Passion for Transaction Motivates Adderley

Published: 24 Apr 2023
Type: Insight

Appleby Bermuda leader shares his journey to the top and his belief that hard work beats good grades.


Some children dream of being lawyers when they grow up. Brad Adderley wasn’t one of them. By his own admission his grades were average and he had a speech impediment. When it came to a family argument however, no matter how trivial, he never gave up. He ended up at law school because his mother told him to go.

“I did it because I was told to, not because I had this epiphany,” he said.

Fast forward almost 30 years and his mother was proved right. Mr. Adderley, 52, is managing partner of Appleby’s Bermuda office, head of the corporate department and head of the insurance team.

His CV is full of notable transactions and he remains at the forefront of developing corporate legislation to meet the ever-changing needs of Bermuda’s corporate community.

“I like winning business. I like doing transactions. I didn’t want to be a liability to the firm. I wanted to be an asset,” he said. He is also driven by the need to solve a problem, particularly when others can’t.

“What I really like doing is structuring new concepts. I like solving problems. I call it thinking sideways. You get to an issue, you can’t solve it. Most people stop. If you keep on going sideways until you find the weakness, you solve the problem.”

An example he shared is Special Purpose Insurers (SPIs), which, he explained, “originally came about to do one transaction, one cedant, preapproved by the BMA [Bermuda Monetary Authority].” But then someone wanted to write multiple transactions, with multiple cedants. “We came up with the construct and we did the first two unlimited normal commercial reinsurer SPIs years ago.”

It wasn’t always this way however. Mr. Adderley had a harsh reality check in his first review after qualifying, which he described as “atrocious”, adding that he was “mediocre at best — I wasn’t excelling”.

Instead of giving up, that review inspired the opposite. “That year I applied myself and then the following December, my review was excellent and from there I continued to apply myself,” he said.

Mr. Adderley has had more bumps in the road along the way, but believes being a good lawyer comes down to hard work, experience and getting the best work done for your clients, on time, consistently.

“You’re only as good as your last deal. You have to manage your life to realise that what you’ve done five minutes ago is of no importance. It’s your next deliverable that’s of importance, because if you don’t get that one right, that client might leave and go somewhere else.”

Mr. Adderley leads by example, regularly working until the early hours without the need for caffeine, and he appreciates people who share his enthusiasm, passion and drive.

When someone is a qualified lawyer, “that should assume you’re hardworking”, he said. “Not necessarily. Then, they have to be willing to work, to learn, to receive feedback, because even though we hope the legal education process prepares you, it doesn’t really prepare you.

“If you go to law school, you’ve got to have a brain, but I’ve had international scholarship winners who turn up and work 9 to 5. If you go to a law firm in New York or London, a trainee will probably work longer hours than anyone else in the firm.”

When he finds those hard workers, he does everything he can to keep them, and while work is vital to pay the bills, there is always a place for fun. “Covid showed we are supposed to interact,” he said, adding that Appleby has increased the number of staff events it organises.

Hard work, however, doesn’t mean being inflexible and Mr Adderley is adamant that as long as the work is done and clients are happy, people can work from home or take time out during the day to do what they need to do.

Again, the father-of-two leads by example, starting his day once he’s taken his own son, when needed, to school and going to CrossFit, which he loves: “You’ve got to run, be flexible, strong, fit, skilled. There’s always a constant challenge.”

Mr. Adderley believes that more corporate activity is on the horizon as Bermuda’s commercial landscape innovates, evolves and reacts to world events. Economic turbulence, he said, can often result in a flight to “jurisdictions with better reputations”, such as Bermuda.

He added: “When FTX went under in the crypto space, we had clients contact us to say thank you for convincing me to not go to that jurisdiction.”

First Published in The Royal Gazette Magazine, April 2023

locations

Bermuda

services

Corporate

types

Insight

Share
More publications
Appleby-Website-Insurance-and-Reinsurance
9 Oct 2026

Supervision Rules for Internationally Active Insurance Groups being proposed by BMA

The Bermuda Monetary Authority (BMA) intends to implement new rules under a new Insurance (Internationally Active Group Supervision) Rules 2026 (Proposed Rules) to align Bermuda’s regulatory framework with international standards for Internationally Active Insurance Groups (IAIGs) set by the IAIS (of which Bermuda is a member).

Appleby-Website-Regulatory-Practice
2 Oct 2026

Police certificates become part of BMA vetting

Businesses seeking regulatory approval for directors, owners and senior personnel now need to account for an additional documentary requirement.

Appleby-Website-Insurance-and-Reinsurance
1 Oct 2026

Commingling of Risks: The New Flavour of the Cat Bond Market

As catastrophe bond sponsors grow more confident with the asset class, companies are increasingly combining different peril structures within individual transactions, all of which leads Brad Adderley, Managing Partner at law firm Appleby, to say that this commingling of risks is becoming the new flavour of the cat bond market.

Appleby-Website-Insurance-and-Reinsurance
22 Sep 2026

BMA Sets Out Phased Path to a Bermuda Insurance Resolution Regime

The Bermuda Monetary Authority (BMA) has proposed a framework for resolving failing (re)insurers. Boards and executive teams should take note and, where appropriate, take part in the consultation, which closes on 15 December 2026.

ICLG Fintech 21 cover
14 Sep 2026

Navigating BMA’s proposed AI guidance note

Now that the Bermuda Monetary Authority has shifted its focus from general principles about artificial intelligence to a concrete, actionable regulatory framework, board and executive teams of financial service companies must take note and decide whether to become involved in the consultative process.

Appleby-Website-Employment-and-Immigration
10 Sep 2026

AI in the Workplace: Emerging Legal Issues for Bermuda Employers

Artificial intelligence is rapidly becoming part of the modern workplace. It has moved quickly from being an experimental technology to an everyday business tool. Employers are already using AI to draft job advertisements, screen applications, assess candidates, analyse employee performance, monitor productivity and assist with disciplinary and termination decisions. For employers, the attraction is obvious. AI can process large quantities of information quickly, identify patterns and perform tasks that previously required significant human resources. But such widespread application of AI is also giving rise to legal risk as regulators and courts around the world consider what happens when an employment decision is made, or materially influenced, by an algorithm. It is a question that is likely to become increasingly relevant in Bermuda, as the law necessarily catches up with the technology.

Appleby-Website-Insurance-and-Reinsurance
8 Sep 2026

Capital rich, softening rates, big opportunity: the growth dilemma

After several years of healthy profits, despite some softening, the reinsurance market remains in good shape – if discipline remains. Meanwhile, new and complex risks are emerging, including data centres, offering big opportunities for growth for those willing to take it on. They were some of the takeaways from 10 senior executives from the Bermuda market who met at a roundtable in Monte Carlo.

Appleby-Website-Insurance-and-Reinsurance
8 Sep 2026

A refusal to stand still

Anchored by regulatory credibility and an unmatched marketplace, Bermuda continues to widen its offering with capital adaptability and innovation, says Brad Adderley, of Appleby.

Appleby-Website-Funds-and-Investment-Services
27 Aug 2026

Late-stage liquidity and the Bermuda fund toolkit

Private-market liquidity once followed an exit. Today, however, it must often be engineered. That matters in Bermuda, where asset management is not only a substantial sector in its own right, but also complemented by Bermuda’s re/insurance and insurance-linked securities market.

Corporate
13 Aug 2026

The limited liability company: ten years on

Nearly a decade after they were first introduced in Bermuda, parties have started to appreciate the benefits offered by limited liability companies — and consequently we have begun to see LLCs used with increasing frequency.