CPA REG Cheat Sheet: Taxation and Regulation Cheat Sheet

Cheat sheet: REG tax and law reference for AICPA CPA REG candidates: entity taxation, property, ethics, business law, formulas, and exam traps.

Use the tables for a quick pre-exam check. Expand a topic’s notes for explanations, examples, and additional distinctions.

Scope and study context

REG questions often turn on four issues:

  1. Who is the taxpayer? Individual, C corporation, S corporation, partnership, estate/trust, fiduciary, preparer, debtor, agent.
  2. What is being measured? Gross income, deduction, credit, basis, realized gain, recognized gain, taxable income, tax liability, liability exposure.
  3. What is the timing rule? Cash/accrual, constructive receipt, all-events test, installment sale, carryforward/carryback, tax year.
  4. What exception limits the general rule? Related-party rule, passive activity rule, at-risk rule, nonrecognition provision, preparer penalty defense, statute of limitations, UCC exception.

Dollar thresholds, phaseouts, indexed amounts, and exam-year tax tables can change. Know the structure and apply the amounts provided in current CPA REG study materials and exam exhibits.

  1. Start with topic drills

    • Individual tax: income/deductions/credits.
    • Property: basis and recognized gain/loss.
    • Entities: C corp, S corp, partnership basis/distributions.
    • Procedure/ethics.
    • Business law.
  2. Review detailed explanations

    • For every miss, write the tested rule in one sentence.
    • Identify whether the miss was a rule gap, ordering error, calculation error, or reading error.
  3. Build mixed sets

    • Mix tax and business law so you practice switching frameworks.
    • Time yourself after accuracy improves.
  4. Use mock exams for endurance

    • Do not use mock exams only to get a score.
    • Mine them for repeated weak areas.
  5. Return to targeted topic drills

    • If basis, distributions, or procedure questions keep repeating as misses, isolate them until the pattern is fixed.

Error Log Template

Missed question topicError typeCorrect ruleWhat to do next
Partnership distributionOrdering errorCash reduces basis; cash over basis creates gainDrill 10 partnership basis questions
C corp property distributionRule gapCorp can recognize gain on appreciated property distributionReview E&P/distribution table
Statute of fraudsClassification errorDetermine UCC goods vs common law firstDrill contracts questions
Tax preparer penaltyEthics judgmentClient info can be relied on only if reasonableDrill professional responsibility questions

REG Triage Workflow

    flowchart TD
	    A[Read fact pattern] --> B{Tax or law?}
	    B -->|Tax| C[Identify taxpayer and entity]
	    C --> D[Classify item: income, deduction, credit, basis, gain/loss]
	    D --> E[Apply timing, character, and limitation rules]
	    E --> F[Compute or select treatment]
	    B -->|Law/ethics| G[Identify relationship or duty]
	    G --> H[Apply elements, authority, priority, or penalty rule]
	    H --> I[Choose best legal consequence]

Core Tax Formulas

Individual Tax Structure

[ \text{Gross Income}

  • \text{Adjustments} = \text{Adjusted Gross Income} ]

[ \text{Adjusted Gross Income}

  • \text{Greater of Standard Deduction or Itemized Deductions}
  • \text{Qualified Business Income Deduction, if applicable} = \text{Taxable Income} ]

[ \text{Tax on Taxable Income}

  • \text{Other Taxes}
  • \text{Credits}
  • \text{Prepayments} = \text{Tax Due or Refund} ]

Property Transaction Structure

[ \text{Amount Realized} = \text{Cash Received}

  • \text{FMV of Property Received}
  • \text{Debt Relief}
  • \text{Selling Expenses} ]

[ \text{Realized Gain or Loss} = \text{Amount Realized}

  • \text{Adjusted Basis} ]

[ \text{Recognized Gain or Loss} = \text{Realized Gain or Loss}

  • \text{Deferred or Disallowed Amount} ]

Basis Structure

[ \text{Adjusted Basis} = \text{Original Basis}

  • \text{Capital Additions}
  • \text{Cost Recovery}
  • \text{Returns of Capital} ]

Partnership Outside Basis

[ \text{Outside Basis} = \text{Contributions}

  • \text{Income Items}
  • \text{Share of Liabilities}
  • \text{Distributions}
  • \text{Loss and Deduction Items}
  • \text{Liability Reductions} ]

S Corporation Stock Basis

[ \text{Stock Basis} = \text{Capital Contributions}

  • \text{Income Items}
  • \text{Distributions}
  • \text{Losses and Deductions} ]

Debt basis in an S corporation is separate from stock basis and generally requires a direct loan from shareholder to corporation.

Notes and examples

Core Tax Formula Framework

Do not jump straight to the answer choice. Classify the item first.

[ \text{Taxable income} = \text{Gross income}

  • \text{Exclusions}
  • \text{Adjustments}
  • \max(\text{Standard deduction}, \text{Itemized deductions})
  • \text{Other allowable deductions} ]

Then:

[ \text{Tax due or refund} = \text{Tax on taxable income}

  • \text{Credits}
  • \text{Payments and withholding} ]

Fast Classification Rules

If the fact pattern asks…First question to ask
“Is it taxable?”Is it income under broad gross income rules, and is there a specific exclusion?
“Is it deductible?”Is it personal, business, investment, capital, or specifically disallowed?
“What is the basis?”How was the property acquired: purchase, gift, inheritance, exchange, contribution, distribution?
“Is gain recognized?”Is there a nonrecognition rule, deferral rule, or partial recognition rule?
“Can the loss be used?”Is it allowed, capital, passive, at-risk limited, basis limited, or personal and nondeductible?
“Who pays tax?”Individual, C corporation, pass-through owner, estate/trust, donor, or recipient?

