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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

Education

Home and life

Investing and taxes

Protection

Behavior