Index A AARP (American Association of Retired Persons), Tax-Aide locations of, 31, 248, 251, 270 ABLE. See Achieving Better Life Experience (ABLE) programs About.com, 99–100, 186 accordion files, 17 Achieving Better Life Experience (ABLE) programs, 187, 188–90 acquisition debt, deducting interest on, 46 activities of daily living in documenting medical expenses, 115 acupuncture as medical deduction, 111 ADA. See Americans with Disabilities Act (ADA) Adams, Roger B., 237, 238, 239, 270 Adjusted Gross Income (AGI), 5, 43, 56, 83, 85, 138, 143, 157, 158, 160, 162, 195, 198, 214, 227, 235, 241–42, 245 limitations on tax deductions and, 139–40 medical deductions and, 109, 226 tangible effect of adding RMD or retirement rollovers to, 160–61 advance premium tax credit payments, need for tax return and, 21 Affiliate Summit, 265 AFSP. See Annual Filing Season Program Certificate of Completion (AFSP) AGI. See Adjusted Gross Income (AGI) 274 Index AirBnB rentals, 10, 28, 263 guidelines in working with, 4, 81, 85 illegal rentals and, 79–80 Peer-Space program of, 75 alcohol consumption, quasi-car services and, 106–7 alimony income from, 10 need for tax professionals and, 28 Alternative Minimum Tax (AMT), 48, 157–58 amateur tax geniuses, falling prey to, 205–6 American Association of Retired Persons. See AARP (American Association of Retired Persons) American Opportunity Credit, 36, 196, 198, 199 American Society of Tax Problem Solvers (ASTPS), 35 Americans with Disabilities Act (ADA), 242 service pets and, 217 See also disabilities AMT. See Alternative Minimum Tax (AMT) animal sanctuaries, volunteering at, 143 Annual Filing Season Program Certificate of Completion (AFSP), 34 appointment calendar in documenting medical expenses, 112–13 appraisal fees as charitable contribution, 138 Archer MSA deductions, 229 Armed Forces Tax Council, 31 Asimov, Isaac, Laws of Robotics and philosophy of tax preparation, 5–6, 271 assets, 12, 13, 88, 108, 139, 151, 153, 220, 233 claiming, 222–23 sales of, 10 need for tax professionals and, 28 Assistance Dogs International, 217, 271 ASTPS. See American Society of Tax Problem Solvers (ASTPS) attorney fees as tax deduction, 229, 231–32 audit roulette, playing, 204–5 audit trail, creating, 14–15 automobile insurance, rates for, 95 automobiles. See vehicles award income, 10 B baby, Social Security Number (SSN) for, 209 Baby Boomers, 148 Baker, Linda, 142 Bankrate.com, 180 barter income, 10 bazaars, charitable contributions to, 134 Bean Counter site, 9, 216 Bell, Kay, 269 beneficial owner, tax deduction as, 51 beneficiary, 242 billboard, turning car into, 105 Birkenfeld, Bradley, 233 Bitcoin, 9 Blasingame, Jim, 267 bonds, investing in, 149 Bookkeeping Master, 9 breathing treatments as medical deductions, 111 burnout, philosophy about, 3 business income from, 9 mileage related to, 96, 97, 102–3 need for tax professionals, 27 starting, in raising income in your Social Security account, 168–69 C CAA. See Certified Acceptance Agents (CAA) Index Cake Girl (Baker), 142 California Mello-Roos fees in, 40 State Film Commission in, 75 California Society of Enrolled Agents, 143 cameras, installing, in short-term rentals, 79 canceled checks, keeping copies of, 11 canceled debt, income from, 10 capital gains, 237–38 capital losses, 237 caregivers medical deductions and income of, 125 philosophy about, 4 carrybacks, 214–15 carryovers, charitable contributions and, 140 carryovers, net operating loss (NOL), 214–16 cars. See vehicles cash in the collection plate, 133 expense requirements in record keeping and, 11 paying, 11 for silent auctions, charity auctions, bazaars, etc., 134 to street people, 133–34 casual rentals, 83 casualties, need for tax professionals and, 29 C corporations, controlling earned income and, 164–65 CC&Rs. See Covenants, Conditions, and Restrictions (CC&Rs) Certified Acceptance Agents (CAA), 238, 256 certified public accountants (CPA), 32–33 CFR. See Code of Federal Regulations (CFR) Chandel, Amit, 266 275 chaplains, contributions to section 403(b) plans, 229 charitable contributions, 127–45 appraisal fees as, 138 carryovers and, 140 cash for silent auctions, charity auctions, bazaars, etc., 134 cash in the collection plate as, 133 cash to street people as, 133–34 confirming contributions to established charities, 128 contemporaneous acknowledgments and, 132–33 costs of volunteering, 141–42 disguised donations and, 133 documenting, 11 donations of money to specific people as, 135 donations