High-Yield Tax Decision Table

Question typeFirst decisionThen testCommon trap
Is it taxable income?Is there accession to wealth?Exclusion, deferral, return of capital, loan, gift, inheritanceTreating all cash receipts as income
Is it deductible?Trade/business, production of income, personal, capital, or itemized?Ordinary, necessary, reasonable, substantiated, not capitalizedDeducting capital expenditures immediately
Is loss deductible?Individual, corporation, partner, shareholder?Basis, at-risk, passive, capital loss, related partyForgetting basis comes before at-risk and passive limits
What is basis?Purchase, gift, inheritance, contribution, exchange, conversion?Carryover, substituted, FMV, stepped basis, bootUsing FMV for every transfer
What is character?Capital, ordinary, Section 1231, inventory, receivable, depreciation recapture?Holding period and asset classAssuming all business asset gains are capital
Which entity rule?C corp, S corp, partnership, sole proprietor?Taxpayer level and pass-through treatmentApplying corporate distribution rules to partnerships
Is gain recognized?Sale/exchange or nonrecognition transaction?Boot, debt relief, related party, replacement propertyConfusing realized with recognized gain
Is preparer liable?Position strength and disclosure?Negligence, understatement, willful/reckless conductIgnoring disclosure and reasonable cause defenses

Individual Taxation

Gross Income: Include vs. Exclude

ItemUsual treatmentREG focus
Wages, salaries, tipsIncludedConstructive receipt, fringe benefit exceptions
Business incomeIncluded, reported net of business deductionsSchedule C vs. entity pass-through
InterestIncluded unless specifically excludedMunicipal bond interest often excluded federally
DividendsIncludedOrdinary vs. qualified treatment
AlimonyDepends on governing divorce instrument rulesApply exam facts; do not assume current treatment without context
Child supportExcludedNever deductible by payer
Gifts and inheritancesExcluded from recipient incomeIncome generated after receipt is taxable
Life insurance proceeds by reason of deathGenerally excludedInterest component is taxable
ScholarshipsExcludable if used for qualified tuition/required fees by degree candidateRoom, board, and services component may be taxable
Employer-provided benefitsDepends on specific exclusionGroup-term life, health coverage, meals/lodging, dependent care rules
Unemployment compensationGenerally includedWatch for state/federal distinction in facts
Social Security benefitsMay be partially taxableDepends on provisional income
Discharge of indebtednessGenerally includedInsolvency, bankruptcy, qualified exclusions
DamagesPhysical injury often excluded; punitive damages taxableEmotional distress and lost wages are common traps
Return of capitalNot income until basis recoveredReduces basis first
Notes and examples

Adjustments, Itemized Deductions, Credits

CategoryExamplesExam handling
Adjustments to incomeCertain retirement contributions, student loan interest, self-employed health insurance, HSA, educator expenses, deductible self-employment tax portionReduce AGI; available whether or not taxpayer itemizes
Itemized deductionsMedical, taxes, interest, charitable contributions, casualty losses where allowedCompare total itemized deductions to standard deduction
Personal expensesFood, commuting, clothing, personal interestGenerally nondeductible unless statutory exception
CreditsChild/dependent, education, foreign tax, retirement savings, energy where applicableCredits reduce tax; deductions reduce taxable income
Refundable creditsCan create refund beyond tax liabilityDistinguish from nonrefundable credits
Nonrefundable creditsLimited to tax liabilityOrder of credits can matter in detailed computations

Individual Limitation Order

StepLimitationWhy it matters
1BasisCannot deduct more than tax basis in activity/investment
2At-riskLimits loss to amount economically at risk
3Passive activityPassive losses generally offset passive income, not active wages
4Capital lossIndividuals have limited net capital loss deduction against ordinary income
5Excess business loss or other current-year rulesApply if relevant under exam-year law

Filing and Dependency Traps

TopicRule patternTrap
Filing statusDetermined by marital/family status on relevant date, with special rulesChoosing head of household without qualifying person
Qualifying childRelationship, age, residency, support, joint return testsSupport test is not the same as gross income test
Qualifying relativeNot qualifying child, relationship/household, gross income, supportCousins usually need household test
Dependent benefitsDependency can affect credits, filing status, and standard deductionOne person cannot generally be claimed by multiple taxpayers
Kiddie taxUnearned income of certain children taxed under special rulesConfusing earned wages with unearned investment income

Filing Status and Dependents

TopicHigh-yield ruleTrap
Married filing jointlyGenerally joint income, deductions, credits, and joint liabilityOne spouse’s tax issue can affect both unless relief applies
Married filing separatelySeparate reporting; often reduced credit/deduction benefitsNot automatically better just because spouses have separate income
Head of householdUnmarried or considered unmarried, qualifying person, household maintenanceA dependent is not always a qualifying person for this status
Qualifying surviving spouseTransitional favorable status after spouse’s death if requirements metNot the same as head of household
Qualifying childRelationship, age, residency, support, joint return testsThe test is generally whether the child provided over half of own support
Qualifying relativeNot a qualifying child, relationship/household, gross income test, support testThe taxpayer generally must provide over half of support

Gross Income: Include Unless Excluded

Usually includedOften excluded or partially excluded
Wages, bonuses, commissionsGifts and inheritances received, though later income from the property is taxable
Business and self-employment incomeLife insurance proceeds paid by reason of death, excluding interest
Interest, dividends, rents, royaltiesMunicipal bond interest for federal income tax purposes
Prizes, awards, gambling winningsQualified scholarships used for qualifying education costs
Unemployment compensationCertain employer-provided health and fringe benefits
Taxable state/local refunds if prior tax benefitWorkers’ compensation and certain physical injury damages
Cancellation of debt income unless exception appliesReturn of capital up to basis

Adjustments, Deductions, and Credits

CategoryExamplesExam focus
Adjustments to incomeCertain retirement contributions, HSA deductions, student loan interest, self-employed health insurance, one-half self-employment taxThese reduce AGI
Itemized deductionsMedical expenses above the applicable floor, state/local taxes subject to limits, mortgage interest, charitable contributions, casualty losses when allowedCompare total itemized deductions with standard deduction
CreditsChild/dependent-related credits, education credits, foreign tax credit, earned income credit where applicableCredits reduce tax; deductions reduce income
Refundable creditsCan produce refund beyond tax liabilityDo not treat all credits as refundable
Nonrefundable creditsLimited to tax liabilityExcess may be lost or carried only if a rule allows

Individual Tax Traps

  • AGI vs taxable income: AGI comes before standard/itemized deductions.
  • Exclusion vs deduction: An exclusion never enters gross income; a deduction reduces income after inclusion.
  • Refundable vs nonrefundable credit: A nonrefundable credit cannot reduce regular tax below zero unless specific rules permit.
  • Alimony: Treatment depends on the governing divorce or separation instrument and current-law rules.
  • State tax refunds: Taxable only to the extent the taxpayer received a prior federal tax benefit.
  • Capital losses: Individual capital losses offset capital gains, then a limited amount of ordinary income, with excess carried forward.
  • Personal losses: Generally nondeductible unless a specific rule allows the deduction.

