service than a robot (at least for now) and you need to focus on the parts of the process where human interaction is at its most vital and automate/utilise AI to get back time in your day to improve that social element of the process.’ Do you feel Employee Resource Groups will be on the rise with the future generation of workers? ​Dean replied, ‘A truly hybrid workplace cannot function effectively without the right technology in place. That doesn’t even need to be AI. For employees to feel a sense of belonging in a workplace, there should be a seamless experience that goes beyond just having teams up on 1 laptop in a room full of 30 people. Again, this will only advance with time ... my eutopia is to have my whole team (who are based in the UK + Thailand) sat around a virtual desk, on a beach with an interactive whiteboard we can utilise in real time via virtual and augmented reality. You may laugh now, but in the next couple of years, VR and AR tech will be the staple of hybrid working and teams coming together around the globe. This doesn’t take away from the in-person experience and nor do I think it should. It should be a tool that compliments real-time working solutions.’ How can we support older generation employees in the changing landscape? ​Dean offered his perspective, ‘AI is truly remarkable. It embodies the futuristic vision many of us had as children—computers and programs taking on tasks for us. For those uneasy about it, I believe it's a matter of not fully comprehending it or lacking the skills to use it effectively. AI has quietly become a part of the workplace, and many are still navigating its intricacies. The focus should be on empowering employees to leverage AI to enhance productivity and value to the organisation. Those who resist or fail to adapt won't be replaced by AI but by individuals who embrace change and view AI as a tool for greater contribution.’ How can we safeguard against the risk of AI stifling creativity in the workplace? ​Lisa said, ‘I would say the opposite, if we use AI for the more regular and routine tasks then we will have more time to use to be creative! For example, instead of spending hours on creating a presentation for an important project - let AI do this creating for you and spend the time on how you want to engage with your audience instead. Using ChatGPT to find easy tasks that I would previously have spent a lot of time on has been a big change in how I work and allows me find space in the day.’ Is there a regional divide across different parts of the world? Are Europeans more prone to appreciate safety/job security than Americans? Lisa commented, ‘My thoughts are that globally we have been through a lot in recent years, covid affected everyone regardless of location. After that, we had war in Europe for the first time in many years which had major effects on the economy, which I believe has made people appreciate job safety even more and value this in choosing their next employer. However, in some parts of Europe employees are still very protected by labour laws etc so I believe it is different from America where it is more common to have short notice period and less resistance from employers to terminate an employment.’ Expanding on the key themes discussed in our webinar, we're thrilled to introduce our Thrive Guide – a practical roadmap for building a thriving workplace. ​Within the Thrive Guide, discover actionable strategies to enhance employee engagement, foster diversity and inclusion, and implement flexible working models. Discover practical solutions to enhance workplace productivity and satisfaction. ​As our expert Dean Jennings emphasises, 'adapting to evolving workplace dynamics requires strategic initiatives.' This sentiment is echoed by other industry leaders in our webinar. In the Thrive Guide, these insights converge to offer practical solutions, providing a roadmap for organisations navigating change. ​Revolutionise your workplace. Download the Thrive Guide now!
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