of things, 135–38 donations of vehicles as, 138–39 educating yourself on use of money, 128–31 Foundation Center and, 129–30, 144 gifting of money for donations as, 139 information needed on receipts, 131 intangible rewards for, 142 limitations on, 139–40 need for tax professionals and, 29 nondeductible donations and, 140 retirement income and, 158–59 starting own nonprofit organizations and, 144–45 TechSoup and, 144 time donations as, 135 timing in getting receipts, 131–32 volunteering as fun and, 142–43 charitable mileage, 96 charitable parking, 96 checks, keeping copies of canceled, 11 child support, need for tax professionals, 28 276 Index chiropractic treatments as medical deduction, 111 Claim of Right, repayments under a, 234–35 cloud, storage of information in, 14, 16 Code of Federal Regulations (CFR), 242 collection plate, cash in, 133 college College Application Training, 190, 262 using whole life insurance to save for, 190 See also education Collins, Shawn, 265 common area fees as tax deduction, 41 commuting mileage, 219–20 CompleteTax.com, 25–26 Computax, 195 computers, removing from short- term rentals, 78 contact lenses as medical deductions, 110 contemporaneous acknowledgments, 132–33 contracts keeping copies of, 13 provisions for stolen goods in, 79 convalescent home fees, as medical deductions, 111, 115–16 cosmetic surgery as medical deductions, 111 as nondeductible, 219 court costs as tax deduction, 229, 231–32 Covenants, Conditions, and Restrictions (CC&Rs), 242–43 Coverdell Education Savings Accounts, 181–84, 183–84 strings on withdrawals, 182–83 CPA. See certified public accountants (CPA) CPAP machines as medical deductions, 111 CPE Link, 46, 272 Crawford, Willie, 271 Crazy Cat Lady, 258 See also Van Dusen v. Commissioner credit, philosophy about extending, 4 credit bureaus, 209 crowdfunding sites, 120, 121 CrunchBase.com, 84 D death, early withdrawal penalties and, 172 DeductR, 16 dental treatments, as not reimbursed by insurance as medical deductions, 110, 116–17 dependents medical deductions for, 112 need for tax professionals, 28 depreciation getting new car and, 107 hidden, in mileage, 104 home rentals and, 86, 87–88 DirectInvesting.com. See The MoneyPaper disabilities, 10 Achieving Better Life Experience (ABLE) programs and, 187, 188–90 allowable tax deductions for service pets and, 217 early withdrawal penalties and, 172 as medical deduction, 71–72 need for tax professionals, 28 disasters, need for tax professionals and, 29 disguised donations, 133 dividend reinvestment programs (DRIPs), 178, 179, 243 divorce, need for tax professionals, 28 divorce, TaxMama’s class at CPE Link, 272 Doctors without Borders, 143, 271 documentation of tax return records, 2 Index DogVacay, signing up as pet-sitter for, 89–90 Dome Record Books, 17 Dow Jones, MarketWatch.com column at, 2, 132, 203, 233, 237, 239, 263, 265 DRIPs. See dividend reinvestment programs (DRIPs) E early withdrawal penalties, 150, 172, 219 exceptions to, 172–73 earned income, 149, 243 controlling, 164–65 easements, need for tax professionals and, 29 eBay income, 10 education Achieving Better Life Experience (ABLE) programs, 188–90 Alternative Minimum Tax and, 196 American Opportunity Credit (AOC) and, 196, 198 College Application Training, 190, 262 consequences of not getting financial help when needed, 185 costs of, 191–92 Coverdell Education Savings Accounts and, 181–84 deducting interest expenses of student loans, 194–95 direct gifts of costs, 184 early withdrawals in paying for, 219 eligible expenses for higher, 182 home schooling for, 201 letting student loans go into default, 194 Lifetime Learning Credit and, 197–98 MAGI and, 194, 195, 198, 199 qualified expenses, 173 SavingForCollege.com, 263 277 saving for with whole life insurance, 190 scholarships and, 192 Section 529 plan and, 185–87 Section 529A plan and, 187–88 special needs, as medical deduction, 111 student loans and, 193–95, 198, 199 tax deductions and credits for, 195 tax-free work benefits and, 192 tax savings for, 191–201 vocational, 182 withdrawing money from retirement plans to pay for, 219 work-related, 192–93, 198, 200 education IRAs, 181 eligible access expenditures, 71–72 Emerson, Melinda (@SmallBizLady), 268 employees, 71, 114, 167, 181, 192, 193 business mileage, 102 household, 122 need for tax professionals and, 29 time test for moving expenses, 101 employers, matching of retirement money, 148 energy credits, 60–70 alternative energy devices as, 61, 