Property Transactions and Basis

Basis by Acquisition Type

AcquisitionStarting basisHolding periodHigh-yield point
PurchaseCost plus capitalized acquisition costsStarts after acquisitionDebt-financed purchase still includes full cost basis
Gift, gain propertyDonor adjusted basis, adjusted for gift tax rules if applicableUsually carryoverDonee may inherit donor holding period
Gift, loss propertyDual basis rules may applyDepends on sale outcomeNo gain/no loss zone can occur
InheritanceGenerally FMV or estate valuation basisUsually long-termDo not use decedent’s adjusted basis unless exception applies
Taxable exchangeFMV of property receivedNew holding periodRecognized gain/loss usually resets basis
Like-kind exchangeCarryover/substituted basis adjusted for bootTacked for like-kind propertyCurrent like-kind treatment is generally real property focused
Corporate contributionShareholder basis in stock generally equals basis of property transferred adjusted for boot/gainHolding period may tackControl requirement and boot matter
Partnership contributionPartner outside basis generally equals contributed property basis plus liabilities assumed/sharedHolding period may tackLiability relief can trigger gain
Notes and examples

Capital vs. Ordinary vs. Section 1231

Asset or itemCharacter tendencyTrap
Personal-use capital assetCapital gain taxable; personal loss nondeductibleLoss on sale of personal car/residence usually nondeductible
Investment stockCapitalHolding period controls short-term vs. long-term
InventoryOrdinaryNot a capital asset
Accounts receivable of cash-basis taxpayerOrdinaryCollection right has no basis unless previously included
Depreciable business propertySection 1231 with possible recaptureRecapture can convert gain to ordinary income
Real property used in trade/businessSection 1231 with possible unrecaptured/recapture rulesNetting rules matter
Related-party sale lossDisallowed or deferred depending on ruleRelated buyer may later use disallowed loss only in limited way

Nonrecognition and Deferral

TransactionGeneral resultKey condition
Like-kind exchangeGain deferred except boot; loss generally not recognizedQualifying property and exchange requirements
Involuntary conversionGain may be deferred if replacement property acquired timelyReinvestment and replacement similarity rules
Installment saleGain recognized as payments are collectedGross profit percentage; interest may be separately taxable
Corporate formationNo gain/loss if statutory control and property transfer requirements metServices are not property for this purpose
Partnership contributionGenerally no gain/loss on contributionLiability relief can create deemed distribution/gain
Wash saleLoss disallowed and added to replacement basisRepurchase window and substantially identical securities

Installment Sale Computation

ComponentFormula in words
Gross profitSelling price minus adjusted basis and selling expenses
Contract priceSelling price minus qualifying debt assumed by buyer, with adjustments
Gross profit percentageGross profit divided by contract price
Recognized gain per paymentCash principal collected times gross profit percentage
InterestSeparately stated or imputed; ordinary income

Universal Gain/Loss Framework

\[ \text{Realized gain or loss} = \text{Amount realized} - \text{Adjusted basis} \]\[ \text{Recognized gain or loss} = \text{Realized gain or loss allowed under the applicable tax rule} \]
TermMeaning
Amount realizedCash received + FMV of property received + liabilities relieved - selling expenses
Adjusted basisOriginal basis + capital improvements - depreciation/amortization/depletion - returns of capital
Realized gain/lossEconomic gain or loss from the transaction
Recognized gain/lossTaxable or deductible portion
Deferred gain/lossRealized but not currently recognized due to a deferral rule

Basis by Acquisition Method

AcquisitionGeneral basis ruleCommon trap
PurchaseCost, including capitalized acquisition costsRepairs are usually expensed; improvements are capitalized
GiftCarryover basis for gain; special dual-basis rule may apply for loss when FMV is lower than donor basisRecipient does not use FMV automatically
InheritanceGenerally fair market value at valuation date, subject to special rulesIncome in respect of a decedent may not receive a step-up
Conversion from personal to business useLower of adjusted basis or FMV at conversion for loss/depreciation purposesBuilt-in personal loss is not converted into deductible business loss
Taxable exchangeFMV of property receivedDo not use carryover basis unless a nonrecognition rule applies
Nontaxable exchangeSubstitute or carryover basis, adjusted for boot and recognized gainBasis preserves deferred gain

Character of Gain or Loss

Property typeUsual characterExam focus
Personal-use assetCapital gain; personal loss nondeductibleSale of personal residence has special exclusion rules
Investment assetCapitalHolding period matters
InventoryOrdinaryNever capital asset to dealer
Depreciable business propertySection 1231/recapture frameworkDepreciation can convert gain to ordinary income
Accounts receivable of cash-basis taxpayerOrdinaryBasis often zero
Partnership/S corp interestGenerally capital, with ordinary treatment for certain “hot” itemsLook for unrealized receivables or inventory

Special Property Rules

RuleCore ideaCandidate mistake
Wash saleLoss on stock/securities disallowed if substantially identical stock/securities are acquired within the wash-sale window; disallowed loss is added to basisApplying wash-sale rules to gains
Related-party lossLosses on certain related-party sales are disallowedAssuming related-party gain is also disallowed
Like-kind exchangeDeferral generally for qualifying real property held for business/investment; gain recognized to extent of boot, loss not recognizedTreating personal property or personal-use real estate as qualifying
Involuntary conversionGain may be deferred if replacement property is acquired under the applicable rulesForgetting basis is reduced by deferred gain
Installment saleGross profit percentage determines gain recognized as payments are collectedDepreciation recapture is generally recognized up front
Depreciation recapturePrior depreciation can cause ordinary income treatment on dispositionTreating all Section 1231 gain as capital gain
Capital loss limitsCapital losses follow special offset and carryover rulesDeducting capital losses like ordinary business expenses

Business Entities

Entity Selection Matrix

FeatureC corporationS corporationPartnershipSole proprietorship
Tax levelEntity pays tax; shareholders taxed on dividendsGenerally pass-throughPass-throughOwner reports directly
OwnersShareholdersEligible shareholders onlyPartners or membersOne owner
Basis importanceStock basis affects gain/loss on sale and distributionsStock and debt basis limit lossesOutside basis and liabilities centralAsset basis and business deductions
DistributionsDividend to extent of E&P; return of capital after basisTax-free to extent of basis, with ordering rulesGenerally tax-free to extent of basis, liability effects matterNot a separate tax event
LossesStay at corporationPass through subject to basis/at-risk/passivePass through subject to basis/at-risk/passiveDirectly subject to owner limits
Self-employmentWages/dividends distinctionShareholder wages vs. distributionsGeneral partners often subject on active incomeNet earnings subject where applicable
REG trapDouble taxation and E&PEligibility, basis, reasonable compensationLiability allocations and guaranteed paymentsCommingling personal/business expenses
Notes and examples

