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Every door the rules leave open
An enrolled agent or an accountant carries a map of every rule in their head. This is that map, written down plainly, one door at a time: what it is, how it works, what it gives, what it costs, and a worked example with real arithmetic. It is a catalog of facts about the rules. It never says which door a person should walk through; it says which doors exist, and for whom.
119 doors, each with its official source. A yearly limit is shown only once the site's watcher has verified it on the official page; until then the door says so instead of printing a number. A professional named on each door is who confirms it for a particular person.
Which of these are true for you? Tick any; the list narrows to the doors that exist for that situation.
Workplace
- The employer match
This exists for anyone whose job offers a retirement plan with matching contributions.
- Traditional 401(k) contributions from pay
This exists for anyone whose employer offers a 401(k) plan and who wants to know what happens when part of a paycheck goes into it.
- The Roth 401(k) option inside the plan
This exists for a worker whose 401(k), 403(b), or 457(b) plan offers a designated Roth account alongside the traditional one.
- The 403(b) for schools and nonprofits
This exists for people who work at public schools, colleges, hospitals, churches, and other nonprofit employers that offer a 403(b) plan.
- The 457(b) and its separate limit
This exists for state and local government workers and some nonprofit employees whose employer offers a 457(b) deferred compensation plan.
- The Thrift Savings Plan and its agency match
This exists for federal civilian employees and members of the uniformed services, who save through the Thrift Savings Plan.
- Vesting schedules
This applies when an employer puts money into a worker's retirement plan and the plan document says that money becomes the worker's over time.
- After tax contributions and the mega backdoor Roth
This exists for a worker whose plan allows after tax contributions above the deferral cap and allows them to be moved into a Roth account.
- Catch up contributions at 50
This applies when a worker in a 401(k), 403(b), 457(b), or TSP turns 50 during the year, which opens an extra contribution amount above the regular cap.
- The higher catch up at ages 60 to 63
This applies when a worker is 60, 61, 62, or 63 at the end of the year and the plan has adopted the higher catch up amount.
- Automatic escalation
This exists for workers whose plan raises the contribution percent by a step each year unless the worker changes it.
- Plan loans
This exists for a worker whose plan allows loans against the vested balance, which many 401(k), 403(b), and TSP plans do.
- Hardship withdrawals
This exists for a worker still employed whose plan allows withdrawals for an immediate and heavy financial need, under conditions the IRS lists.
- The employee stock purchase plan discount
This exists for a worker whose employer offers an employee stock purchase plan that sells company shares at a discount through payroll.
- Nonqualified deferred compensation
This exists for higher earners, usually executives and senior staff, whose employer offers a plan to defer salary or bonus beyond what a 401(k) allows.
- The dependent care FSA
This exists for a working parent, or a worker who cares for a dependent who cannot care for themselves, whose employer offers a dependent care flexible spending account.
- The health FSA and its use it or lose it rule
This exists for a worker whose employer offers a health flexible spending account for medical, dental, and vision costs.
- The commuter benefit
This exists for a worker whose employer offers transit passes or parking paid from pay before tax.
- Group life and disability insurance through work
This exists for a worker whose employer offers group term life insurance and short or long term disability coverage as benefits.
- The health savings account
This applies when a person is covered by a qualifying high deductible health plan and has no other disqualifying coverage, which opens the door to a health savings account.
- Leaving a job: the four things that can happen to the old plan
This applies when a worker leaves an employer and has a balance in that employer's retirement plan.
- The rule of 55
This applies when a worker leaves an employer in or after the year they turn 55 and takes money from that employer's plan before 59 and a half.
Own accounts
- The traditional IRA and the deduction phase out
This exists for anyone with earned income who opens an IRA on their own, and especially for a worker who also has a plan at work, since that changes whether the contribution is deductible.
- The Roth IRA and its income phase out
This exists for anyone with earned income below the Roth income lines who wants an account where qualified withdrawals come out tax free.
- The backdoor Roth and the pro rata rule
This exists for a person whose income is above the Roth IRA phase out and who has no pretax money in any traditional IRA.
