Itemized Deductions: A Comprehensive Guide for Taxpayers

Chapter 7: Itemized Deductions

This chapter delves into the intricacies of itemized deductions, providing a comprehensive guide for taxpayers seeking to minimize their tax liability. We will explore various categories of deductions, including medical expenses, taxes, interest, charitable contributions, and miscellaneous itemized deductions. Each section will provide detailed explanations, examples, and true/false questions to test your understanding.

Medical Expenses

Deductible Medical Expenses

To be deductible, medical expenses must meet specific criteria:

  • Amounts Paid: Expenses must be incurred for the diagnosis, cure, mitigation, treatment, or prevention of disease, or for a condition affecting the body’s structure or function. These expenses must be paid for the taxpayer, their spouse, or dependents.
  • Dependency Status: The taxpayer’s spouse or dependent must have existed either at the time the medical services were rendered or at the time the expenses were paid. The gross income test and joint return test are waived for determining dependency status.
  • Payment Timing: Medical expenses must be paid in the year the expense is claimed.

Deductions for Medicines and Drugs

Deductions for medicines and drugs are limited to expenditures for prescription drugs.

Capital Expenditures

Capital expenditures are deductible in part or in full, depending on their impact on the market value of the taxpayer’s home:

  • No Market Value Impact: Expenditures that do not affect the market value of the taxpayer’s home are fully deductible (e.g., wheelchairs, crutches, eyeglasses).
  • Market Value Impact: Expenditures that affect the market value of the taxpayer’s home (improvements or betterments) are deductible to the extent they exceed the increase in fair market value (e.g., swimming pool).
  • Structural Barrier Removal: Expenditures for removing structural barriers for the handicapped are fully deductible (e.g., elevators, exit ramps, widening doorways).
  • Maintenance Costs: Maintenance costs of the above capital expenditures are also deductible, as long as the medical reason for the capital expenditure continues to exist.

Note: These expenditures must have been incurred for necessary medical care of the taxpayer, their spouse, or dependents.

Travel Costs

Travel costs to seek medical treatment are deductible:

  • Automobiles: Keep records of actual expenses or use the per diem rate of 23.5 cents per mile plus parking and tolls.
  • Meals:
    • Meals while en route to and from treatment are 50% deductible.
    • 100% of meals while at the medical facility are deductible if the taxpayer is an inpatient.
    • No deduction is allowed for meals at the medical facility for outpatients or those accompanying the patient.
  • Lodging: Limited to $50 per night per person if:
    • Travel is essential to medical care.
    • Care is provided in a licensed hospital.
    • There is no significant element of personal pleasure.

Institutional Costs

Costs of staying at an institution (tuition) are deductible if the patient is placed there on a doctor’s orders.

Health Insurance Premiums

  • Employees: 100% deductible from adjusted gross income (AGI).
  • Self-Employed: 100% deductible for AGI.

Long-Term Care

  • Insurance Premiums: Deductible with limits (see footnote 8, page 7-5).
  • Long-Term Care Expenditures: Deductible if”chronically il” for at least 90 days.

Deductibility Timing

  • Year of Payment: Medical expenses are deductible only in the year they are actually paid (credit card payment is considered”pai”).
  • Prepayments: Prepayments are not allowed as deductions unless the taxpayer is required to make the prepayment.

Deductible Amount

x   = reduction in deduction

example— in 2014,diana day2n pays $2,000 interest on a qualified educ8on loan.  diana & her husband file a joint return & report modified agi of $130,000.  ? amount is deductible 4 agi?

classific8on of interest expense –  

          classific8on is determined by d use of d loan proceeds,nt     d coll8ral used 2 obtain d loan.

          general exception –  home equity loans.

          other exceptions –

          1.      funds held in bank accounts – d interest on d account is                        investment interest til d funds R drawn & used.

example— ruth borrows $100,000 on january 1 & deposits it in a separ8 account where it remains til april 1 wen she purchases an interest in a limited partnership 4 $20,000.  on september 1,ruth purchases a new car 4 $30,000.  interest expense attributable 2 d $100,000 is alloc8d in d following manner:

          2.      commingled funds – wen borrowed funds R deposited in                      d same account with personal funds,d 1st funds spent                          R deemed 2 b d borrowed funds.