C Corporations

TopicRule patternExam trap
Corporate taxable incomeGross income less business deductions, special corporate deductionsCharitable contribution and dividends-received deduction limitations
FormationNonrecognition possible for property transferors in controlServices for stock produce taxable compensation
Capital gains/lossesCorporate capital losses generally limited to capital gainsNo individual-style ordinary offset
Net operating lossCorporate NOL rules differ from individual rulesApply exam-year carry rules
Dividends paidNot deductible by corporationDividends are paid from after-tax earnings
DistributionsDividend to extent of current/accumulated E&P, then return of capital, then gainE&P is not the same as taxable income or retained earnings
Stock redemptionDividend or sale/exchange treatmentFamily attribution may prevent sale treatment
LiquidationCorporation recognizes gain/loss on distributed property; shareholder recognizes gain/loss on stockBoth corporate and shareholder tax consequences may occur
Accumulated earnings/personal holding companyPenalty-tax concepts for retained/passive income abusesLook for purpose and ownership/income composition facts

Earnings and Profits

Adjustment typeEffect on E&P
Tax-exempt incomeIncreases E&P
Federal income tax paidDecreases E&P
Nondeductible expensesDecrease E&P
Dividends received deductionAdd back for E&P
Depreciation differencesAdjust taxable income to E&P method
Installment method differencesE&P may differ from taxable income timing

S Corporations

TopicRule patternExam trap
EligibilityDomestic corporation, eligible shareholders, one class of stock, shareholder limitsDebt differences generally do not create second class of stock if rights are not equity-like
ElectionRequires timely valid election and shareholder consentLate/invalid election changes entity treatment
Income allocationPro rata by shares and daysSpecial allocations are partnership concept, not S corp concept
Loss limitationStock basis first, then debt basis; then at-risk/passiveBank loan guarantee alone usually does not create debt basis
DistributionsGenerally tax-free to extent of stock basis; ordering depends on E&P/AAAAAA does not equal basis
Built-in gains taxCan apply after C-to-S conversionLook for appreciated assets at conversion
Reasonable compensationShareholder-employees need wages for servicesAvoid treating all corporate cash as distributions

Partnerships

TopicRule patternExam trap
FormationGenerally nonrecognition on contributionServices for partnership interest can be taxable
Outside basisPartner’s tax basis in partnership interestIncludes share of liabilities
Inside basisPartnership’s basis in assetsDifferent from outside basis
Capital accountEconomic book measureNot the same as tax basis
Guaranteed paymentDeductible or capitalized by partnership; ordinary income to partnerPaid without regard to partnership income
DistributionsGenerally tax-free to extent of outside basisCash over basis triggers gain
Loss allocationBasis, at-risk, passive limitsAllocated loss does not guarantee deductibility
LiabilitiesIncrease in partner share increases basis; decrease treated as distributionLiability shifts can trigger gain
Special allocationsMust have substantial economic effectCannot simply allocate tax benefits arbitrarily
Partnership termination/changeContributions, distributions, sales, admissions, retirementsTrack basis before and after each event

Entity Distribution Comparison

EventC corporationS corporationPartnership
Cash distributionDividend to extent of E&P, then basis recovery, then gainUsually basis recovery subject to ordering; gain if exceeds basisBasis recovery; gain if cash exceeds outside basis
Appreciated property distributionCorporation recognizes gain; shareholder dividend/basis/gain rulesS corp recognizes gain; shareholder basis/distribution rulesPartnership generally does not recognize gain, with exceptions
Loss property distributionCorporation generally cannot recognize loss on nonliquidating distributionS corp generally cannot recognize loss on distributionPartnership generally no entity-level loss, exceptions for liquidating distributions
LiquidationCorporate and shareholder-level consequencesPass-through plus shareholder stock consequencesPartner recovers basis through distributed assets/cash

Estates, Trusts, and Gifts

TopicKey ruleTrap
Gift taxDonor is generally responsible for gift tax filing/paymentRecipient usually does not include gift value in income
Gift basisCarryover or dual basis depending on gain/loss propertySelling gifted loss property below FMV at gift can create dual-basis issue
Annual exclusion/lifetime exemptionApply current exam-year amounts if testedDo not use stale dollar limits
Estate taxTax on transfer of decedent’s estateIncome tax and estate tax are separate systems
Inherited basisGenerally FMV-based basisHolding period usually long-term
Trust taxationSimple/complex trust rules and DNI allocate taxation between trust and beneficiariesDistributions can carry taxable income to beneficiaries
DNILimits income taxed to beneficiaries and deduction to trustAccounting income is not always taxable income
Fiduciary dutyTrustee/executor must act for beneficiaries/estateConflicts of interest and self-dealing are tested
Notes and examples

Estates, Gifts, and Trust Basics

TopicQuick ruleTrap
Gift receivedGenerally excluded from recipient’s gross incomeIncome generated after the gift is taxable to recipient
Gift basisOften carryover basis, with special loss basis rule if FMV is lowerRecipient does not receive automatic stepped-up basis
Gift taxGenerally imposed on donor, not doneeDo not treat every gift as taxable income to recipient
Inherited propertyGenerally basis is FMV at valuation date, subject to exceptionsIncome in respect of a decedent has special treatment
Trust/estate incomeTax may be paid by trust/estate or beneficiary depending on distributions and DNI conceptsDistribution deduction is not unlimited

Tax Accounting, Timing, and Deductions

Cash vs. Accrual

IssueCash methodAccrual method
Income recognitionWhen actually or constructively receivedWhen earned under all-events test and amount determinable
Deduction recognitionWhen paidWhen liability fixed, amount determinable, and economic performance occurs
Prepaid incomeOften recognized when received unless exceptionMay have limited deferral under specific rules
Prepaid expenseMay require capitalizationMatching/economic performance rules can defer deduction
Bad debtsGenerally no deduction unless income previously included or loan basis existsDeduction possible when debt becomes worthless
Notes and examples

Business Deduction Classification

ExpenseDeduct, capitalize, or disallow?Exam cue
Ordinary repairsDeductMaintains property in ordinary condition
Improvements/bettermentsCapitalizeExtends life, increases value, adapts use
Start-up costsCapitalize with possible election/amortizationBefore active business begins
Organizational costsCapitalize with possible election/amortizationEntity formation costs
Inventory costsCapitalize into inventory/COGSProduct costs, resale goods
Meals/entertainmentLimited or disallowed depending on categoryEntertainment often treated more harshly than business meals
Fines/penaltiesGenerally nondeductiblePaid to government for violation
Political contributions/lobbyingGenerally nondeductible or limitedPublic policy disallowance
Charitable contributionsDeductible subject to entity and percentage limitsIndividual vs. corporate rules differ
InterestBusiness, investment, personal, qualified residence, passivePersonal interest usually nondeductible