64–65 cost analysis form for, 66–69 do-it-yourself installations and, 63 Energy Star certification and, 64, 70 hiring of casual help and, 63 hiring of professionals and, 63 leasing of systems in, 69–70 lifetime credit amount and, 61–62 Nonbusiness Energy Property Credit and, 61–62 residual energy property credit and, 62, 65 swimming pools or hot tub energy costs and, 218 Energy Star certification, 64, 70 enrolled agents, 23, 24, 32, 35, 143, 153, 177, 222, 238, 251 278 Index ePage income, 10 Equifax, 209 equitable owner, tax deduction as, 51 Equivalent Railroad Retirement Benefits, taxability of, 159 escrow costs as tax deduction, 41 estate taxes, avoiding with medical deductions, 119 estimated tax payments, 11 Etsy income, 10 even, philosophy about getting, 3 Excel, 16 expense requirements in record keeping, 11–12 charity deductions, 11 credit card statements, 11 estimated tax payments, 11 home improvement invoices and proofs of payment, 12 keeping copies of canceled checks, 11 mileage logs, 11 paying cash, 11 property tax bills, 11 tip details, 12 vehicle registration bills, 11 Expensify, 16 expensive things, donation of, 137–38 Experian, 209 eyeglasses as medical deduction, 110 F FAFSA (Free Application for Federal Student Aid) form for financial aid, 187, 259 family support, need for tax professionals, 28 FICO, Fair Isaac, 61, 193, 263 film location, renting property for, 75–76 financial transactions, need for complete records, 8 FIRE (Filing Information Returns Electronically), 92 First-Time Penalty Abatement (FTA), 208, 243, 257 flexible spending accounts, medical deductions and, 121–23, 218 flipped real estate, 28 foreign income taxes as tax deduction, 45–46 Foundation Center, 129–30, 144 14-day rental loophole, 74–75 401(k), withdrawing money from, 219 free apps, drawbacks of, 15 Frequently Asked Questions (FAQs), 244 FreshBooks, 16, 251 frivolous. See tax protester movement Fromm, Steven J., 270 FTA. See First-Time Penalty Abatement (FTA) funding fee, 56 G gambling income, 10 need for tax professionals and, 29 Garber, Julie, 186 gifts income from, 10 need for tax professionals and, 29 gift taxes, avoiding with medical deductions, 119 GiveForward, 120, 264 Glink, Ilyce, 267 GoFundMe, 120, 265 government officials, writing letters of commendation to, 3 GPS, tracking mileage with your, 15 GrantSpace.org, 131, 258 guarantee fee, 56 GuideStar, 128–29, 258 H H&R Block, 23–24, 195 Hatch, Richard, 212 health care marketplace, 256 Index health insurance premiums as medical deductions, 110 health saving accounts or arrangements, medical deductions and, 121, 123–24, 218 HELOC. See home equity line of credit (HELOC), tax deductions and hobby income, 10 need for tax professionals, 28 Holtgrefe, Susan, 270 home-based businesses, disabled access credits and, 71–72 home buyers, first-time, need for tax professionals, 28 home equity line of credit (HELOC), tax deductions and, 46–47 home improvements, documenting expenses for, 12 home office for pet daycare, 90–91 home rental, 14-day rental loophole for, 74–75 home schooling, 201 hotel-type rentals, 82–83 hot tubs, residential energy credits and, 218 house change in value of, 73, 74 down payment on first, 173 withdrawal money from retirement plans to pay for first, 219 household income, extra, 73–93 AirBnB rentals as, 79–81, 85 casual rentals as, 83 depreciation and, 86, 87–88 filing of 1099-MISC and, 92–93 film location as, 75–76 for-profit rentals as, 83–84 14-day rental loophole and, 74–75 hotel-type rentals as, 82–83 paying for services and, 91–92 pet care income and, 89–90 pet daycare home offices and, 90–91 279 pet hosting and, 88–89 residential rentals as, 81–82 roommate as, 74 short-term rentals as, 76–80 tax deductions and, 85–86 tracking of pet daycare direct costs, 90 household records, need for knowledge of, 8–9 HUD-1 summary, 41–42, 262 Humanity and Pets Partnered Through the Years Act, 217 I identity theft Stolen Identity Refund Fraud (SIRF) and, 209–10, 248 tax return preparation and, 20, 26 illegal aliens, hiring of, 63 income adjusted gross, 5, 160–61 barter, 10 from canceled debt, 10 caregiver, 125 deductible expenses related to, 229 disability, 10, 28 earned, 149, 164–65, 243 earning of additional, in order to raise Social Security benefits, 169–70 eBay, 10 ePage, 10 Etsy, 10 extra household, 73–93 gambling, 10, 29 gift, 10 hobby, 10, 28 inheritance, 10 from jury pay, 10, 229, 230–31 from pet care, 89–90 phantom, 173–74 raising in your Social Security