Hold-Sell Framework
The canonical skill for evaluating asset-level strategic options. Any command that compares hold, sell, refinance, or recapitalize alternatives MUST invoke this skill.
Trigger Conditions
Activated when any command needs:
- Hold vs. sell comparison using forward returns
- Refinance or recapitalization scenario modeling
- Asset disposition analysis
- Fund lifecycle exit planning
Business Context
The hold-sell decision is the most consequential call an asset manager makes. The question is not "has this asset performed well?" but "does holding this asset produce a better forward return than selling and redeploying the proceeds?" This framework ensures all relevant factors are considered: financial returns, tax implications, transaction friction, replacement risk, and fund lifecycle constraints.
Workflow
Establish Forward Return Basis
- Forward returns are measured from TODAY's equity position, not original basis
- Current equity = estimated market value - outstanding debt
- This is the "invested capital" for forward return comparison
- Sunk costs and prior returns are irrelevant to the forward decision
Hold Scenario
- Project forward cash flows using current operating trajectory (not original UW)
- Assume hold for remaining fund life or stated hold period
- Apply exit assumptions (exit cap rate, exit timing)
- Calculate forward IRR and equity multiple on current equity
- Factor in: planned capex, lease rollover risk, debt maturity events
Sell Scenario
- Estimate net disposition proceeds:
- Gross sale price (current market value or BOV)
- Less: brokerage (1-3%), legal, transfer tax, closing costs
- Less: loan defeasance or prepayment penalty (if applicable)
- Less: tax on gain (if tax basis provided)
- Depreciation recapture (25% federal rate)
- Capital gains on remaining gain
- = Net proceeds to equity
- Calculate redeployment return: net proceeds invested at assumed reinvestment yield
- Forward IRR = redeployment yield (adjusted for deployment timing lag)
Refinance Scenario
- Model new loan: proceeds, rate, term, amortization
- Cash-out amount = new loan - existing loan payoff
- Revised equity = property value - new loan
- Project revised CFAD with new debt service
- Calculate forward IRR on revised (reduced) equity base
Recapitalization Scenario
- Model capital event: partner buyout, JV restructuring, preferred equity
- Define revised capital structure and return splits
- Project cash flows to sponsor/GP under new structure
- Calculate forward IRR to each capital position
Scenario Comparison
Compare all scenarios on:
- Forward IRR (primary metric)
- Equity multiple on remaining/redeployed capital
- Risk-adjusted return: adjust for execution risk, market risk, lease risk
- Fund lifecycle fit: time to liquidity, distribution needs, fund term
- Replacement risk: probability of deploying sale proceeds at assumed yield
- Tax efficiency: after-tax vs. pre-tax proceeds comparison
Decision Matrix
| Factor | Hold | Sell | Refinance | Recap |
|---|
| Forward IRR | | | | |
| Risk profile | | | | |
| Liquidity timing | | | | |
| Tax impact | | | | |
| Fund lifecycle fit | | | | |
Output Structure
- Scenario summary table (side-by-side comparison)
- Cash flow detail for each scenario
- Sensitivity analysis (exit cap rate, hold period, redeployment yield)
- Narrative recommendation with supporting rationale
QA Checks
- Forward IRR calculated from current equity, not original investment
- Transaction costs realistic and itemized
- Tax analysis included if basis data provided (or omission noted)
- Redeployment yield assumption justified (not aspirational)
- Replacement risk honestly assessed
- Sensitivity analysis covers reasonable range of outcomes
- All IRR calculations via validated code (
scripts/returns.py)
Edge Cases
- Negative equity: If property is underwater, sell scenario may require capital call -- flag this prominently
- Loan lockout: If debt has prepayment prohibition, sell scenario must account for timing
- 1031 exchange: If tax-deferred exchange is possible, model separately as it changes the sell economics
- GP/LP conflicts: In fund structures, hold-sell decision may differ from GP vs. LP perspective -- note both
Standards References
- NCREIF/PREA methodology for return measurement
- Institutional hold-sell frameworks (Pension Real Estate Association)