Ethics, Professional Responsibilities, and Federal Tax Procedures

Practitioner Duties and Penalties

TopicPractical ruleREG trap
Return positionMust meet applicable authority/disclosure standardsClient pressure does not justify unsupported position
Due diligenceMake reasonable inquiries when information appears incorrect, incomplete, or inconsistentPreparer may generally rely on client information unless suspicious
ConfidentialityDo not disclose client information without authority or legal requirementTax practice rules and professional standards overlap
Conflict of interestDisclose and obtain consent where allowed; withdraw if unmanageableRepresentation of adverse parties can impair objectivity
CompetenceAccept work only with required knowledge/skill or ability to obtain itTax research and consultation can support competence
Preparer signature/PTINPaid preparer obligations applyGhost preparation is a penalty risk
Frivolous positionPenalties possible“Tax protester” arguments are not reasonable authority
Willful/reckless conductHigher penalty exposureIntent matters for sanction severity
Client error discoveredAdvise client of error and consequencesPreparer generally cannot force amended return but must consider future association
Notes and examples

Authority Hierarchy for Tax Research

AuthorityStrength
Internal Revenue CodePrimary statutory authority
Treasury regulationsStrong administrative authority; final regs generally strongest
Revenue rulings/proceduresIRS published guidance; useful but below Code/regs
Court casesWeight depends on court and jurisdiction
IRS notices/announcementsAdministrative guidance; context-specific
Private letter rulingsBinding only for requesting taxpayer; may indicate IRS reasoning
Tax treatises/articlesSecondary authority, not substantial authority by themselves
Client or preparer opinionNot authority unless supported by primary sources

Federal Tax Procedure

TopicRule patternTrap
Filing dateTimely filing affects limitations, penalties, electionsExtension to file is not extension to pay
Amended returnUsed to correct previously filed returnWatch statute and refund claim timing
Assessment statuteIRS generally has limited time after filing; longer/no limit for major omissions, fraud, or no returnEarly-filed returns may be treated as filed on due date
Refund claimMust be timely under applicable lookback rulesPayment date matters
Audit selectionCorrespondence, office, fieldDo not infer wrongdoing from audit selection
AppealsAdministrative dispute resolution before litigationSettlement authority and hazards of litigation
Tax CourtPrepayment generally not required after notice of deficiencyMust petition timely
District Court/Court of Federal ClaimsPay first, then sue for refundFull-payment rule may matter
Tax liensGovernment claim against taxpayer propertyLien vs. levy distinction
Tax levySeizure/collection actionMore immediate than lien
Innocent spouseRelief from joint liability in qualifying casesJoint return creates joint and several liability unless relief applies
Offers/installment agreementsCollection alternativesDo not erase liability unless accepted under rules

Tax Authority Hierarchy

AuthorityWeight in exam reasoning
Internal Revenue CodePrimary statutory authority
Treasury regulationsStrong authority; final and temporary regulations generally carry significant weight
Revenue rulings and revenue proceduresIRS administrative guidance; useful but below statute/regulations
Court decisionsWeight depends on court level and jurisdiction
Private letter rulingsGenerally apply only to requesting taxpayer; useful for reasoning but not precedent
IRS publications/instructionsHelpful guidance but not primary authority

Statutes of Limitation and Refund Claims

IssueGeneral rule to remember
IRS assessmentGenerally limited after a return is filed, subject to longer periods for substantial omissions and no limit for fraud/no return
Substantial omissionLonger assessment period can apply
Fraudulent return or no returnNo normal limitation period
Refund claimGenerally tied to the later of a period from filing or from payment
Amended returnDoes not automatically reset every limitation period

Audit and Collection Concepts

ConceptWhat to know
Correspondence auditNarrow, document-driven audit by mail
Office/field auditBroader factual development
Notice of deficiencyKey notice that allows petitioning Tax Court without first paying the deficiency
Refund suitGenerally requires payment first, then claim for refund, then suit if unresolved
LienLegal claim against taxpayer property
LevyActual seizure/collection action
Installment agreementPayment over time
Offer in compromiseSettlement for less than full amount if requirements are met
PenaltiesAccuracy-related, failure to file, failure to pay, fraud, preparer penalties, information-reporting penalties

Practitioner Standards

AreaPractical rule
Due diligenceMake reasonable inquiries when information appears incomplete, inconsistent, or incorrect
Client-provided informationMay generally rely on client information in good faith, but not blindly
Tax return positionsMust have appropriate support and must not be frivolous
Error discoveryAdvise client promptly of error and potential consequences; practitioner usually cannot correct without client permission
ConfidentialityDo not disclose or use tax return information without consent unless an exception applies
Conflicts of interestIdentify, disclose, and obtain appropriate consent when representation is permitted
Contingent feesRestricted in many tax return preparation contexts; know when they are prohibited or permitted
Written adviceAvoid unreasonable assumptions, reliance on incorrect facts, or advice designed to evade penalties
Preparer penaltiesCan apply for unreasonable positions, willful/reckless conduct, or lack of due diligence

Ethics Traps

  • A CPA is not required to audit every client-provided tax number, but must question red flags.
  • “The client insisted” is not a defense to an unsupported position.
  • A return position can be nonfrivolous yet still fail a higher disclosure or penalty-avoidance standard.
  • Confidentiality duties apply even when disclosure would make the CPA’s work easier.
  • If a client refuses to correct a material error, consider withdrawal and professional obligations.

Business Law

Contracts

TopicElements or ruleTrap
Contract formationOffer, acceptance, consideration, capacity, legalityAdvertisement usually invitation, not offer, unless specific and definite
Common law vs. UCCCommon law for services/real estate; UCC Article 2 for goodsMixed contracts use predominant purpose test
ConsiderationBargained-for legal detrimentPast consideration generally not valid new consideration
CapacityMinors and incompetent persons may avoid contractsNecessaries may create liability
Statute of fraudsCertain contracts require writing/signed evidencePerformance can sometimes remove barrier
Parol evidencePrior/contemporaneous terms cannot contradict final integrated writingCan explain ambiguity or prove fraud/condition
ConditionsEvent that triggers or discharges dutyCondition precedent vs. subsequent
BreachMaterial breach can excuse other partyMinor breach generally allows damages, not avoidance
RemediesExpectation damages, specific performance, restitution, relianceSpecific performance common for unique goods/real estate, not ordinary services
Third-party beneficiariesIntended beneficiary may enforceIncidental beneficiary cannot
Notes and examples