- The spousal IRA
This exists for a married couple filing jointly where one spouse has little or no earned income and the other spouse earns enough to cover both contributions.
- IRA catch up at 50
This applies when a person who contributes to a traditional or Roth IRA turns 50 during the year, which adds a catch up amount to the yearly cap.
- Roth conversions and the low income year
This exists for a person with pretax money in a traditional IRA or old workplace plan, and it matters most in a year when income is unusually low.
- The saver's credit
This exists for a person with modest income who puts money into an IRA, a workplace plan, or an ABLE account during the year.
- The two Roth five year rules
This applies when a person holds a Roth IRA and takes money out, since two separate five year clocks decide whether earnings and converted amounts come out free of tax and penalty.
- The early withdrawal penalty and its exceptions
This applies when a person under 59 and a half takes money out of an IRA, since the withdrawal is taxed and usually carries a 10 percent addition unless one of the listed exceptions fits.
- Required minimum distributions and their start age
This applies when a person with a traditional IRA, SEP, SIMPLE, or workplace plan reaches the age at which the law requires yearly withdrawals.
- Inherited IRAs and the ten year rule
This exists for anyone who inherits an IRA or workplace plan balance, and the rules differ for a spouse, a minor child, and most other heirs.
- I bonds and Treasury bills through TreasuryDirect
This exists for a person holding cash they do not need for a while, who wants to know what the Treasury sells directly to individuals.
- FDIC and NCUA insurance limits and ownership categories
This exists for anyone with money in a bank or credit union, and especially for a person whose balances at one institution are approaching the insured amount.
Self employed and owners
- The SEP IRA
This exists for a self employed person or a small business owner who wants a retirement plan funded by the business with almost no paperwork.
- The solo 401(k) and its two sides
This exists for a self employed person or business owner with no employees other than a spouse, who can wear both the employee and employer hats in one plan.
- The SIMPLE IRA
This exists for a small business with 100 or fewer employees that wants a plan where workers defer from pay and the employer makes a required match or contribution.
- Defined benefit and cash balance plans at high income
This exists for a business owner or self employed professional with high, steady income who has already filled a 401(k) and wants a much larger deductible contribution.
- The qualified business income deduction
This exists for a sole proprietor, partner, S corporation owner, or landlord with business income that flows onto a personal return.
- The self employed health insurance deduction
This exists for a self employed person, partner, or more than 2 percent S corporation owner who pays for their own health insurance and is not eligible for a plan through a spouse's employer.
- The deduction for half of self employment tax
This exists for anyone who pays self employment tax on freelance, gig, or business income reported on Schedule C or from a partnership.
- The home office deduction, simplified and regular
This exists for a self employed person who uses part of their home regularly and exclusively for business, and it is not available to employees working from home.
- Vehicle deductions and depreciation recapture
This exists for a self employed person who drives for the business, whether in a car used for work only or one shared with personal life.
- Equipment expensing: Section 179, bonus depreciation, and recapture
This exists for a business owner who buys equipment, computers, vehicles, furniture, or software and wants to know how fast the cost can be deducted.
- The retirement plan startup credit
This exists for a small employer with at least one employee who is not the owner or a spouse, starting a SEP, SIMPLE, or 401(k) for the first time.
- Entity choice and the reasonable salary question
This exists for a business owner with steady profit who is weighing a sole proprietorship, an LLC taxed as a partnership, or an S corporation election.
- Quarterly estimated taxes and the safe harbor
This applies when a person expects to owe at least $1,000 of federal tax beyond what is withheld, which is the usual case for self employed people and those with large investment income.
- Hiring a spouse or child in the business
This exists for a business owner whose spouse or child does real work for the business, which the law treats as employment with some payroll tax differences for family.
- The 1099 versus W2 line
This exists for anyone paying or being paid for work, since the law decides whether the worker is an employee or an independent contractor based on the relationship, not the label on the contract.
Family
- The child tax credit and its phase out
This exists for a parent or guardian who claims a child under 17 as a dependent.
- The additional child tax credit, the refundable part
This exists for a working parent whose child tax credit is larger than the income tax they owe.
- The earned income credit
This exists for a worker with modest earnings, with or without children, who meets the income and residency tests.
