[Hiring] Senior Associate II, Investments – Alternatives Forecasting and Portfolio Intelligence @Enstar Group

Role Description

The Investments Senior Associate, Alternatives Forecasting & Portfolio Intelligence is the dedicated analytics, forecasting, and performance expert for the Alternatives and Non-Core portfolio spanning Private Equity, Private Credit, Real Estate, Infrastructure, Hedge Funds, and Non-Core asset classes. The role translates portfolio data, performance, cash flow forecasts, and market intelligence into actionable insights supporting strategic asset allocation, M&A pricing, portfolio construction, and executive decision-making.

The role owns:

• Asset- and strategy-level cash flow, NAV, and return forecasting
• The Alternatives segment of the investment financial plan
• M&A pricing projections for alternative assets
• Long-term strategic asset allocation inputs for alternatives
• Performance attribution, variance analysis, and non-core benchmarks
• Portfolio risk and exposure reporting
• Fee and expense analytics
• Enstar’s alternatives data infrastructure, including Power BI dashboards and key external platforms such as SPI by StepStone and Canoe

Qualifications

• 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 strongly preferred
• Demonstrated experience building and maintaining asset-level forecasting models for illiquid asset classes
• Experience with performance measurement, attribution, and custom benchmark construction for alternative investments
• Experience with large investment datasets using SQL, Power BI, Excel, and related analytics tools
• Experience with alternatives-specific data platforms and reporting tools
• Strong written and verbal communication skills
• Demonstrated ability to automate and scale analytical processes
• Bachelor’s degree in finance, economics, mathematics, statistics, computer science, or a related quantitative discipline required; Master’s degree preferred
• Progress toward CFA and/or CAIA designations is preferred
• Familiarity with alternative asset classes
• 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
• Knowledge of strategic asset allocation frameworks and capital market assumption development
• Knowledge of portfolio risk analytics concepts
• Expert proficiency in Excel for financial modelling
• Proficient in leveraging Excel Cube Functions and Power Pivot data models
• Advanced Power BI skills
• Strong project management and organizational skills
• Experience applying AI-enabled tools, automation platforms, or data engineering workflows
• Collaborative team player
• Self-starter with intellectual curiosity

Requirements

• Develop and maintain asset- and strategy-level forecasts, financial plans, and M&A pricing models for all alternative and non-core investments
• Provide performance attribution, actual vs. 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 a suite of Power BI dashboards and lead alternatives data management across internal and external systems
• Drive continuous enhancement of forecasting and analytics capabilities
• Work in close coordination with the Portfolio Forecasting & Investment Analytics function
• Gather input from internal and external managers and vendors; update forecasts on a quarterly, semi-annual, annual, or as-needed basis
• Lead the annual liquidity survey across the Alternatives portfolio
• Develop, maintain, and update investment projection models for individual alternative and non-core assets
• Run quarterly and annual planning cycles in partnership with the broader Investments team
• Analyze and explain quarterly asset class returns against assigned benchmarks
• Quantify and explain the variance of quarterly investment results against the annual budget
• Develop, build, and maintain custom benchmarks for each alternatives asset class
• Lead requests to produce and analyze portfolio exposures
• Prepare analytics, attribution, forecasting, and portfolio materials supporting Investment Committee discussions
• Build, develop, and maintain fee estimation models for assigned assets
• Aggregate, analyze, and present total fees and expenses paid to alternative investment managers
• Maintain historical fees and expenses data and related Power BI reporting
• Build and maintain a suite of interactive performance, forecasting, fee, risk, and portfolio analytics dashboards in Power BI
• Lead data management for Alternative Investments across internal and external systems
• Act as business owner for alternatives analytics platforms and reporting infrastructure
• Oversee the setup, configuration, and ongoing maintenance of key external platforms
• Deliver additional analyses, models, and special projects as business needs dictate

Benefits

• Best-in-class Medical, Dental, and Vision healthcare for single and family coverage
• Board-certified doctors and pediatricians available virtually 24/7 for urgent care
• Access to Health Savings Account (HSA) or Flexible Spending Account (FSA)
• Access to Dependent Care FSA to cover daycare expenses
• Access to Employee Assistance Programs (EAP) for health and well-being
• Optional Pet & Home/Auto Insurance
• Wellness Reimbursement program (up to $600 annual reimbursement for wellness-related expenses)
• 401K retirement plan (company matches up to 6% of employee contribution)
• One paid annual volunteer day