Careers
We Don't Do Ordinary And We Don't Hire Ordinary Either
At Chadwicks, we believe exceptional businesses are built by exceptional people: those who take ownership, value quality and never settle for "good enough." Character, commitment and teamwork are as important here as technical skills.
We do not offer an easy path or a job. We offer a career and the opportunity to grow, to challenge yourself and to succeed as part of a team of passionate, caring insurance professionals, who always strive to make a difference to their clients, team and in general, to make a meaningful contribution to society.
If that resonates with you, we welcome your application
We believe insurance should be straightforward. Whether working with businesses or high net worth individuals, we take pride in explaining complex concepts in simple terms, so our clients fully understand how their insurance works for them.
Our work begins where traditional brokers stop. Where others see policies, we see partnerships. This mindset has earned us the trust of our clients and established Chadwicks as a leading boutique insurance provider for over two decades.
The Risk Advisor Difference
The Standard You'll Be Held To
Our clients seek a rare trifecta: Credibility, Trust and Dedication. Qualities we embody through deep expertise, genuine relationships and unwavering advocacy. If you join Chadwicks, you will be expected to live it. Every day, with every client.
In the years since our founding, we believe we have developed a team of risk advisors that embody this rare trifecta. But a word of caution — we are not for everyone. Our quality standards are incredibly high and our guiding principles can only be lived by extraordinary people.
From the Inside
"I am thankful for the opportunities, the growth, and the people who made both of those feel personal."
The personal and career growth I have experienced here has been extraordinary. The work culture and atmosphere make it easy to give your best every day, and the people around you genuinely have your back.
The mentorship and leadership at Chadwicks are not just words on a page. They show up in how problems are solved, how decisions are made and how everyone is given the space to grow into something more.
I am proud of what we are building together, the change we are bringing to this industry and the real difference we make in the lives of our clients.
The Human Element
Perhaps the most distinctive aspect of Chadwicks' approach has been its philosophy toward talent and culture. Unlike many organisations that describe themselves as "families," Tim deliberately chose a different model.
"We are not a family, families are about unconditional love and can be dysfunctional at times. Instead, we model ourselves on elite sports teams like the Springboks, where performance is key and we select the right person for every position." This sports team mentality created a high-performance culture, balanced with care and shared purpose.
"My biggest achievement is undoubtedly having key people being with me for most of the journey, in particular Mantana Viviers. She is the bedrock, caring and unwavering, the mother figure of the business," Tim acknowledges, when reflecting on what makes him most proud.
A Dynamic Culture of Quality
From the early 2000s to today, the story of Chadwicks is the story of a company that has never rested on its laurels, always looking for new ways to satisfy its clients and stay ahead of the curve.
At Chadwicks, we aspire to make insurance the opposite of a grudge purchase. To do that, we have developed a dynamic company culture focused on quality, aspiring to be "Good to Great," based on a Jim Collins concept, and creating an environment where talented people can thrive.
The Substance Growth Philosophy
Chadwicks operates on the principle that true success comes from embracing the inevitability of failure as part of the growth process. Rather than fearing failure, the company recognises that if you aren't experiencing occasional setbacks, you likely are not pushing boundaries or genuinely innovating.
"Of course, we don't intentionally seek failure," explains Tim Chadwick, "but we understand that it's inevitable when you are constantly striving to improve. If you are not failing occasionally, you are probably not trying hard enough or taking the necessary risks to grow."
This approach acknowledges that personal and professional development of team members creates the foundation for sustainable business growth. By focusing on substance growth rather than just financial outcomes, Chadwicks plays the infinite game — prioritising long-term sustainability over short-term gains.
While Chadwicks does not prioritise financial metrics above all else, they recognise the connection between substance growth and financial rewards. Their philosophy holds that when team members grow personally and professionally, the business naturally grows as well. This growth then enables financial rewards for the team, creating a virtuous cycle where personal development drives business success, which in turn funds further development.
If we succeed in fostering substance growth, the sky is the limit and our team is rewarded financially. But the financial rewards are the result, not the primary goal.
Innovation Through Internships
In recent years, Chadwicks has rethought its approach to talent development. Their internship program has become pivotal in bringing in bright young minds with great ideas and energy.
Radical Candour, a Kim Scott concept of direct feedback delivered with genuine care, is core to Chadwicks culture. We champion authenticity, fostering an environment where open, honest communication fuels both personal and professional growth.
In an era of superficial workplace connections, we have created an environment where authenticity and excellence coexist harmoniously. Our approach to communication is not merely aspirational, it is essential to who we are, with "Straight Talk" delivered with genuine care, serving as the catalyst for both personal and professional growth.
