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Enstar Group

Global insurer acquiring legacy liabilities

Investments Senior Associate - Alternatives Forecasting and Portfolio Intelligence

Asset ManagementConfirmed live in the last 24 hours
Full-time$152k - $160k

About the Job

Requirements

  • At least 6 years of experience in a quantitative investment analytics, portfolio analytics, investment forecasting, or alternatives-focused role at an institutional investment organization, asset manager, alternative investment firm, or investment bank.
  • Prior experience in a dedicated alternatives analytics, portfolio data, or investment forecasting function; experience within an insurance company investment environment, such as an investment general account, CIO office, or insurance asset manager, is strongly preferred.
  • Demonstrated experience building and maintaining asset-level forecasting models for illiquid asset classes, including Private Equity, Private Credit, Real Estate, and Infrastructure.
  • Experience with performance measurement, attribution, and custom benchmark construction for alternative investments, including familiarity with public market equivalents and alternatives-specific return metrics.
  • Experience with large investment datasets using SQL, Power BI, Excel, and related analytics tools.
  • Experience with alternatives-specific data platforms and reporting tools, such as SPI by StepStone, MSCI Private i, or similar.
  • Ability to translate complex analyses into clear insights for investment committees, boards, and senior management.
  • Demonstrated ability to automate and scale analytical processes through programming, data modelling, or workflow design.
  • A bachelor's degree in finance, economics, mathematics, statistics, computer science, or a related quantitative discipline is required.
  • Familiarity with alternative asset classes including Private Equity, Private Credit, Real Estate, Infrastructure, Hedge Funds, and Non-Core strategies such as High Yield, CLO Equity, and Public Equity.
  • Deep understanding of alternative fund structures, cash flow mechanics, NAV and capital account reporting, fee structures, and their implications for portfolio modelling.
  • Deep understanding of alternatives performance measurement including IRR, TVPI, DPI, RVPI, MOIC, PME analysis, commitment pacing, liquidity forecasting, and exposure management, and ability to explain drivers and limitations to a non-technical audience.
  • Knowledge of strategic asset allocation frameworks and capital market assumption development, with expertise in building long-term return, risk, and correlation inputs for illiquid and alternative asset classes.
  • Knowledge of portfolio risk analytics concepts including factor exposures, currency risk, and concentration analysis as applied to alternatives portfolios.
  • Expert proficiency in Excel for financial modelling, including NAV, cash flow, IRR, gain/loss, pacing, and scenario analysis models.
  • Proficiency in leveraging Excel Cube Functions and Power Pivot data models to analyze complex datasets, develop scalable reporting solutions, and support quantitative analysis and decision-making.
  • Advanced Power BI skills, including designing, developing, and maintaining complex interactive dashboards from the ground up and working with complex semantic data models and measures.
  • Strong project management and organizational skills, with the ability to manage multiple concurrent deliverables across quarterly, semi-annual, and annual cycles.
  • Ability to partner effectively across investments, finance, accounting, technology, and operations teams.
  • Ability to proactively identify analytical gaps, build new capabilities, and continuously improve existing processes.