account, 167–69 280 Index income (continued ) rental, 10 retirement (see retirement income) scholarship, 10, 28 unemployment, 10 income requirements in record-keeping awards, prizes, scholarships, 10 bank and brokerage statements, 9 business income, 9 canceled debt, 10 gambling income, 10 hobby income, 10 inheritances and gifts, 10 miscellaneous income sources, 10 partnership distributions, 9 pay stubs, 9 rental income, 10 retirement income, 10 sales of assets, 10 securities trades, 9 W-2s, 1099s, 1098s, K-1s, and other third-party notifications, 9 In Compliance, 244 Indian tribal government, taxes imposed by, 45 Individual Retirement Accounts (IRAs), 148, 244 comparing with Roth IRAs, 149, 152–54 deductions for funding, 13–14 education, 181 establishing self-directed, 150 fees related to transfers, 220–21 instant gratification with, 150–51 medical deductions and reduction of account balances, 118–19 rolling over balances and, 149–50 self-directed, 175 See also myRA inheritances, income from, 10 in-home nursing care, as medical deductions, 111, 113–15 insurance automobile, 95 buying whole life, 149 Medicare premiums as medical deduction, 110 moving, 99–100 premiums on health as medical deduction, 110 private mortgage, 55–58 whole life, 190 insurance contracts, keeping copies of, 13 interest, mortgage. See mortgages Internal Revenue Code (IRC), 6, 81, 132, 140, 157, 185, 214, 221, 240, 244–45, 255 knowledge of, 2 Medicaid waiver, 125 size of, 1, 240 Internal Revenue Manual (IRM), 92, 257 Internal Revenue Service (IRS) acceptance of appraisals and, 137–38 Criminal Investigation, 206, 257 foreign currency rates, 257 Free File Alliance system of, 22, 257 Free File Fillable Forms system of, 22 free tax filing systems offered by, 19 lawsuit settlements, awards and judgments, Audit Technique Guide, 257 levies steps to release (TaxMama course), 272 looking beyond, for tax credits and rebates, 59 philosophy about dealing with, 3 Sales Tax Calculator of, 43 tracing and, 50 Internal Revenue Service (IRS) instructions, 222 Internet millionaire provision, 174 Index Intuit, ItsDeductible software of, 136 Intuit Payroll, 92 investment offers, evaluation of, 223 IRC. See Internal Revenue Code (IRC) IRM. See Internal Revenue Manual (IRM) IRS Form 211, 30, 233 IRS Form 990, 128, 129 IRS Form 1023, 145 IRS Form 1024, 145 IRS Form 1040, 43, 227–28 adjustments and, 227–28 IRS Form 1040X, 125, 216 IRS Form 1045, 216, 217 IRS Form 1098-C, 138 IRS Form 1098s, as source of income information, 9 IRS Form 1099-MISCs, 9 avoiding filing of, 92–93 filing of, 92 IRS Form 2120, 117–18 IRS Form 3903, 100 IRS Form 5498-SA, 123 IRS Form 5695, 218 IRS Form 8275, 213 IRS Form 8453, 36 IRS Form 8826, 71 IRS Form 8829, 90 IRS Form 8863, 197 IRS Form 8879, 36 IRS Form 14157, 30 IRS Notice 2004–27, 239 IRS Publication 17, 12, 230 IRS Publication 463, 104 IRS Publication 502, 72, 111, 218 IRS Publication 521, 102 IRS Publication 525, 235 IRS Publication 526, 140 IRS Publication 527, 81 IRS Publication 561, 138 IRS Publication 587, 90 IRS Publication 915, 160 IRS Publication 925, 82 281 IRS Publication 946, 88 IRS Publication 969, 123, 124 IRS Publication 4524, 210 Israel, solar water heaters in, 64 Itex, 9 J Jensen, Steven, 212 jobs getting new, in raising income in your Social Security account, 167–68 getting second, in raising income in your social security account, 168 jury pay, income from, 10, 229, 230–31 K K-1s as source of income information, 9 kiddie tax, 10 need for l tax professionals and, 28 kid’s portfolio, 179 Kirchheimer, Sid, 270 L laetrile as nondeductible, 218–19 Lang v. Commissioner, 121 laundering costs as charitable donation, 141 Lawrence, Virginia, 142–43, 270 levy. See Internal Revenue Service: levies Lewis, Rita, 269 license fees as tax deduction, 43 lifetime learning credit, 61–62, 197– 98, 199 LITC. See Low Income Taxpayer Clinics (LITC) live-in schools as medical deductions, 111 loan modification documents, costs of fees related to, 220–21 282 Index loans documentation of, 13 paying off, 220 long-term savings and retirement tax issues, 177–90 Lori Singleton v. Commissioner, 200, 265 Los Angeles Conservancy, 142, 271 Los Angeles Tall Ships, 142–43, 271 Low Income Taxpayer Clinics (LITC), 31–32 lump sum income need for tax professionals, 28 from Social Security, 162–63 Lyft, 105, 106–7, 264 Lynch, Pat, 269 M Madoff, Bernie, 240 MAGI. See Modified Adjusted Gross Income (MAGI) mail, stopping, in short-term rentals, 78 