example— on oc2ber 1,ben borrowed $1,000 2 purchase a snowplow attachment 4 d front of his truck.  he plans 2 make some extra m1y dis winter by plowing driveways & parking lots.  ben deposited d $1,000 in his only checking account.  on oc2ber 20,he bought d attachment 4 $1,500.  prior 2 oc2ber 20,he wrote $700 in checks 4 groceries & other personal items.  on ? loan amount may ben deduct interest?

tru/false

_____ 1.    in 2014,t is audited by d irs as 2 a prior year’s income                          tax return.  as a result of d audit,t pays a tax deficiency                          plus interest.  n1 of d interest can qualify as a federal                           income tax deduction.

_____ 2.    some investment expenses fall in2 d c8gory of other                             miscellaneous deductions & R subject 2 d 2% of agi                         floor.

_____ 3.    investment interest which is disallowed in 1 tax year may                        b carried 4ward & tre8d as investment interest in                                 succeeding years.

_____ 4.    d interest on home equity loans can b deducted only if d           loan funds R used 2 make home improvements.

iv.    charitable contributions –

          a.      deduction requirements:

                   1.      d contribution must b a gift of m1y or other                                        property given 2 a qualified d1e.

                   2.      qualifying d1es R organiz8ons,nt individuals.

          b.      if an individual directly or indirectly receives a benefit frm                       d charitable organiz8on,d gift is nt deductible.

          c.      if taxpayer purchases products or services @ a premium,only            d excess over fmv of d purchase price is deductible as a                             charitable contribution.

          d.      only 80% of amounts paid 2 university athletic clubs R                           deductible.

          e.      there R 2 types of charities:

                   1.      public charities – supported by don8ons.

                   2.      priv8 found8ons – more than 1/3 of their support                                     comes frm priv8 sources;membership fees,dues,etc.

                             a.       priv8 oper8ng found8ons

                             b.      priv8 non-oper8ng found8ons

          f.      limit8ons on charitable contribution deductions:

                   1.      limit8ons depend on:

                             a.       d nature of d charitable organiz8on.

                             b.      d nature of d property given.

                   2.      there R 3 limit8ons (c chart on d next page):

                             a.       limit8on 1 –     d limit8on within each                                                                                  individual cell.

b.      limit8on 2 –     d % limit8on given under d                               heading of each column.

                             c.       limit8on 3 –     an overall limit8on of 50% of                                                                         agi 2tal deduction 4 d year.



charitable contribution deduction

nature of property

public charities & priv8 oper8ng found8ons

priv8 non-oper8ng found8ons

50%

30%

20%

1.cash

fully deductible

fully deductible

n/a

2.ordinary income property

basis

basis

n/a

(inven2ry,stcg,loss property)

exception: if basis > fmv

fmv

fmv

n/a

3.capital gain property

taxpayer’s option:

n/a

basis

1.basis (limited 2 50% of agi)

2.fmv (limited 2 30% of agi)

if tangible personalty is given

basis

n/a

basis

& put 2 unrel8d use

4.contribution of services

nt deductible ——————————————————————————————————–>

5.expenses rel8d 2 services

actual expenses deductible

transport8on limited 2 14 cents/mile

6.free or bargain use property

nt deductible ——————————————————————————————————–>



example–

a.      U gave gamma co.s2ck worth $10,000 2 charity dat cost U $4,000 4 months ago.  ? is yur charitable contribution deduction?(apply limit8on #1 only).

b.      U give alpha co.s2ck 2 yur college.  it cost U $5,000   several years ago & is worth $10,000 on d d8 of d gift.    ? is yur 2013 deduction?(apply limit8on #1 only).

c.      let’s say dat yur agi is $70,000 & dat during d year U       made d following gifts: (1) $5,000 in cash 2 yur church,(2)     securities 2 yur college dat cost U $5,000 many years ago but        were worth $45,000 on d d8 of d gift,& (3) $10,000 in cash         2 a priv8 non-oper8ng found8on.  how much can U deduct in 2013?  (apply ol limit8ons).

tru/false

_____ 1.    t purchases a banquet ticket @ a fund raising function 4 d           omaha museum of natural his2ry.  d ticket costs $250                          & d normal cost of such a banquet is $50.  t hs a                                charitable contribution deduction of $50.

