About Triangle Eight

What's in a name? Sometimes everything.

Triangle Eight exists because complex business challenges require multiple perspectives. We help companies triangulate their position and support them with the right people for successful and lasting business outcomes.

Our “Why”

Triangle Eight was founded in 2025 to address recurring challenges we kept seeing: businesses struggling to match leadership expertise to their evolving needs, and needing that expertise quickly when traditional recruitment can take months. In a high-cost, competitive labour market, businesses need the flexibility to access different leadership styles and experience levels as companies start up or continue to mature, without the expense of maintaining full scale executive teams permanently.

Our Founder

Our Founder, Heather Kitson, has over 25 years of (re)insurance experience, the majority in senior leadership roles across Bermuda reinsurance companies and banking/finance institutions.

Heather is a dual-qualified lawyer (UK and Bermuda) and returned home to Bermuda in 2005, having previously worked at a London City law firm for seven years, to take up a position as General Counsel and Director of Aspen Re, which was a new start-up. Subsequently she has held senior leadership roles at various Bermuda and UK regulated institutions including Chief Operating Officer of a Bermuda life reinsurer and Deputy CEO of Convex Re. Heather has also held non-executive directorships on regulated company boards and serves as Chair of the Board of several children's non-profits.

Our Approach

People first. Always. We believe the most important thing any business can get right is the people mix - everything else follows from there.

Our approach is straightforward: listen carefully to understand not just what needs doing, but consider who is best positioned to do it. We apply our relevant experience to match people to challenges, focusing on those who are best positioned to deliver practical outcomes that fulfil our clients' strategic goals.

We can also provide end-to-end concierge advisory services because the people equation works best when it's coordinated. Disjointed models can create gaps in leadership continuity and increase costs.

Whilst we have broad reach at Triangle Eight, we're not experts at everything and where specific expertise serves our clients best or better suits their budget, we work with carefully selected local and international partners. We prioritize our clients’ needs over more profit and firmly believe that if we do what is best for our client that will be, in the long run, what is best for us too.

The Triangle Eight Delivery Model

Our structured approach ensures every engagement delivers measurable positive outcomes within defined parameters. For larger projects, we deploy dedicated project managers who work alongside our senior practitioners to create clear roadmaps, establish milestones, and maintain rigorous budget discipline.

Discovery & Design - We begin with comprehensive stakeholder engagement to map current state, define future vision, and identify critical success factors.

Structured Planning - Our qualified Project Managers develop detailed delivery plans with clear workstreams, dependencies, risks to delivery and accountability frameworks.

Agile Cost Conscious Execution - We implement regular checkpoints, comparing against agreed plan to ensuring alignment and rapid course correction when needed.

Knowledge Transfer - Every engagement includes structured handover protocols and to ensure sustainable outcomes for shorter term engagements or interim appointments.

Who We Serve

Our clients include: international firms entering the Bermuda reinsurance market, established companies navigating transitions, and boards seeking interim leadership or independent directors. We ensure that our executives have the skills and experience to stand up to local and international regulatory standards but also maintain a pragmatic and strategy first outlook. We work with start-ups securing their first licenses/implementing early business plans and mature organizations managing complex transformations, new projects or bridging leadership gaps.

Whether you're launching a new entity, managing regulatory change, or seeking fractional executive support, Triangle Eight can provide the expertise and execution capability to deliver results that matter.

Core Values

1. Integrity. We act with honesty, integrity and complete confidentiality.

2. Rigour. We strive to deliver work that meets the highest professional standards.

3. Insight. We help clients anticipate challenges and implement efficiencies.

4. Understanding. We listen first, then advise.

5. Clarity. We bring structured clear thinking to complex decisions.

6. Partnership. We partner with our clients to build enduring relationships based on trust, respect and a history of successful outcomes.

7. Responsiveness. We respond promptly and adapt our methods to serve clients better.

8. Substance. Our engagements create lasting value aligned with our clients strategic objectives.