Make-a-Complaint-About-a-Tax- Return-Preparer, 30 Mammen, Jean, 267 mantra, TaxMama’s, about keeping records, 3 marijuana medical, as nondeductible, 218–19 TaxMama’s class at CPE Link, 272 massages, doctor-prescribed, 124 McCotter, Thaddeus, 217 medical copays as medical deductions, 110 medical deductions, 109–25 AGI and, 109, 226 avoiding gift and estate taxes and, 119 breathing treatments as, 111 caregiver income and, 125 cosmetic surgery for medical purposes as, 111 CPAP machines as, 111 dependent costs as, 112 disabled access deductions as, 72 eyeglasses, contacts, etc., 110 flexible spending accounts and, 121–23 health insurance premiums as, 110 health saving accounts or arrangements and, 121, 123–24 in-home nursing care as, 111, 113–15 live-in schools as, 111 medical copays as, 110 medical mileage as, 96, 97, 110 medical travel as, 110, 116–17 Medicare insurance premiums as, 110 need for money in paying medical bills, 120–21 nonconventional medical treatments as, 111 nursing home and convalescent home fees as, 111, 115–16 parking fees and tolls for medical care as, 112–13 prescribed drugs as, 110 reducing IRA account and retirement plan balances and, 118–19 routine medical and dental treatments not reimbursed by insurance, 110 sandwich generation and, 117–18 special needs tutoring, education, or therapy as, 111 TENS muscle stimulators as, 111 time of payment and, 109–11 tolls and parking fees for medical care or treatment as, 110 medical marijuana as nondeductible, 218–19 medical treatments not reimbursed by insurance, as medical deductions, 110 Medicare benefits, fees for, 161 Index Medicare insurance premiums as medical deductions, 110 Medicare Secondary Payer statute, legal fees paid for private cause of action under, 233–34 Mello-Roos fees in California, 40 MetroMile’s mileage app, 16 mileage charitable, 96 commuting, 219–20 hidden depreciation in, 104 medical, as medical deduction, 96, 97, 110 moving, 96, 97, 98–99 noting on odometer, 97–98 related to business, 96, 97, 102–3 tracking with GPS, 15 mileage logs, 11 GPS in keeping, 15 top applications for, 16 military service, need for tax professionals and, 29 Mint (personal record-keeping system), 16, 24 mobile record applications benefits of, 14–15 drawbacks, 15 Modified Adjusted Gross Income (MAGI), 151, 181, 245 education and, 194, 195, 198, 199 money educating yourself on use of, 128–31 gifting of, for donations, 139 need for, in paying medical bills, 120–21 The MoneyPaper (DirectInvesting. com), 177, 178, 262 mortgages, 21 need for tax professionals, 28, 36 points, 54–55 reverse mortgages, 53–54 tax deductions for interest on, 46– 53, 226–27, 256, 262, 272 283 moving costs insurance costs in, 99–100 nondeductible, 100 reimbursements and, 100 tax deductions for, 99 time tests in, 101–2 moving insurance, 99–100 moving mileage, 96, 97, 98–99 myRA, 179–81, 263 N National Association of Enrolled Agents (NAEA), 32, 35 National Association of Tax Consultants (NATC), 35 National Association of Tax Professionals (NATP), 35 National Society of Accountants (NSA), 35 negatively amortizing loans, 53 NetBasis, 263 Net Investment Income Tax (NIIT), 29 Net Operating Loss (NOLs), 214– 16, 238, 245, 255 Neugart, Layne, 76–77 NIIT. See Net Investment Income Tax (NIIT) NOLs. See Net Operating Loss (NOLs) Nonbusiness Energy Property Credit, 61–62 nonconventional medical treatments, as medical deductions, 111 nondeductible donations, 140 nonprofit organizations, 144–46 NSA. See National Society of Accountants (NSA) nursing home fees as medical deductions, 111, 115–16 O OANDA Foreign Currency Resource, 263 284 Index odometer, noting mileage shown on, 97–98 Olson, Nina, 1 Outright, 16 overseas educational institutions, 182 over-the-counter drugs as nondeductible, 218 P PACE (property-assessed clean energy) program, 61 Paine v. Commissioner, 240 Palma, Miquel, 190 paper records, storing, 16–17 Paradise Regained in Utila, Honduras, 84, 271 parking fees for medical care or treatment as medical deductions, 103–4, 110, 112–13 partnership distributions, income from, 9 Pasadena Doo Dah Parade, 143 PATH. See Protecting Americans from Tax Hikes Act (PATH) (2015) PayPal, 9, 11 paystubs as source of income information, 9 Pender, Kathleen, 267 pension plans, tax deductions and, 229 people in general, philosophy about, 3 Perez, William, 271 Perry, Gail, 266 personal property deductible expenses related to rental of, 231 taxes on, as tax deduction, 41–42 personal record-keeping