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The Money Milestones Toolkit

Six milestones between
you and a work-optional life.

Simple, private calculators for every stage of the climb — build your first buffer, clear every debt, and grow into a retirement you can count on. Your numbers are saved only on this device.

Answer five quick questions (or peek at an example household) and every calculator fills itself — no re-typing, and your numbers never leave this device.

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Milestones achieved
Progress saves automatically as you work
4
Advanced tools
Retirement, Roth conversion, Social Security & withdrawal-order planning
1,000
Market simulations
Behind every retirement plan you run
100%
Private
No accounts, no uploads — your numbers stay with you
The six milestones
1

Save $1,000 starter emergency fund

A small buffer so life's surprises don't send you back into debt.

2

Pay off all debt (except the house)

List every debt and build a debt-snowball payoff plan with extra payments.

3

3–6 months of expenses saved

A fully funded emergency fund, sized to your income and job security.

4

Invest 15% for retirement

Categorize funds into Growth, Growth & Income, Aggressive Growth, and International — and check your whole-portfolio mix.

5

Save for your kids' college

Compare 529, UTMA/UGMA, Trump account, and brokerage options.

6

Pay off your home early

See how extra payments shrink your mortgage payoff date and interest.

Advanced tools
R

Roth Conversion Planner

Should new savings go pretax or Roth — and should you convert? A detailed year-by-year tax, RMD, and Social Security ledger.

S

Social Security Optimizer

Claim at 62, full retirement age, or 70? Compare monthly checks, lifetime totals, and the break-even ages where waiting starts to win.

W

Withdrawal Order Optimizer

Which account should you spend from first — pretax, Roth, or brokerage? Finds the tax-smart drawdown order and gives you a year-by-year plan to follow.

P

Retirement Planner

Your full household plan — accounts, Social Security, pensions, and spending — run through 1,000 Monte Carlo market simulations with taxes, RMDs, and your mortgage modeled.

Prefer a human?

Review my situation

Put your whole picture — numbers, goals, questions — in one form (your profile fills most of it) and send it in for a personal review.

Set it once

Your profile

Enter your details here once, and they flow into every calculator — the retirement planner, Roth conversions, Social Security, and the withdrawal optimizer. No more re-typing your age, savings, and Social Security in each tool. Everything stays in your browser.

About you

Current age
Retirement age
Annual income (gross)
You
Spouse

Social Security

Benefit at full retirement ($/mo)
Claim at age
You
Spouse

Don't know your Social Security benefit? Look it up on your statement at ssa.gov/myaccount, or leave it and refine later.

Pensions (if any)

Pension ($/mo)
Starts at age
You
Spouse

Enter it before tax (gross). Pensions are held flat — no cost-of-living increases, the common case for private pensions — and start at that person's retirement age if you leave the start age blank.

Other income in retirement

Rental income, a side hustle, part-time work, royalties — anything besides Social Security and pensions. Today's dollars; we grow it with inflation.

Use it everywhere

Your profile fills each calculator automatically the first time you open it. You can also push it into all of them right now — and any tool where you've already entered numbers shows a "Fill from my profile" button so you stay in control.

Saved automatically as you type.

Want a human to look it over?

Send your full picture — numbers, goals, and questions — for a personal review. Your profile fills the form automatically.

Milestone 1

Save your $1,000 starter fund

Before you attack debt, stash a small starter emergency fund. It keeps a flat tire or a vet bill from becoming new debt. Track your progress here.

The classic starter goal is $1,000, but set whatever fits you. Add what you can set aside each week or month to see your finish date.

Milestone 2

Pay off all your debt

List every debt except your mortgage. Enter the balance, interest rate, and how long is left — we'll figure the minimum payment. Add any extra you can throw at a loan, and we'll build a debt-snowball plan: as each debt is cleared, its payment rolls onto the smallest remaining balance.

Debt nameBalanceRate % Time leftExtra /mo
Milestone 3

Build your full emergency fund

Once you're debt-free, save 3–6 months of living expenses in a plain savings account. How many months? It depends on how steady your income is — more earners and a more secure job mean you can lean toward 3; a single income or shaky work means aim for 6.

The essentials: housing, food, utilities, insurance, transportation, minimum payments.

Variable = commission, self-employed, seasonal, one-income risk, or a shaky industry.

target · months of expenses
4 months
3 months6 months

Add what you can set aside each week or month to see your finish date.

Milestone 4

Invest 15% for retirement

Figure out how to split 15% of your income across the right accounts, then categorize the funds you pick and check your whole-portfolio mix.