This foundation of trust and mutual respect enables our teams to thrive, focusing on impact and merit. We believe growth requires courage, the willingness to offer and receive constructive insights, even when uncomfortable, knowing it strengthens relationships and improves results.
While driving high performance, we insist on decency and respect, quality outcomes and character. This commitment to candid, authentic collaboration attracts talent, empowers our team and delivers exceptional boutique service and innovative solutions for our clients.
At Chadwicks, the best ideas win. Our commitment to idea meritocracy means innovation thrives because every concept, whether from seasoned experts or new interns, is judged purely on its merit, not hierarchy or seniority. This fuels our mission to transform insurance and deliver exceptional results.
We cultivate this through open dialogue and constructive debate, grounded in Radical Candour. This transparency builds trust, minimises office politics and empowers our team to challenge assumptions, share insights openly and continuously improve how we serve our clients.
This focus on performance and quality gives us a competitive edge. It attracts ambitious, talented professionals who seek meaningful work where their contributions are valued, their growth is prioritised and excellence is rewarded.
At Chadwicks, we have witnessed firsthand how traditional siloed or top-down hierarchies can stifle innovation and engagement. Our approach stands in direct contrast — we believe in horizontal decision-making. We do not just manage our team, we inspire and empower them, recognising that people create their most significant impact when they have genuine agency over their work.
We develop decision-making capabilities throughout our organisation, measuring leadership effectiveness not by how many decisions senior leaders make, but by how few. Our managers excel at providing context rather than imposing control — equipping their teams with the understanding and information needed to make excellent decisions independently.
This environment attracts self-motivated, self-aware and self-disciplined people, who do not wait to be told what to do. Chadwicks people are people with character, who take ownership without waiting for instructions. However, our approach is not hands-off leadership — our senior team members remain deeply engaged, providing active coaching while allowing team members to first demonstrate responsibility before empowerment.
The standard you walk past is the standard you accept.
Chadwicks thrives on clear, consistent boundaries that are not arbitrary restrictions, but the essential framework allowing our team to operate with fairness and focus. We take Brené Brown's message seriously: people will treat you how you let them.
We are unambiguously boutique in our approach to insurance. This means we do not transact every type of insurance available or partner with every insurer in the market. Instead, we carefully select insurance partners based on shared values around character, quality and long-term relationships. This means our insurer supplier network is intentionally narrower, exclusive and exceptional.
Clear communication is not just a skill, it is a responsibility. Whether it is calling out disrespectful behaviour, pushing back on unrealistic demands or simply stating what we can and can't do, the point is not to control others, it is to make our boundaries unmistakably clear.
By being clear about who we are, what we stand for and how we operate, we attract clients, insurer partners and team members who value professionalism, character and quality as much as we do. Boundaries do not erode trust — they build it.
At Chadwicks, leadership is not confined to roles or titles. It is not reserved for those with formal authority — it lives in every one of us. Whether you are advising a client, handling a claim, supporting a teammate or making a judgment call under pressure, you are shaping outcomes. And that makes you a leader.
The starting point is always self-leadership. Before you can inspire others, you must lead yourself with clarity, composure and discipline. That means managing your emotions, keeping your word, owning your development and staying grounded under stress.
Great leadership also shows up in the small things — turning up prepared, meeting deadlines, holding boundaries, making space for others to speak. These daily actions build leadership credibility brick by brick. It is not about being perfect, it is about being intentional.
Above all, leadership without humility is not leadership at all. As Jim Collins defined it, the highest level of leadership — level 5 leadership — is marked by a paradoxical blend of fierce resolve and deep personal humility. At Chadwicks, we hold both.
Our independence means we are not beholden to any particular insurance company or product. This means that we are free to recommend the most suitable insurance products to our clients based on their specific needs, without any outside pressure.
Independent thinking is also a critical Chadwicks value and is an essential attribute for each staff member. It fosters a culture of creativity, innovation, critical thinking and problem-solving, that ultimately benefits both the business and our clients.
Our Guiding Principles
Before applying, it is essential that you understand what we stand for. These five principles define who we are and how we work. You will likely find yourself strongly aligned with our approach — or you will realise it is not the right fit. Either way, the decision will be clear.
CharacterStraight Talk
"Straight Talk" means choosing honesty over easy answers, every single time. It is about being brave enough to tell the truth clearly, compassionately and without hesitation, because caring deeply for each other and our clients is at the core of who we are.
"Straight Talk" shapes our culture. It is why our team trusts one another, shares openly and grows together. We speak directly, not to criticise, but to empower. When faced with tough choices, we ask one simple question: "Am I being completely honest and does genuine care guide my actions?"