systems, recommended, 16 personal residence points as tax deduction, 54 short-term rental of, 76–80 pets allowable deduction for service, 217 daycare for home office for, 90–91 tracking direct costs in, 90 hosting of, 88–89 income from care of, 89–90 short-term rentals and, 78 tax deductions related to, 217, 271 PFICs, 28 phantom income, 173–74 philharmonic venues, volunteering at, 143 philosophy about burnout, 3 about caregivers who don’t report income, 4 about dealing with the IRS and state officials, 3 about extending credit, 4 about finding treasure, 4 about getting even, 3 about not filing, 3–4 about people in general, 3 about taxes, 2 about tax filing, 3 about working outside the system, 4 PMI. See private mortgage insurance (PMI) as tax deduction points. See mortgages: points Ponzi scheme losses, 240, 260 Porter, “Uncle Bill,” 270 Preparer Tax Identification Number (PTIN), 30–35, 245, 248, 252 prescribed drugs as medical deductions, 110 private lenders, mortgage interest paid to, 52 private mortgage insurance (PMI) as tax deduction, 40, 52, 55–58 prize income, 10 Probate Referee, 137 Index Professional Tax Identification Number (PTIN), 30, 34–35 profit, rentals for, 83–84 property tax bills, 11 Protecting Americans from Tax Hikes Act (PATH) (2015), 1–2, 56, 62, 88, 236 PTIN. See Preparer Tax Identification Number (PTIN) Pummer, Chris, 239 Q Qualified Direct Transfer (QDT), 140, 157, 196 Qualified Domestic Relations Order (QDRO), 173 Qualified Education Expenses (QEE), 173, 245–46 Qualified Tuition Program (QTP), 185–87 quasi-cab services, 105, 106–7 QuickBooks, 16, 24, 250 Quicken, 16, 24, 250 R racehorse investment, 28 real estate flipped, 28 investing in, 149 need for tax professionals for rental, 28 real property taxes, as tax deduction, 39–41 receipt information needed on, 131 timing in getting, 131–32 record-keeping tips and tools, 7–17 expense requirements, 11–12 importance of, 8 income requirements, 9–10 keeping of tax preparation records, 14 keeping of tax returns, 12, 13–14 285 knowledge about household records, 8–9 mobile applications benefits of, 14–15 drawbacks of, 15 need for complete records, 8 recommended applications for, 16 saving of paper records, 16–17 saving records in the Cloud, 16 time permitted for audit of tax returns, 12–13 top personal record-keeping systems, 16 Reed, Mike, 269 refinancing increasing deduction for mortgage interest and, 49–50 points as tax deduction, 54–55 reforestation amortization and expenses, 229 refundable credits, 246 refund anticipation loans (RALs), avoiding tax offices that push, 35–36 reiki treatments as medical deduction, 111 reimbursements for moving expenses, 100 religious schools, IRS audit of, 133 rental income, 10 rental real estate, need for tax professionals and, 28 Required Minimum Distributions (RMDs), 140, 152, 155–61, 246 avoiding taxes on, 156–57 legitimate delay for, 155 Roth IRAs and, 156 tangible effect of adding to AGI, 160–61 Residential Energy Credit, 65 retail establishments, tax preparation outfits in, 35 retirement, timing in starting to save for, 178–79 286 Index retirement income, 10, 147–75 adding money to your draw, 171–72 Alternative Minimum Taxes as, 157–58 collection of Social Security benefits, 163–64 commonly used exceptions and, 172–73 comparison of Roth and regular IRAs, 149–51, 152–54 controlling your earned income, 164–65 deficiencies in Social Security payments and, 166 distributions from all accounts, 155–56 drawing money from accounts early, 170–71 early withdrawal penalties and, 150, 172–73 Equivalent Railroad Retirement Benefits as, 159 Internet millionaire provision and, 174 lump sum payments from Social Security as, 162–63 medical deductions and reduction of, 118–19 Medicare benefits as, 161 need for tax professionals, 28 paying back and, 164, 165–66 paying tax on IRA contributions, 151 phantom income and, 173–74 raising income in Social Security account and, 167–70 reducing IRA and retirement account balances as, 156 Required Minimum Distributions (RMDs) as, 140, 152, 155–61, 246 Roth IRA contributions as savings vehicle, 152 self-directed IRAs and, 175 self-employment and, 166–67 setting aside money toward retirement and, 148–49 Social Security benefits as, 159, 160 Social Security Disability Income payments as, 163 taxes on drawing money out of retirement account, 170–71 using money prior to retirement, 170 retirement plans, withdrawing money from, 219 retirement rollovers, tangible effect of adding to AGI, 160–61 