Responsibilities

  • Develop and maintain asset- and strategy-level forecasts, financial plans, and M&A pricing models for alternative and non-core investments.
  • Provide performance attribution, actual-versus-budget variance analysis, and benchmarking for the alternatives and non-core investments portfolio.
  • Develop and maintain long-term capital market assumptions and strategic asset allocation inputs for alternative asset classes.
  • Serve as the subject matter expert for alternatives portfolio analytics and exposure reporting.
  • Build and maintain Power BI dashboards and lead alternatives data management across internal and external systems.
  • Drive continuous enhancement of forecasting and analytics capabilities.
  • Coordinate with the Portfolio Forecasting & Investment Analytics function supporting core fixed income to deliver integrated, firm-wide investment insights.
  • Develop, build, and maintain asset-level cash flow, NAV, gain/loss, and return projection models for existing and prospective investments across the Alternatives and Non-Core portfolios.
  • Develop, build, and maintain strategy-level cash flow and NAV curve models using inputs from internal and external investment managers and third-party data vendors across Alternatives and Non-Core asset classes.
  • Gather input from internal and external managers and vendors; update asset- and strategy-level forecasts quarterly, semi-annually, annually, or as needed to reflect current portfolio data, manager outlooks, and market developments.
  • Lead the annual liquidity survey across the Alternatives portfolio; develop the next-year liquidity forecast, incorporating capital calls, distributions, and redemption estimates by asset and manager, and integrate projections into the annual Alternatives financial plan.
  • Develop, maintain, and update investment projection models for individual alternative and non-core assets or asset classes to support M&A pricing; collaborate with regional investment teams and fixed-income analytics to keep models accurate, consistent, and adaptable as deal structures and asset classes evolve.
  • Develop, build, and maintain the Alternatives segment of the investment financial plan; run quarterly and annual planning cycles with the broader Investments team and cross-functional stakeholders including FP&A and Treasury.
  • Develop and maintain long-term risk/return assumptions and capital market inputs for alternative asset classes, and support the firm's broader strategic and tactical asset allocation process with senior Investments leadership and the fixed-income analytics function.
  • Analyze quarterly asset-class returns against assigned benchmarks, peer groups, and relevant factors including FX, vintage year, and market conditions; prepare attribution commentary and supporting analysis for investment committee and board materials.
  • Quantify and explain quarterly investment-result variances against the annual budget by asset class and strategy; identify key variance drivers and communicate findings to Investments leadership.
  • Develop, build, and maintain custom benchmarks for each alternatives asset class and sub-strategy using public market equivalents, peer-group indices, and relevant return series; ensure benchmarks reflect portfolio composition and investment mandate.
  • Lead requests to produce and analyze portfolio exposures by relationship, sponsor, legal entity, region, sector, country, risk factor, currency, and other dimensions.
  • Develop and maintain Excel-based and Power BI dashboards for accurate and efficient exposure analysis; respond to ad hoc data and analytics requests from senior leadership, risk management, and cross-functional partners.
  • Prepare analytics, attribution, forecasting, and portfolio materials for Investment Committee, Executive Committee, Board, and Rating Agency discussions.
  • Build, develop, and maintain fee estimation models for assigned assets, deal structures, investment programs, and strategies, incorporating management fees, carried interest, preferred return hurdles, and other asset-class- and structure-specific fee components.
  • Aggregate, analyze, and present fees and expenses paid to alternative investment managers by strategy, fee type, and fee category annually and on an ad hoc basis; support total-cost-of-ownership benchmarking and provide insights into fee efficiency for manager selection, portfolio construction, and negotiation strategy.
  • Maintain historical fees and expenses data and related Power BI reporting; ensure fee records across investment relationships are accurate and complete.
  • Build and maintain interactive Power BI dashboards for performance, forecasting, fees, risk, and portfolio analytics; serve as lead business analyst for ongoing Power BI model development and data model enhancements for the Alternatives portfolio.
  • Lead data management for Alternative Investments across internal and external systems; ensure data quality, consistency, and completeness; develop and maintain data governance standards and documentation across alternatives data sources.
  • Act as business owner for alternatives analytics platforms and reporting infrastructure by defining requirements, prioritizing enhancements, coordinating development, and overseeing user acceptance testing.
  • Oversee setup, configuration, and ongoing maintenance of external platforms including SPI by StepStone, Canoe, and other alternatives data and reporting systems; serve as primary business contact for internal operations and platform vendors.
  • Deliver additional analyses, models, and special projects as business needs dictate; support the broader Investments team and cross-functional partners including Tax, Accounting, Actuarial, Capital Management, FP&A, and Treasury on alternative-related analytical questions.

Desired Qualifications

  • Progress toward CFA and/or CAIA designations.
  • Experience applying AI-enabled tools, automation platforms, or data engineering workflows to improve investment analytics, reporting, or forecasting processes.
  • A master's degree.

About the Company

Enstar Group

Global insurer acquiring legacy liabilities

Enstar Group Limited is a global insurer and reinsurer specialist that builds value by acquiring and managing insurance and reinsurance companies, with a focus on legacy liabilities and run-off portfolios. It operates across Bermuda, the U.S., London, Continental Europe, and Australia, using expertise in risk selection, claims management, and investment strategies to improve financial performance of acquired portfolios. Revenue comes from managing these portfolios and strategically investing assets. With more than 100 acquisitions worldwide, Enstar emphasizes scale and deep technical know-how to realize value for stakeholders. Its goal is to generate steady value for investors by optimizing the financial performance of legacy liabilities through disciplined risk management and asset investments.

Company size
501-1,000
Company stage
IPO
Headquarters
Hamilton, Bermuda
Founded
1993

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