UCC Sales of Goods

TopicUCC rule patternTrap
MerchantHigher standards for merchantsNot every seller is a merchant
Firm offerMerchant signed writing can be irrevocable without consideration for stated periodCommon law option requires consideration
Battle of formsAdditional terms may enter merchant contracts unless objection/material alterationMirror image rule is common law, not UCC default
Perfect tenderBuyer may reject nonconforming goods, subject to cure and contract termsInstallment contracts use substantial impairment standard
Risk of lossDepends on shipping terms, carrier, merchant status, breachTitle and risk of loss are not always same
WarrantiesExpress, implied merchantability, implied fitnessDisclaimers must satisfy UCC requirements
Buyer remediesCover, damages, specific performance for unique goodsMust act commercially reasonably
Seller remediesWithhold delivery, resell, recover damages, reclaim in limited casesInsolvent buyer facts matter

Agency

TopicRule patternTrap
Actual authorityExpress or implied authority from principal to agentAgent’s reasonable belief matters
Apparent authorityPrincipal’s manifestations to third party create reasonable beliefAgent alone cannot create apparent authority
RatificationPrincipal later accepts unauthorized act with knowledgeMust ratify entire transaction
Agent liabilityDepends on disclosure of principalUndisclosed or partially disclosed principal can leave agent liable
Fiduciary dutiesLoyalty, care, obedience, accountingSecret profits and self-dealing are common tested facts
Principal liability for tortsRespondeat superior for employee within scopeIndependent contractor usually no vicarious liability, with exceptions

Business Organizations and Liability

EntityOwner liabilityTax tendencyControl/formation cue
Sole proprietorshipUnlimited personal liabilityDirect owner taxationNo separate legal entity formalities
General partnershipGeneral partners jointly/severally liable under applicable rulesPass-throughCan form by conduct, no filing necessarily required
Limited partnershipGeneral partner liable; limited partners limited if requirements metPass-throughRequires filing; at least one general partner
LLPPartners have liability shield for many partnership obligationsPass-throughProfessional/service firm context
LLCMembers generally limited liabilityFlexible tax classificationOperating agreement and state filing
CorporationShareholders generally limited liabilityC or S tax treatmentArticles, bylaws, directors, officers
Piercing veilOwners can become liable if entity abusedNot tax classification issueUndercapitalization, commingling, fraud, lack of separateness

Secured Transactions

StepMeaningExam cue
AttachmentSecurity interest becomes enforceable against debtorValue, debtor rights in collateral, authenticated security agreement or possession/control
PerfectionProtects secured party against third partiesFiling, possession, control, automatic perfection for some PMSI consumer goods
PriorityDetermines who wins among creditorsPerfected beats unperfected; first to file/perfect; PMSI superpriority if rules met
DefaultCreditor may repossess or dispose of collateralMust avoid breach of peace and act commercially reasonably
ProceedsSecurity interest may continue in proceedsTraceability and continuation rules matter

Debtor-Creditor and Bankruptcy

TopicRule patternTrap
SuretyshipSurety promises to pay debt of anotherStatute of frauds often applies
GuarantySecondary liability depending on termsConditional vs. unconditional language
PrioritySecured creditors generally before unsecuredPerfected status matters
Fraudulent transferTransfer made to hinder creditors or for less than reasonably equivalent value under insolvency factsLook for insider and timing clues
Bankruptcy chaptersLiquidation vs. reorganization vs. individual repayment planMatch debtor type and objective
Automatic stayStops most collection actions upon filingExceptions exist
Estate propertyBroadly includes debtor legal/equitable interestsExemptions remove some property from creditor reach
DischargeEliminates personal liability for dischargeable debtsSome taxes, fraud debts, domestic support, student loans may be nondischargeable
PreferenceCertain prepetition payments to creditors can be avoidedInsider period and ordinary-course defense facts matter
Secured creditor in bankruptcyClaim may be secured to collateral valueUndersecured creditor can have secured and unsecured portions

Contracts: Common Law vs UCC

IssueCommon lawUCC sale of goods
SubjectServices, real estate, employment, non-goodsGoods
AcceptanceMirror image rule more importantMore flexible acceptance rules
Contract modificationUsually needs considerationGood-faith modification may not need new consideration
PerformanceSubstantial performance often relevantPerfect tender rule, subject to cure and exceptions
WarrantiesCan arise, but UCC warranty rules are central for goodsExpress, implied merchantability, implied fitness

Contract Formation and Defenses

TopicRule
OfferMust show intent, definite terms, and communication
AcceptanceMust match required method or be reasonable if not specified
ConsiderationBargained-for legal detriment or benefit
CapacityMinors and impaired parties may have avoidance rights
LegalityIllegal agreements generally unenforceable
Statute of fraudsCertain contracts must be in writing, including land, suretyship, contracts not performable within one year, and goods above UCC threshold
Parol evidencePrior/contemporaneous outside evidence generally cannot contradict final integrated writing
AssignmentTransfer of rights; generally allowed unless materially changes obligor’s duty or prohibited
DelegationTransfer of duties; not allowed for special personal performance or where prohibited
RemediesDamages aim to protect expectation, reliance, restitution, or specific performance where appropriate

Agency

ConceptQuick ruleTrap
Actual authorityPrincipal expressly or impliedly grants authorityImplied authority can arise from role or circumstances
Apparent authorityThird party reasonably believes agent has authority due to principal’s manifestationsAgent alone cannot create apparent authority
RatificationPrincipal later accepts unauthorized act with knowledgeRatification is all-or-nothing for the transaction
Agent dutiesLoyalty, care, obedience, accounting, notificationSecret profits breach duty of loyalty
Principal liabilityPrincipal may be bound by authorized actsUndisclosed principal rules can affect liability
Employee tortsEmployer may be liable for acts within scope of employmentIndependent contractor distinction matters

Secured Transactions

StepRequirementExam focus
AttachmentValue given, debtor has rights in collateral, authenticated security agreement or possession/controlAttachment makes security interest enforceable against debtor
PerfectionFiling, possession, control, or automatic perfection depending on collateralPerfection protects against third parties
PrioritySecured parties rank under priority rulesFirst to file or perfect often wins, subject to exceptions
PMSIPurchase-money security interest can receive special priorityTiming and collateral type matter
Buyer in ordinary courseCan take free of certain security interests created by sellerApplies only under specific buyer/seller circumstances

