Venture Analyst.

Greenlight Re, a NASDAQ-listed company, provides multiline property and casualty insurance and reinsurance through its licensed and regulated reinsurance entities in the Cayman Islands and Ireland, and its Lloyd's of London platform, Greenlight Innovation Syndicate 3456.

Greenlight Re Innovations, the strategic investment unit of Greenlight Re, supports technology startups and their applications to (re)insurance by providing investment, risk capacity, and access to a broad insurance network. The unit’s professionals have backgrounds in underwriting, analytics, and investment management, along with a deep understanding of (re)insurance and the ability to help startups navigate the complex insurance ecosystem.

Position Specification

Role
The Venture Analyst is a key role embedded in Greenlight Re Innovations. The position offers an opportunity for a professional with venture capital and startup experience to deepen their expertise in early-stage Insurtech investing while gaining exposure to a broad range of innovative property and casualty (re)insurance products and business models.

Key Responsibilities

• Identify and assess investment opportunities across early-stage Insurtech and insurance-focused technology businesses, evaluating market potential, business models, competitive positioning, and strategic fit.
• Build and maintain financial models, analyse company performance, unit economics, market dynamics, and conduct commercial, financial, and operational due diligence to support investment decisions.
• Develop investment theses, assess risk-return profiles, and prepare investment memoranda, presentations, and recommendations for internal stakeholders and investment committees.
• Monitor portfolio company performance, financial results, business milestones, and key performance indicators, providing ongoing analysis and support.
• Lead research into emerging technologies, venture capital trends, competitive dynamics, and developments across the property and casualty (re)insurance sector.
• Support investment transactions from initial evaluation through due diligence, structuring, negotiation, and closing.
• Partner with underwriting, actuarial, and business teams to identify opportunities for strategic alignment, commercial partnerships, and value creation.
• Maintain relationships with founders, venture capital firms, co-investors, accelerators, and other ecosystem participants.
• Represent Greenlight Re at industry conferences, networking events, and innovation forums.
• Undertake additional responsibilities and special projects as required.

Candidate Profile

Requirements:
• Bachelor's degree, required.
• Post-graduate study in Finance, Business Administration, Economics, Accounting or a related field, is desirable.
• Demonstrated experience in venture capital is required including experience conducting market research, commercial due diligence, investment analysis, or preparing investment recommendations.
• Experience evaluating business models, market opportunities, competitive landscapes, financial performance and growth potential.
• Demonstrated experience working within a startup environment, founding or operating a business, or supporting entrepreneurial ventures, is required.
• Strong understanding of venture capital, startup ecosystems, and emerging technology trends.
• Advanced proficiency in Microsoft Excel and financial modelling is required.
• Experience with Python, SQL, R, VBA, or other data analysis and visualisation tools is advantageous.
• Strong written and verbal communication skills, including the ability to prepare investment memoranda, presentations, and research reports.
• Demonstrated interest in venture investing, technology innovation, Insurtech and the broader (re)insurance industry
Personal Attributes
• Self-motivated and ability to work independently, a team player.
• Strong attention to detail.
• Demonstrate a strong business acumen and client service mentality.
• Strong interpersonal and communication skills.
• Integrity and high ethical standards.
• Able to perform under pressure and enjoys working in a fast-paced environment.

Salary: US$80,000 – US$100,000 per annum (commensurate with experience and qualifications)

Benefits Include: Full health insurance coverage for the employee, statutory pension contributions paid by the employer, life and disability insurance, eligibility to participate in the company STIP plans, 25 days annual leave. Working hours – 40 per week. For more details about Greenlight Re, please visit: https://www.greenlightre.com

Interested applicants should send their resume to Applicants@greenlightre.ky