_____ 2.    4 ol of 2014,t allows d salv8on army 2 use a                                   building he owns rent-free.  if d building normally rents 4           $18,000 a year,t will b allowed a charitable contribution                     deduction 4 2014 of $18,000.

_____ 3.    a taxpayer pays tuition 2 a parochial school run by his                               church in order 2 enable his children 2 attend.  since d                           church is a qualified charity,d tuition payments can b                             claimed as a charitable contribution.

_____ 4.    t mails a check 4 $600 2 his church on 12/31/14.  d                             check is nt received by his church til 1/2/15.  d $600                         qualifies as a charitable contribution by t 4 2014.

_____ 5.    in order 2 dissuade his pas2r frm resigning & taking a                           position with a larger church,t,an ardent leader of d                                congreg8on,gives d pas2r a new car.  d cost of d car                       is deductible by t as a charitable contribution.

_____ 6.    contributions 2 public charities in excess of 50% of agi                           may b carried 4ward 5 years.

_____ 7.    in applying d percentage limit8ons,carryovers must b                           claimed 1st be4 current charitable contributions R                                considered.

_____ 8.    t don8s art 2 a qualified museum.  in order 2 ascertain                            & 2 support d value of d assets don8d,t pays $1,200                     2 an independent appraiser.  d $1,200 is nt deductible as                          a charitable contribution but can b claimed by t as a                                      miscellaneous itemized deduction & is subject 2 d 2% of                      agi limit8on.

v.      miscellaneous itemized deductions –

          a.      those only deductible in excess of 2% of agi:

  • expenses rel8d 2 §212 activities (except 4 rents/royalties).
  • unreimbursed employee business expenses (e.g.,professional dues,subscriptions,specialized work clothing,union dues).
  • costs of tax advice (including tax prep.fees.,appraisals 4 charitable contributions,legal fees incurred in est8 planning)
  • job hunting expenses (if same trade or business–nt allowed 4 1st job)
  • hobby expenses (tier 2 & tier 3 expenses)
  • deductible home office expenses (basic cost of 1 teleph1 nt deductible)
  • deductible educ8onal expenses

          b.      those fully deductible:

  • gambling losses (nt in excess of gambling winnings).

vi.    overall limit8on (phase-out) 4 id’s

          agi thresholds:                    $305,050 (mfj)

                                                          $279,650 (hh)

                                                          $254,200 (s)

                                                          $152,525 (mfs)

reduction: lesser of:

                   1.3% of excess agi (above threshold);or,

2.80% of ids (nt counting medical expenses,investment interest,casualty losses,& gambling losses)

reduction applied after taking in2 account d other limit8ons on id’s (e.g.,2% of agi limit8on).

practice questions:

_____ 1.    in 2014,r (a single tp) purchases 4 pleasure a boat 4                             $110,000.  in order 2 obtain financing 4 d purchase,r                          issues a lien on his personal residence in d amount of                                $110,000.  @ d time d loan is obtained,d residence hs                      a fmv of $500,000 & is encumbered with a 1st mortgage                         of $420,000.  4 d boat loan,r may claim as qualified                       residence interest d interest on:

                   a.       $0.             

                   b.      $80,000.

                   c.       $100,000.

                   d.      $110,000.

                   e.       n1 of d above.

_____ 2.    m suffers frm a rare b1 disorder & decides 2 seek                      treatment @ a special clinic.  m’s granddaughter,k,takes m                        2 d clinic coz m is unable 2 travel al1.  it takes                        dem 3 days 2 drive d 900 miles 2 d clinic & 3                      days 2 return home.  @ d clinic,m is tre8d on an                                 outp8ent basis 4 6 days.  m & k share a motel room                        during d entire trip & incur d following expenses:

                   motel en route 2 & frm clinic:

                             $75 per night 4 6 nights

                   motel while @ d clinic:

                             $80 per night 4 6 nights

                   meals en route 2 & frm d clinic:

                             m      $90

                             k       $105

                   meals while @ d clinic:

                             m      $110

                             k       $125

                   m may deduct d following expenses (be4 agi                                       limit8ons):

                   a.       $1,522.

                   b.      $1,397.     

                   c.       $1,287.

                   d.      $1,248.

                   e.       n1 of d above.