Bankruptcy

TopicHigh-yield rule
Automatic stayStops most collection actions once bankruptcy petition is filed
Bankruptcy estateIncludes debtor’s property interests, subject to exclusions/exemptions
Secured creditorsHave collateral rights; may receive adequate protection
Priority unsecured claimsPaid before general unsecured claims
General unsecured creditorsOften receive limited distribution
DischargeReleases debtor from many debts, but not all
PreferenceCertain pre-bankruptcy transfers to creditors can be avoided if statutory elements are met
Fraudulent transferTransfers made to hinder creditors or for inadequate value may be avoided
Chapter 7Liquidation
Chapter 11Reorganization, often business-focused
Chapter 13Individual repayment plan

Negotiable Instruments and Commercial Paper

TopicRule
NegotiabilityWriting, signed, unconditional promise/order, fixed amount of money, payable to order/bearer, payable on demand or definite time, no improper extra undertakings
HolderPossesses instrument with proper rights
Holder in due courseTakes for value, in good faith, without notice of problems
HDC protectionTakes free of many personal defenses
Real defensesStill valid against holder in due course, such as forgery, fraud in the execution, material alteration, infancy where applicable, illegality, duress, incapacity, bankruptcy discharge
Transfer warrantiesCan create liability even without indorsement liability
Indorser liabilitySecondary liability if proper presentment, dishonor, and notice occur

Common REG Traps

TrapCorrect approach
Equating book income with taxable incomeReconcile permanent and temporary differences
Using taxable income as E&PAdjust taxable income for E&P-specific items
Treating all pass-through distributions the samePartnership, S corp, and trust distribution rules differ
Forgetting liabilities in partnership basisLiability shares can increase or decrease outside basis
Deducting losses before checking basisApply basis first, then at-risk, then passive limits
Treating a gift as taxable income to recipientGift value generally excluded; basis rules are separate
Recognizing all realized gainCheck nonrecognition, boot, and disallowance rules
Treating personal losses as deductiblePersonal-use loss generally nondeductible
Assuming UCC applies to servicesUCC Article 2 covers goods
Letting an agent create apparent authority aloneApparent authority comes from principal’s manifestation
Treating extension to file as extension to payPayment deadline rules differ
Relying on private letter ruling as precedent for all taxpayersPLR generally binds only requesting taxpayer

Practice Debrief Checklist

After each CPA REG practice set, tag missed questions by failure type:

  • Taxpayer/entity missed: Individual vs. C corp vs. S corp vs. partnership.
  • Formula missed: Basis, amount realized, AGI, taxable income, E&P, DNI, installment sale.
  • Character missed: Ordinary, capital, Section 1231, recapture, passive, portfolio.
  • Timing missed: Cash/accrual, constructive receipt, economic performance, installment, carryover.
  • Limitation missed: Basis, at-risk, passive, capital loss, related party, phaseout.
  • Law element missed: Offer/acceptance, agency authority, attachment/perfection, bankruptcy stay/discharge.
  • Ethics/procedure missed: Authority level, preparer duty, statute timing, court forum.

Final Review Priorities

  1. Memorize the framework formulas: AGI, taxable income, amount realized, recognized gain, adjusted basis, partnership outside basis, S corp basis.
  2. Drill entity distributions and loss limitations until you can identify basis effects without hesitation.
  3. Practice property character and nonrecognition questions; many wrong answers confuse realized and recognized gain.
  4. Review business law elements in compact element lists, especially contracts, agency, secured transactions, and bankruptcy.
  5. For further practice, complete timed mixed REG question sets and write a one-line rule for every missed question before moving on.

Cheat Sheet for CPA REG

This independent quick review is for candidates preparing for the AICPA U.S. CPA REG - Taxation and Regulation exam, code CPA REG. Use it as a fast review before topic drills, mixed question-bank sets, mock exams, and detailed explanations.

The goal is not to replace full study. The goal is to help you recognize the rule being tested, choose the correct order of analysis, avoid common traps, and convert missed practice questions into targeted review.

Current tax-year dollar amounts, phaseouts, thresholds, and effective dates can change. For CPA REG, know the rule structure and confirm any annual amounts against the current exam materials you are using.

High-Yield REG Map

AreaKnow coldCommon exam trap
Individual taxationGross income, exclusions, adjustments, itemized deductions, credits, filing status, dependents, capital gains/lossesConfusing AGI, taxable income, tax liability, and refund/payment
Property transactionsBasis, amount realized, recognized gain/loss, capital vs ordinary, depreciation recapture, like-kind exchanges, involuntary conversionsCalculating realized gain correctly but recognizing the wrong amount
Entity taxationC corporations, S corporations, partnerships, LLC tax classification, basis, distributions, separately stated itemsForgetting basis limits and loss limitation ordering
Tax procedureAuthority, audits, statutes of limitation, penalties, refund claims, liens/levies, taxpayer rightsAssuming all IRS correspondence means the same procedural deadline
Ethics and professional responsibilitiesDue diligence, preparer standards, client information, confidentiality, conflicts, tax return positionsTreating “client says so” as enough when facts look inconsistent
Business lawContracts, agency, secured transactions, bankruptcy, commercial paper, debtor-creditor rightsApplying UCC rules to non-goods contracts, or common law rules to goods

Entity Taxation Cheat Sheet

Entity Type Comparison

EntityTax treatmentHigh-yield focus
Sole proprietorshipNot separate from owner for federal income taxSchedule C income, self-employment tax, business deductions
C corporationSeparate taxable entityDouble taxation, E&P, corporate distributions, formation, liquidation
S corporationPass-through entity with eligibility restrictionsShareholder basis, distributions, separately stated items, loss limits
PartnershipPass-through entityOutside basis, inside basis, liabilities, guaranteed payments, distributions
LLCTax classification depends on default rules/electionSingle-member disregarded entity vs partnership vs corporate election
Notes and examples

C Corporations

TopicRule to rememberTrap
FormationNonrecognition may apply when property is transferred to corporation by persons in control after exchangeServices are not property for this purpose
Shareholder basisGenerally transferred basis, adjusted for boot/gainFMV is not always shareholder basis
Corporation basisCarryover basis, often increased by gain recognized by transferorDo not automatically use FMV
Liabilities assumedCan affect gain recognition if liabilities exceed basis or have tax-avoidance purposeForgetting liability relief can be boot-like economically
Corporate income taxCorporation pays tax on taxable incomeDividends are taxed again to shareholders
E&PDetermines dividend treatment of distributionsTaxable income and E&P are not identical
Nonliquidating cash distributionDividend to extent of E&P, then return of capital, then capital gainDividend treatment does not depend only on current-year profits
Property distributionCorporation may recognize gain as if property sold; shareholder generally receives dividend amount based on value, subject to liability rulesCorporation generally does not recognize loss on nonliquidating property distribution
LiquidationCorporation and shareholder both may recognize gain/lossLiquidation is not treated like an ordinary dividend

