Senior Associate II, Investments-Portfolio Forecasting and Investment Analytics

Although we prefer candidates from the NY Metro area, we are also open to East Coast candidates interested in working remotely.

The Senior Associate II, Investments is a key member of Enstar’s Investments Team, supporting the Regional CIOs and broader Investments function through portfolio analytics, forecasting, and investment decision support. The role develops and maintains the models and analytical frameworks that underpin asset allocation, investment budgeting, M&A pricing, performance measurement, and portfolio forecasting across Enstar’s ~$20 billion global investment portfolio. Working closely with senior investment leadership, the role helps inform portfolio construction and investment decisions across Enstar’s operations in Bermuda, the United States, and the United Kingdom.

• Strategic & Tactical Asset Allocation Analytics – Develop and maintain the inputs to the portfolio optimization process. This includes:
• Maintaining capital market assumptions, such as expected returns, volatilities, and cross-asset correlations,
• Incorporating capital, risk, and liquidity constraints from other functional areas, and
• Supporting the development of relative value analysis across asset classes to inform tactical positioning decisions.
• Investment Forecasting & Budgeting – Build and maintain the projections behind the firm’s investment budget and longer-term investment outlook. This includes:
• Calculating net investment income and total investment return across multiple time horizons (e.g., 1-year and 5-year forecast),
• Integrating new business and liability/claims projections from Actuarial,
• Incorporating pacing projections for alternative assets, including NAV, gain/loss, and cash flow by asset class,
• Developing bands around the base case forecast based on statistical analysis, and
• Working with FP&A, Treasury, and Capital Management to reconcile these forecasts with the broader financial plan.
• M&A Pricing Model Enhancement & Maintenance – Own and continuously enhance the M&A pricing model used by the regional investment teams to price prospective acquisitions, keeping it accurate and adaptable as deal structures and asset classes evolve. This includes:
• Updating the model with new market data on a regular basis,
• Incorporating new investment strategies for use in deal pricing, and
• Expanding model functionality for new requirements from the M&A and regional teams.
• Collaborate with Alternative Investments analytics function to ensure that Alternatives and non-core assets are modeled accurately.
• Performance Measurement & Attribution – Track and explain actual investment results against budget, produce performance attribution by asset class, and prepare the supporting analysis for investment committee and board materials.

• Reporting & Visualization: Maintain and enhance the recurring analytics, dashboards, and presentation materials used to communicate portfolio results to senior management, investment committees, and boards.
• Exposure, Risk & Benchmarking: Maintain portfolio exposure, monitor risk analytics, and measure asset-class benchmarks used to evaluate performance.
• Data & Tooling: Maintain the models and analytical tools the regional teams rely on.
• Cross-Functional Support: Provide analytical support to Tax, Accounting, Legal, Regulatory, Actuarial, Capital Management, and Treasury on portfolio-related questions.
• Integration of Non-Core Projections: Work in close coordination with Alternatives Forecasting & Portfolio Intelligence function supporting non-core projections to deliver integrated, firm-wide investment insights.

• 6+ years of experience in investment forecasting, portfolio analytics, asset allocation, portfolio strategy, or a quantitative investment role. Demonstrated experience building and maintaining asset-level forecasting models.
• Understanding of investment management, capital markets, strategic and tactical asset allocation, and portfolio construction, with experience supporting portfolio optimization, asset allocation analysis, and investment decision-making…