- The child and dependent care credit
This exists for a parent who pays for care of a child under 13, or of a dependent who cannot care for themselves, in order to work or look for work.
- The adoption credit
This exists for a person who paid adoption costs for a child, or who adopted a child the state has identified as having special needs.
- 529 plans and the state deduction
This exists for anyone saving for a child's or their own schooling who wants the growth to be free of tax when it pays for education.
- The 529 to Roth IRA rollover
This exists for a family whose 529 has money left over after schooling and a beneficiary with earned income.
- A custodial Roth IRA on a child's earned income
This exists for a parent whose child has wages or self employment income from a real job.
- ABLE accounts for a family member with a disability
This exists for a person whose disability began before an age set in law, and for the family members who save for them.
- The kiddie tax on a child's investment income
This applies when a child under 18, or a full time student under 24, has investment income above a line set each year.
- Filing jointly or separately when married
This applies when a person is married on the last day of the year and has to pick one of two filing statuses.
- Head of household rules
This exists for an unmarried person who pays more than half the cost of a home where a child or other qualifying person lives.
- The marriage penalty and bonus in the brackets
This applies when two people marry and their combined tax goes up or down compared with filing as two singles.
- Claiming a parent or other adult as a dependent
This exists for a person who supports a parent, an adult child, or another relative with little income of their own.
- The credit for other dependents
This exists for a person who claims a dependent who does not qualify for the child tax credit, such as a child 17 or older or a parent.
- The gift tax annual exclusion and lifetime exemption
This applies when a person gives money or property to another person without getting something of equal value back.
- Social Security spousal and survivor benefits
This exists for a spouse, former spouse, or widow or widower of a worker who paid into Social Security.
Education
- The American Opportunity credit
This exists for a student, or the parent claiming the student, in the first four years of college who is enrolled at least half time.
- The Lifetime Learning credit
This exists for a student at any level, including graduate school and single courses for job skills, with no limit on the number of years.
- The student loan interest deduction and its phase out
This exists for a person paying interest on a loan taken out for their own, a spouse's, or a dependent's education.
- Employer education assistance
This exists for a worker whose employer runs a written educational assistance program.
- Income driven repayment plans and filing status
This exists for a borrower with federal student loans whose monthly payment is set by income rather than by the loan balance.
- Public Service Loan Forgiveness
This exists for a borrower with Direct federal loans who works full time for a government or a nonprofit employer.
- The tax treatment of scholarships and the room and board line
This applies when a student receives a scholarship, fellowship, or grant and part of it covers something other than tuition.
- Coverdell education savings accounts
This exists for a family saving for a child's schooling, from kindergarten through college, with modest yearly amounts.
Home and life
- The mortgage interest deduction and the itemize or standard question
This exists for a homeowner paying interest on a mortgage, and it only matters when itemized deductions pass the standard deduction.
- Property tax and the state and local tax cap
This applies when a person itemizes and pays state income tax, local income tax, sales tax, or property tax.
- The home sale exclusion and its ownership and use test
This exists for a person who sells a home they owned and lived in as their main home for at least two of the last five years.
- Home energy credits
This exists for a homeowner who installs qualifying energy efficient improvements or clean energy equipment in a home they live in.
- The medical expense deduction floor
This applies when a household's unreimbursed medical costs in a year are large relative to its income and it itemizes.
- Charitable giving with cash versus appreciated stock
This exists for a person who gives to charity and holds investments that have grown in value.
- Bunching deductions and donor advised funds
This exists for a person who gives steadily but whose itemized deductions fall just short of the standard deduction each year.
- Qualified charitable distributions from an IRA
This exists for an IRA owner age 70 and a half or older who gives to charity.
- Health insurance marketplace premium tax credits by income
This exists for a person who buys health insurance through the marketplace and has household income within the range the law sets.
- Medicare premium surcharges based on income from two years back
This applies when a person on Medicare had income two years earlier above a line the law sets.
- Casualty losses in a federally declared disaster
This applies when a person's home or property is damaged or destroyed in an area the President declares a disaster.
- Moving between states and part year residency
This applies when a person moves their home from one state to another during a tax year.