S Corporations

TopicRule to rememberTrap
EligibilityDomestic corporation with permitted shareholders and one class of stockDebt can create issues if it functions like a second class of stock
Pass-throughIncome, deductions, losses, and credits pass to shareholdersSeparately stated items retain character
Basis increasesContributions and income itemsTax-exempt income can increase basis
Basis decreasesDistributions, nondeductible expenses, losses/deductionsApply ordering carefully
Loss useLimited by basis, then at-risk and passive activity rulesA shareholder cannot deduct losses beyond allowable basis
Debt basisDirect shareholder loans can create basis; corporate third-party debt generally does notGuarantees alone are not usually enough
DistributionsGenerally tax-free to extent of basis unless C corporation E&P complications applyNegative stock basis is not allowed

Partnerships

TopicRule to rememberTrap
FormationGenerally nonrecognition for contribution of property to partnershipContribution of services can create taxable compensation/income
Outside basisPartner’s basis in partnership interestIncludes partner’s share of partnership liabilities
Inside basisPartnership’s basis in its assetsInside and outside basis can differ
LiabilitiesIncreases in share of liabilities increase outside basis; decreases are treated like distributions of cashLiability shifts can trigger gain
Distributive sharePartners taxed on allocated income whether or not cash is distributedCash distributions are not the same as taxable income allocations
Guaranteed paymentsUsually ordinary income to recipient and deductible by partnership if otherwise allowableNot dependent on partnership income
Nonliquidating distributionsGenerally nonrecognition; cash exceeding outside basis creates gainProperty basis cannot exceed remaining outside basis
Liquidating distributionsBasis is allocated to assets received under ordering rulesDo not create a loss unless specific requirements are met
Sale of partnership interestGenerally capital, but ordinary income for certain hot assetsUnrealized receivables and inventory matter

Loss Limitation Order

A frequent REG mistake is applying passive activity rules before checking basis.

  1. Basis limitation — Does the taxpayer have enough tax basis?
  2. At-risk limitation — Is the taxpayer economically at risk?
  3. Passive activity limitation — Is the activity passive, and is there passive income?
  4. Excess business loss or other applicable limitation — Apply if relevant under current law.

C Corp vs S Corp vs Partnership Decision Table

QuestionC corporationS corporationPartnership
Is the entity taxed directly?YesUsually no federal income tax at entity levelUsually no federal income tax at entity level
Do owners receive pass-through basis increases?No for corporate incomeYesYes
Do liabilities increase owner basis?Generally noGenerally no, except direct shareholder loansYes, partner’s share of liabilities
Are distributions often taxable?Dividend to extent of E&POften tax-free to basis, subject to E&P rulesUsually tax-free to basis
Can losses pass to owners?NoYes, limitedYes, limited
Are separately stated items important?Less central to shareholder returnYesYes

REG Calculation Checklist

Before selecting a numeric answer:

  1. Identify taxpayer type — individual, C corp, S corp shareholder, partner, estate/trust.
  2. Classify the item — income, exclusion, deduction, credit, basis adjustment, distribution, gain/loss.
  3. Apply ordering rules — especially for basis, distributions, losses, and capital gains/losses.
  4. Separate book and tax — financial accounting income is not taxable income.
  5. Check character — ordinary, capital, Section 1231, separately stated, passive, portfolio.
  6. Check limitations — basis, at-risk, passive, AGI floors, percentage limits, phaseouts.
  7. Check timing — cash vs accrual, installment method, deferral, carryover.
  8. Avoid negative basis — tax basis generally cannot go below zero.
  9. Use current-year amounts carefully — do not rely on old thresholds.
  10. Answer the question asked — tax liability, taxable income, deduction, basis, recognized gain, or amount realized.

Common Candidate Mistakes

MistakeBetter approach
Memorizing isolated rules without orderPractice multi-step ordering: inclusion, deduction, limitation, character, timing
Treating every distribution as taxable incomeFirst determine entity type, E&P, basis, and distribution ordering
Forgetting separately stated itemsPass-through items retain character for owners
Confusing partner debt basis with S shareholder debt basisPartnership liabilities affect outside basis; S corp third-party debt generally does not
Recognizing all realized gainsLook for nonrecognition or deferral rules
Deducting personal expensesConfirm business, investment, or specifically allowed personal deduction
Ignoring preparer ethicsREG often tests judgment, not just tax math
Applying UCC to service contractsDetermine whether goods dominate the transaction
Missing “except,” “least,” or “not”Re-read the call of the question before calculating
Overusing annual dollar amountsLearn the structure; verify current thresholds separately

Fast Final Review Tables

Tax Treatment of Common Receipts

ReceiptLikely treatment
Compensation for servicesTaxable ordinary income
Gift receivedExcluded from income, basis rules apply
Inheritance receivedExcluded from income, basis rules apply
Interest on corporate bondTaxable interest income
Municipal bond interestGenerally excluded federally
Qualified dividendTaxable, potentially favorable rate
Return of capitalReduces basis, then gain after basis reaches zero
Loan proceedsNot income because of repayment obligation
Debt cancellationIncome unless exclusion/exception applies
Security depositDepends on facts; advance rent is generally income
Notes and examples

Business Deduction Decision Rules

ExpenseUsually deductible?Watch for
Ordinary and necessary business expenseYesCapitalization, substantiation, public policy limits
Capital improvementNo immediate deduction; capitalizeDepreciation or basis recovery
Personal living expenseNoSpecific exceptions only
Meals/entertainmentLimited or disallowed depending on typeDocumentation and business purpose
Fines/penaltiesOften disallowedCompensatory vs punitive distinction
Bad debtDepends on business/nonbusiness and worthlessnessCash-basis receivables often have no basis
InterestDepends on type and limitationsPersonal interest generally disallowed
Charitable contributionSubject to entity and percentage rulesC corp vs individual rules differ

Entity Distribution Ordering

EntityDistribution logic
C corporationDividend to extent of E&P, then return of capital to basis, then capital gain
S corporation without C corp E&P issueGenerally reduces stock basis; excess is gain
PartnershipCash reduces outside basis; cash over basis creates gain; property basis rules apply
Liquidating corporationShareholder generally recognizes gain/loss comparing amount received with stock basis
Liquidating partnershipSpecial basis allocation rules; loss only in limited circumstances

Put the review into practice