In a business world crowded with guarded truths, we stand out by keeping our promises and speaking truthfully. We mean what we say and follow through every time. Our transparency dissolves confusion and builds lasting trust. Clients and colleagues alike know exactly where they stand with us — no hidden agendas, no surprises, just clarity.
Individual Character
Character is how we measure success. It means doing the right thing, even when no one is watching. It means respecting everyone, from the newest team member to our most valued client, regardless of status or power. It means approaching every challenge with resilience and tenacity, transforming obstacles into opportunities to demonstrate who we truly are.
Chadwicks people show character by treating others how we want to be treated. We strive to understand before seeking to be understood, knowing that true character involves compassion, humility and patience.
Great people want to belong to great teams. At Chadwicks, character attracts character. We are building more than careers, we are developing leaders who inspire trust, show respect and stand strong through every challenge.
A Business with Character
Just as each person needs character at Chadwicks, so does the business. Our business character is built on discipline — not the top-down, rules-for-the-sake-of-rules kind, but the kind that creates clarity, consistency and trust. It is how we think, how we decide and how we act.
We hold ourselves to a business character standard across three dimensions. It starts with disciplined people — self-motivated, accountable individuals who know why they are here and act like owners. Then comes disciplined thought: we face facts, stay grounded and keep our strategy sharp and focused. Finally, disciplined action — doing the right things, in the right way, over and over again.
At Chadwicks, character is not just a word — it is the foundation upon which everything else stands.
BoutiqueMade with Care
"Made With Care" is not a tagline, it is our way of thinking. We reject the "everything for everyone" approach. Instead, we zero in on doing fewer things, but doing them exceptionally well.
Boutique is not about size — it is a mindset. Every insurance solution we provide is individually crafted, tailored perfectly to each client's unique risk profile. We make solutions by hand, thoughtfully and deliberately, one client at a time.
Freedom to Do It Right
Our independence is a great strength. Being free from external shareholders and bureaucratic hurdles means we can put clients first. Quick decisions, real solutions — no committees, no red tape, just meaningful actions and results.
Human Connection First
We do not rely on automation or impersonal interactions. Every client has a dedicated risk advisor who genuinely knows and cares about their situation. Real relationships are our currency.
Curiosity as a Muscle
Curiosity is not only meant for cats. It is a way of working. We do not just ask questions for the sake of it — we ask the right ones, because that is where better answers live. We challenge assumptions, including our own. We do not take "this is how it's always done" as an answer, because our clients deserve better than default thinking.
Curiosity pushes us to understand not just what a client says they want, but what they actually need. It sharpens our judgment, widens our lens and makes our advice better, our service more thoughtful and our solutions more precise.
Made with Care, Built to Last
In an era obsessed with AI and automation, we proudly choose humanity. This does not mean we do not use AI — we use it extensively, but only in a manner that aligns with our guiding principles. For clients, this means agile, personalised insurance solutions. For our team, it is the only way to work.
When challenges arise, we ask ourselves one simple question: "How would a boutique think differently from a corporate?" That mindset keeps us bold, creative, hungry and uniquely Chadwicks.
RelationshipsConnecting is Everything
At the end of it all, when titles, money and accolades fade, it is the bonds we have built that mean the most. We do not just transact. We listen, we show up and we give more than we take. Real relationships are our currency.
For us, relationships are not just about being around people — they are about being present for people. It is a commitment to showing up, really listening and giving more than we take. We invest in our network before we need it, forging authentic bonds today that become the foundation for mutual success tomorrow.
Authenticity in Relationships
Meaningful relationships mean we focus on depth of understanding rather than superficial transactions. That starts with proper listening — tuning in to the spoken words and the unspoken concerns. We remain transparent even when it is uncomfortable, because trust built on honesty is the only kind that lasts.
When we ask "How can this strengthen our connection?" we shift from a mindset of "What can I get?" to "What can I give?" This culture of reciprocity not only helps our clients thrive, it shapes a team where everyone supports each other's growth, no matter the role or rank.
Genuine Trust
We are in the business of trust. And trust does not happen by accident — it is built conversation by conversation, through straight talk, genuine listening and fair dealing. Healthy relationships require effective communication: saying what needs to be said, listening with intent and staying open to challenge and change.
Fairness without Compromise
No egos, no favourites, no blurred lines. Just clear expectations, honest responses and equal respect — whether we are solving a client issue or having a difficult internal conversation. We own our words and how they land.