returns, 246 reverse mortgages as tax deduction, 53–54 roommate, getting a, 74 Rosenberg, Eva, 1, 273 Rosenberg, Dr. Judy, 266 Roth IRA, 118, 148 comparison with regular IRAs, 149, 152–54 myRAs and, 179–81 Required Minimum Distributions (RMDs) and, 156 rolling over balances and, 149–50 as savings vehicle, 152 Rural Housing Service, 56 S SafeGuard One-Write Systems, 17 sales taxes, as tax deduction, 42–43 sandwich generation, medical deductions and, 117–18 SavingForCollege.com, 263 savings account, opening of, 148 savings in small increments, 179 Schneiderman, Eric, 79–80 scholarships, 192 income from, 10 need for tax professionals and, 28 Scientific American, 272 S corporations, controlling earned income and, 164–65 Index Section 529A plans, 187–88 securities investing in, 149 purchase information on, 13 securities trades, income from, 9 security, as drawback with mobile applications, 15 self-directed IRAs, 175 self-employed losses, 149 self-employment retirement income and, 166–67 time test for, 101–2 service pets, allowable tax deductions for, 217 services, paying for, 91–92 Shelters for Israel, 129–31, 144, 258–59 Shoeboxed, 16, 250 short sales, 28 short-term home rentals, 76–80 Sidecar, 105, 106–7 signature requirements, professional tax preparation and, 30 silent auctions, donations to, 142 SIRF. See Stolen Identity Refund Fraud (SIRF) smbiz.com, Small Business & Management website, 97, 187, 265 Snipes, Wesley, 213 Social Security deficiencies in, 166 delay in collecting, 169 early collection of benefits, 163–64 earning of additional income in order to raise benefits, 169–70 income level and, 160 lump sum payments from, 162–63 paying back, 164, 165–66 raising income in your account, 167–69 taxability of benefits, 159, 160 Social Security Administration (SSA), 248 287 Social Security Disability Income (SSDI), 163 Social Security Form SSA-1099, fees for Medicare benefits on, 161 Social Security Number (SSN) for baby, 209 disclosure of, 208–9 special needs tutoring, education, or therapy, as medical deductions, 111 specific people, donations to, 135 SSDI. See Social Security Disability Income (SSDI) Stack, Joseph Andrew, III, 213 state income taxes, as tax deduction, 43–46, 226 state-licensed tax professionals, 34 state officials, philosophy about dealing with, 3 state refunds, income from, 10 state renter’s or homeowners credits, 60 state tax refunds as tax deduction, 44 stocks investing in, 149 purchase information on, 13 stock splits, 28 stolen goods, provisions for, in contracts, 79 Stolen Identity Refund Fraud (SIRF), 209–10, 248 street people, cash to, 133–34 student loans deducting interest expenses of, 194–95, 198, 199 in default, 194 working off, 193–94 swimming pools residential energy credits and, 218 short-term rentals and, 78–79 T taxable income, tax filing and, 3 TaxAct.com, 25, 195, 252 288 Index tax attorneys, 33–34 tax audits audit roulette and, 204, 205–6 repeating year after year, 221–22 time permitted for, 12–13 Tax Aware, 7, 19, 85, 175 tax basis, 247 tax cheats, turning in, 232–33 Tax Counseling for the Elderly centers, 31 tax credits disabled access credit and, 71–72 energy credits and, 60–70 looking beyond IRS for, 59 need for tax professionals and, 29 state renter’s or homeowners credits, 60 tax deductions attorney fees as, 229, 231–32 charitable (see charitable contributions) common area fees as, 41 costs related to pets and, 217 court costs as, 229, 231–32 escrow and, 41 foreign income taxes as, 45–46 home rentals and, 85–86 investment interest, 226 itemized, 226, 227 license fees as, 43 medical (see medical deductions) mortgage in another’s name as, 50–52 mortgage interest paid as, 46–53, 226–27 pension plans and, 229 personal property taxes as, 41–42 personal residence points as, 54 private mortgage insurance as, 55–58 problems with itemized, 225–27 real property taxes as, 39–41 refinanced points as, 54–55 reverse mortgages as, 53–54 sales taxes as, 42–43 standard, 225 state income taxes as, 43–46, 226 state tax refunds and, 44 student loan interest as, 198 time-share fees as, 40–41, 50 unpaid interest as, 52–53 vehicle-related (see vehicle-related tax deductions) taxes disclosures and, 213 philosophy about, 3 tax filing philosophy about, 3 tax refunds and, 3–4 tax geniuses, falling prey to amateur, 205–6 tax liability, 247 TaxMama, 1 resources in the book, 249–72 website of, 1, 204 TaxMama’s Enrolled Agent Exam students, 23–24 Tax MiniMiser, 17, 251 Taxpayer Assistance Centers, 