_____ 3.    during 2014,j,who is a security officer,is shot while on d                      job.  as a result,j suffers frm a leg injury & must spend                          most of his time in a wheelchair.  j’s physician prescribes dat            he install a whirlpool bath in his home 4 therapy.  during                      d year,j makes d following expenditures:

                   wheelchair                             $700

                   whirlpool bath                      $1,800

                   maintenance of whirlpool    $280

                   handicap entrance ramp       $3,800

                   a professional appraiser tells j dat d whirlpool hs                                   increased d value of his home by $800 & d ramp                                  increased d value of d home by $280.  j’s deductible                     expenses,be4 agi limit8ons,4 2014 will b

                   a.       $6,580.

                   b.      $5,780.

                   c.       $5,500.

                   d.      $5,700.

                   e.       n1 of d above.

_____ 4.    during 2013,d,a single taxpayer who is age 40,reports d                        following items of income & expense:

                   agi                                                            $40,000

                   qualified medical expenses                         4,000

                   other i.d.’s                                                    3,500

                   in 2014,d receives a reimbursement 4 medical expenses of             $1,200.  as a result,d must

                   a.       include $800 in gross income in 2014.

                   b.      include $800 in gross income in 2013.

                   c.       include $3,000 in gross income in 2014.

                   d.      include $3,000 in gross income in 2013.

                   e.       n1 of d above.

_____ 5.    g hs agi of $40,000.  g incurs d following expenses in                          g’s hardware business:

                             -$300 sales tax.

                             -$300 vehicle registr8on.

                             -$20 vehicle inspection report.

                             -$200 unemployment taxes 4 employees.

                             -$100 st8 income taxes.

                   how much will g b able 2 deduct as business expenses                             under §162?

                   a.       $920.

                   b.      $820.

                   c.       $620.

                   d.      $0.

                   e.       n1 of d above.

_____ 6.    on september 1,2013,a,a cash basis taxpayer,sells his                             farm 2 b,also a cash basis taxpayer 4 $100,000.  a’s basis                       in d farm is $65,000.  d real property tax year is d                         calendar year.  real est8 taxes on d property 4 d year                     R $1,800 & R payable on april 1 of d following year.                      d sales agreement does nt provide 4 apportionment of                      real est8 taxes btwn d buyer & d seller.  assume b                     pays ol of d real est8 taxes in 2014.  d effects of dis                              sales structure will b

                   a.       $602 of taxes 2 a,$1,198 of taxes 2 b,increase a’s                                   gain by $602.

                   b.      $1,198 of taxes 2 a,$602 of taxes 2 b,increase a’s                                   gain by $1,198.

                   c.       $0 of taxes 2 a,$1,800 of taxes 2 b,no effect on  a’s                                gain.

                   d.      $1,198 of taxes 2 a,$0 of taxes 2 b,increase a’s                                       gain by $1,198.

                   e.       $1,198 of taxes 2 a,$602 of taxes 2 b,increase a’s                                   gain by $602.

_____ 7.    sam’s records 4 2014 contain d following in4m8on:

                   don8d s2ck having fmv of $1,000 2 a qualified                                     charitable organiz8on.  he acquired d s2ck 5 months                         ago 4 $800.

                   paid $3,000 2 a church school as a requirement 4 d                                enrollment of his daughter.

                   paid $200 4 annual homeowner’s associ8on dues.

                   drove 300 miles in his personal au2.  d travel was directly           rel8d 2 services he per4med 4 his church (actual costs                         unavailable).

                   ? is sam’s charitable contribution deduction 4 2014 if                        his agi is $25,000?

                   a.       $842.

                   b.      $1,032.

                   c.       $4,032.

                   d.      $4,072.               

                   e.       n1 of d above.

_____ 8.    t incurred d following expenses 4 her dependent son                             during d year:

                             payment of son’s au2 loan                      $8,000

                             interest on above loan                               1,000

                             payment of son’s medical expenses          2,000

                             payment of son’s property taxes               1,200

                   how much may t consider in computing her i.d.’s?

                   a.       $0.

                   b.      $2,000.

                   c.       $2,200.

                   d.      $3,000.

                   e.       n1 of d above.