SimplyCPA
CPA/TCP/Entity Choice & Structuring

Entity Choice & Structuring

Selecting and changing entity type, and the tax consequences of conversions.

Hard 1 hrArea III: Entity Tax Planning

The decision framework

FactorC corporationS corporationPartnership / LLC
Level of taxEntity + shareholder (double)Owner onlyOwner only
Loss pass-throughNo — trapped at entityYes, limited by basisYes, basis includes entity debt
Self-employment taxN/A (wages only)Only on wagesGenerally on general partner's share
Allocation flexibilityNoneStrictly pro rata (one class of stock)Very flexible (special allocations)
Owner restrictionsNone≤100, no NRAs, no entity ownersNone
QBI deductionNot eligibleEligibleEligible

IMPORTANT: Pass-through owners get the §199A QBI deduction — made permanent at 20% by OBBBA — while C corporation shareholders do not. That deduction is a central input into any entity-choice comparison, along with whether earnings will be distributed or reinvested.

Reinvestment vs. distribution

A C corporation is more attractive when earnings are retained and reinvested, because the second layer of tax is deferred until distribution. When owners need current cash, the double tax bites immediately and pass-through treatment usually wins.

Conversion consequences

ConversionTypical consequence
C → SNo immediate entity-level tax, but exposure to BIG tax and excess net passive income tax; existing E&P persists
S → CGenerally straightforward; post-termination transition period rules apply to distributions
Partnership → corporationCan often be structured tax-free under §351 if control requirements are met
C → partnership/LLCDeemed liquidation — gain recognized at both corporate and shareholder levels. Usually prohibitively expensive.

EXAM TIP: The asymmetry is the point: moving into corporate form is often tax-free; moving out of C corporation form is generally a taxable liquidation. That one-way door is exactly why the initial entity choice deserves care.