211 taxpayer identification numbers (TINs), 189, 247–48 tax penalties, 206–8, 257 tax preparation records, keeping, 14 tax professionals, 27–37 avoiding retail establishments for, 35 business need for, 27 communication between, 203–4 consulting with before financial steps, 37 establishing long-term relationship with, 37 financial issues requiring, 27–29 kinds of, 32–35 need for Professional Tax Identification Number (PTIN), 30 not falling for “too good to be true,” 223 Index reading tax return before signing, 36 refund anticipation loans and, 35–36 signature requirements and, 30 too-good-to-be true refunds and, 36 volunteer tax preparation services, 30–32 tax protester movement, 212, 257 Tax Pushover, 7, 19 Tax Reform Act (1986), 81 tax refunds, 246 avoiding refund mills, 206 filing of taxes and, 3–4 filing on time, 222 too-good-to-be-true, 36 tax reporting, importance of record keeping in, 8 tax return preparation, 19–26 advantages of using paid services, 23 being good candidate in filing own, 21 CompleteTax.com and, 25–26 free filing options, 19, 22–23 H&R Block and, 23–24, 25, 195, 252 identity theft and, 15, 20, 26, 209– 10, 248, 254, 256 importance of always filing, 3, 20 IRS questioning of tax returns, 20 IRS’s Free File Alliance system and, 22, 26, 252 TaxAct.com and, 25, 252 TaxSlayer.com and, 25–26, 252 1040.com in (Drake), 25–26, 252 TurboTax and, 24–25, 252 tax returns documentation of records, 2 including “election statement” in, 215 keeping copies of, 12 time permitted for audit of, 12–13 TaxSlayer.com, 25–26, 252 289 tax software companies, free filing options of, 19, 22–23, 252 Tax Theft Loss, 260, 263 Tax Vigilante, 7, 19, 85, 175, 208 Tax Watch column. See Dow Jones, MarketWatch.com column at TechSoup, 144, 259 telephone giving out information over the, 210–11 sending money to people calling you, 211–12 turning off landline in short-term residence rental, 77 1040.com (Drake), 25–26, 252 TENS muscle stimulators, as Medical deductions, 111 things, donations of, 135–36 third-party notifications, as source of income information, 9 time, donations of, 135 time of payment, medical deductions and, 109–11 time shares fees as tax deduction, 40–41, 50 renting your, 75 time test, moving for employees, 101 for self-employed persons, 101–2 TINs. See taxpayer identification numbers (TINs) tips, documenting, 12 tolls as business deduction, 103–4 as medical deduction, 110, 112–13 tracing, 50 Trade Act (1974), repayment of supplemental unemployment benefits under, 229 Trade Preferences Extension Act (2015), 92 transfer fees, 221 Trans Union, 209, 263 290 Index treasure, philosophy about finding, 4 TurboTax, 24–25, 30, 195, 252 U Uber, 105, 106–7, 263 unclaimed money, searching site, 4, 264 unemployment income, 10, 234 uniform costs as charitable donation, 141 United Way Worldwide, 144 unlicensed tax professionals, 34–35 unpaid interest as tax deduction, 52–53 US Savings Bonds, 179 buying, 148 V vacation property, 14-day rental loophole for, 74–75 Van Dusen v. Commissioner, 142 See also Crazy Cat Lady Veen, Rita, 177–78 vehicle registration bills, 11 vehicle-related tax deductions, 96–108 business mileage, 102–3 charitable mileage, 96 charitable parking, 96 depreciation in mileage in, 104 getting new car, 107 moving costs, 96–99 noting mileage shown on odometer, 97–98 parking lot, parking meter, and toll fees in, 103–4 selling car, 108 tracking mileage in, 103 turning car into billboard, 105 Uber, Lyft, Sidecar, and related quasi-cab services, 105–7, 264 vehicles costs associated with, 108 donations of, 138–39 getting new, 107 getting rid of, 108 turning, into billboard, 105 Vgo Robots, 272 vocational schools, 182 Volunteer Income Tax Assistance Program (VITA), 31, 248 volunteering, 11, 29, 30, 31, 96, 132, 144, 145, 248, 269, 270, 271 costs of, 141–42 as fun, 142–43 opportunities, 143, 259 volunteer tax preparation services, 30–32 W W-2G, 10 W-2s, as source of income information, 9 Ward, Missy, 265 warranties, keeping copies of, 13 wash sales, 28 whistleblower reward, 232, 233 Whitaker, Bob, 17 whole life insurance buying policy, 149 using, to save for college, 190 Wilson Jones columnar pads and binders, 17 Wood, Robert W., 222, 250 work retirement plans offered at, 148 tax-free education benefits at, 192 working outside the system, philosophy about, 4 work-related education, 198, 200 Wrapify, 105, 264 Y YouCaring, 120, 264 Z zoos, volunteering at, 143
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