- Renting out a room or a home, Schedule E basics and the 14 day rule
This applies when a person rents out a room, a unit, or a whole home, whether for a weekend or the whole year.
- The standard deduction and the extra amount at 65
This exists for every filer, since the standard deduction is the amount of income that goes untaxed before itemizing is considered.
Investing and taxes
- Long term versus short term capital gains rates
This applies when a person sells an investment outside a retirement account for more than they paid.
- Tax loss harvesting and the wash sale rule
This applies when a person sells an investment in a taxable account at a loss and buys something similar within a window set in law.
- Tax gain harvesting in a low bracket year
This applies when a person's taxable income for the year sits low enough that long term gains fall in the 0 percent band.
- Qualified dividends
This applies when a person receives dividends from stocks or funds in a taxable account.
- The net investment income tax line
This applies when a person's modified adjusted gross income passes a line set in law and they have investment income.
- Municipal bond interest at high rates
This exists for a person in a high tax bracket who holds bonds or bond funds in a taxable account.
- Asset location between account types
This exists for a person who holds investments in more than one kind of account, such as a taxable brokerage account, a traditional IRA or 401(k), and a Roth.
- Cost basis methods, specific identification versus average cost
This applies when a person sells part of a holding bought at different times and prices in a taxable account.
- The step up in basis at death
This applies when a person inherits stock, a home, or other property from someone who has died.
- Employer stock in a plan and net unrealized appreciation
This exists for a worker who holds their employer's stock inside a 401(k) or similar plan and is leaving the company or retiring.
- Restricted stock units and the tax at vesting
This exists for a worker whose employer grants restricted stock units that vest on a schedule.
- Incentive stock options and the alternative minimum tax
This exists for a worker granted incentive stock options who exercises them and holds the shares.
- Social Security taxation by combined income
This applies when a person receiving Social Security benefits has other income, including tax exempt interest, above a line written in law.
- Social Security claiming age, 62 to 70
This exists for a person approaching retirement who can start Social Security retirement benefits at any month from age 62 to 70.
- Backup withholding and the W9
This applies when a person opens a brokerage or bank account, or does contract work, and is asked to certify their taxpayer number on a W9.
- Fund expense ratios and what a fee compounds to
This exists for anyone who holds a mutual fund or exchange traded fund in any account, since every fund charges a yearly percent of its assets.
Protection
- Term life insurance sized to dependents and years
This exists for a person whose income supports a spouse, children, or others who would be left short if that income stopped.
- Disability insurance, short term, long term, and own occupation
This exists for a worker whose household depends on their paycheck and who could be unable to work for months or years after an illness or injury.
- Umbrella liability coverage
This exists for a person whose savings, home equity, or future wages exceed the liability limits on their auto and home policies.
- Beneficiary designations that override a will
This applies when a person holds a retirement account, life insurance policy, annuity, or bank account with a payable on death form.
- A will, powers of attorney, and a health care directive
This exists for every adult, since state law decides who inherits and who makes decisions for a person who has not written it down.
- Renters insurance
This exists for a person who rents, since the landlord's policy covers the building and not the renter's belongings or liability.
- The identity protection PIN from the IRS
This exists for any taxpayer, and it stops a thief from filing a return under that person's Social Security number.
Behavior
- The emergency cushion, months of expenses in a boring place
This exists for anyone with bills that continue when income stops, which is almost everyone.
- High interest debt and the arithmetic of paying it versus investing
This applies when a person carries a balance at a high interest rate while also having money that could be saved or invested.
- The match before anything else, as arithmetic
This exists for a worker whose plan matches contributions and who is deciding where the first saved dollars go.
- The fee on every fund over a working life
This exists for anyone contributing to funds for decades, since a yearly fee compounds against the saver the same way returns compound for them.
- Automatic transfers and paying yourself first
This exists for anyone who finds that money left in a checking account at month's end is less than they meant to save.
- The waiting period before a large purchase
This exists for anyone who has bought something large on impulse and regretted it, which describes most adults.
- Checking a credit report for free
This exists for every adult with a credit history, since federal law gives a free report from each of the three bureaus.