These guiding principles are not confined to client meetings or boardrooms. They apply just as much to our personal relationships: how we treat our families, friends and ourselves. True success is not measured by quarterly figures or awards — it is measured by the relationships that stand the test of time.
PeopleThe Bomb Squad
We aim only to have high performers at Chadwicks — people who are great at what they do and even better at working together. We call it the "Bomb Squad" and it is loosely based on elite sports teams like the Springboks. The "Bomb Squad" is not interested in the best person for the team — they demand the right person.
Ownership and Action
"Bomb Squad" people make things happen. They do not wait for permission or direction — they see what needs doing and take ownership. We do not confuse movement with progress. Action is what you do. Impact is what it means. It is the outcome, the difference it makes to the client, the business and the relationship.
"Bomb Squad" people are not box tickers. They are sharp operators who know how to move the needle. They take ownership of results, not just responsibilities. Because at Chadwicks, every action must leave a mark.
Resilience in Adversity
When adversity comes, as we know it will, our mindset is one of meaningful action — not reaction or inaction. We value fairness, but we do not feed the story that the world is out to get us. When challenges arise, we look at facts, not feelings. We take ownership, ask honest questions and choose progress over blame. Great people never blame — they build.
Continuous Improvement
The "Bomb Squad" understands that perfection is an illusion. Instead, we aim to get better every single time. We do not confuse grit with blind repetition. Persistence is a strength, but only when it is paired with reflection and the courage to change course when something is not working.
"Doing Not Your Job Well"
We do not hire people to just do their jobs. We look for those who want a career — people whose mindset is to make the business better. It is about noticing what others miss. Taking responsibility when it is not officially yours. Stepping in without being asked. Following up when most would move on.
Talk is cheap. "Bomb Squad" people do not say "we go the extra mile" — they do it instinctively. This is what sets us apart.
Protecting Our Culture
A single wrong hire drains energy, undermines culture, damages client relationships and creates an environment that drives away our best people. That is why talent selection at Chadwicks is not an HR function — it is a strategic priority. "Bomb Squad" people protect our culture and guiding principles. They hold the line and refuse to lower the bar even when under pressure to fill a gap. They are not blockers. They are builders.
QualityGood to Great
The difference between good and great is not just measurable — it is felt. The Jim Collins concept of "Good to Great" is more than just an aspiration. It is a way of life for Chadwicks people.
We know greatness is a horizon that constantly shifts as you move toward it. While perfection is unattainable, we are unwavering in our commitment to chase it with everything we have.
A Daily Commitment
We do not see quality as a checkbox — it is a way of working, thinking and showing up. Every decision, every client interaction, every policy is a chance to raise the bar. Instead of asking "what is required?" we ask "what is possible if we try harder, think deeper and care more?"
Disciplined Thinking
Quality starts with how we think. We do not default to easy answers. We slow down, focus and apply disciplined thinking to every challenge. First, understand the problem — do not jump, do not assume. Then assess the options, including the uncomfortable ones. And finally, choose the best solution. Not the most popular, not the quickest — the most effective one.
Courage and Our Promise
Greatness demands more than skill or ambition — it requires courage. The courage to confront our own limitations, learn from failures and embrace discomfort as the price of progress. For our clients, this relentless pursuit translates into trust. It means knowing that we will never stop striving to deliver not just insurance cover, but true peace of mind.
Quality at Chadwicks means delivering the right advice, at the right time — fast, friendly and simple. If it is slow, cold or complicated, it is not good enough. Competence without arrogance. Confidence without shortcuts.
Our Unwavering Direction
We know no one will ever "arrive" at greatness. There is always another level. That is the point. We choose the long game: the hard questions, the honest feedback, the effort it takes to evolve. At Chadwicks, quality is not a goalpost — it is a direction. We will keep moving toward "Good to Great" with everything we have got. Not because we have to. Because we choose to. Every day. Together.
Join Our Team In Changing The Industry
We are always looking for extraordinary people. Whether you are an experienced professional ready for a new challenge, a young graduate eager to learn, or someone who simply believes they belong at Chadwicks, we want to hear from you.
Explore what we offer, browse our current vacancies, or reach out directly. The right fit matters more than the right title.
If you see a role that fits, or if you believe you belong at Chadwicks even if your perfect role is not listed, we want to hear from you.
The Human Element Makes All the Difference
What began as Tim Chadwick's frustration with industry norms has evolved into a thriving business that continues to redefine what clients should expect from their insurance partners. Through economic turbulence, regulatory changes and a global pandemic, Chadwicks has proven that staying true to its core guiding principles, while remaining adaptable, is the ultimate competitive advantage.
Insurance Clarity. With Care.
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