How to invest your 15%

Enter your income and 401(k) match. We'll follow the match-first order: capture the full employer match first, then max out your Roth IRA(s), then put any remainder back in the 401(k), and finally a taxable brokerage account for anything left over.

The 15% target is based on your combined household income.

Married households can fund two Roth IRAs.

At 50+, the per-person Roth IRA limit rises to the catch-up amount.

No match? Leave "up to" blank or 0 — we'll send you straight to a Roth IRA.

No match at the spouse's job? Leave it blank or 0.

Contribution limits (edit for the current tax year)

Defaults reflect the Roth IRA limit and its 50+ catch-up. Update them for the current tax year.

The four investing categories

This plan spreads your stock investing across four kinds of funds — a common approach is to put about 25% of your investing into each. Here's what each one means.

Growth

Large-cap U.S. growth stocks

Big, well-established American companies whose earnings are growing quickly — often large technology and consumer names. They tend to pay little or no dividend because they reinvest profits to keep expanding. More ups and downs than Growth & Income, with strong long-term potential.

Growth and Income

Large-cap U.S. value & dividend stocks

Large, steady "blue-chip" American companies that pay reliable dividends. They grow more slowly but hold up better in downturns — the dividends add income and smooth out the ride. The calmest of the four stock categories.

Aggressive Growth

Small- & mid-cap U.S. companies

Smaller American companies with lots of room to grow. These have the biggest swings of the four — the highest potential return, but the highest risk too. Often labeled "small-cap" funds.

International

Companies based outside the U.S.

Foreign stocks across developed and emerging markets. Adds geographic diversification, so your retirement isn't riding on the U.S. economy alone.

Bonds, target-date, balanced, and single-sector funds don't fit these four stock categories — the categorizer flags those separately.

Look up a fund

Enter one or more tickers to see how each breaks down across the four categories.

Separate multiple tickers with commas or spaces (up to 25). Covers about 5,500 mutual funds and ETFs — every share class from Vanguard, Fidelity, Schwab, iShares, SPDR, American Funds, T. Rowe Price, Invesco, Dodge & Cox, JPMorgan, PIMCO and Franklin Templeton — categorized from Morningstar data.

Your whole portfolio

Enter each investment you hold and roughly how much money is in it. You'll get the percent of your total portfolio in each of the four categories — weighted by dollars, including anything that falls outside the four.

TickerAmount ($)
Milestone 5

Save for your kids' college

Once you're investing 15% for retirement, start setting money aside for your children's education. First things first:

Let us know if you have kids to see your college-savings options.

Milestone 6

Pay off your home early

Enter your mortgage, then add any extra payments to see how much sooner you'd be mortgage-free and how much interest you'd save.

These two fill in automatically from your loan details — the payment from the standard amortization formula, the balance from how far into the loan you are. Override either if your real numbers differ (e.g. you've already been paying extra). Use principal + interest only, not the total with taxes/insurance escrow.

Extra payments

This is where the magic happens — every extra dollar goes straight to principal.

Advanced tool

Retirement planner

Enter your household, accounts, Social Security, and any pension or other income. We'll run 1,000 market simulations, chart the range of outcomes, and suggest ways to strengthen your plan.

Simulation settings

Your household, accounts, and spending come from your profile — edit them there (or with the "Your profile" button in the corner) and they flow here automatically. Below: only what's specific to the simulation itself.

Simulation settings

Portfolio risk sets the average return and volatility the 1,000 market simulations draw from.

Assumptions (edit if you like)

Returns are drawn from a normal distribution each year (nominal). While anyone in the household is still working, the portfolio grows at the higher pre-retirement return; once you've both retired it switches to the (usually more conservative) in-retirement return — most people de-risk as they stop earning. Picking a risk level sets both returns & volatility. Leave the retirement return blank to use one rate throughout.

Bonus tool

Social Security optimizer

Claim at 62 and collect longer, or wait for a bigger check? Enter your benefit at full retirement age and compare monthly checks, lifetime totals, and the break-even ages where waiting starts to win. Benefits grow each year with a cost-of-living adjustment (COLA), and in married mode we factor in spousal benefits — including collecting on your own record first, then stepping up to the spousal amount once your higher-earning spouse claims.

Your numbers

Your benefit at full retirement age is on your Social Security statement at ssa.gov/myaccount — the "at full retirement age" figure.

Current age
Benefit at full retirement ($/mo)
Plan to age
You
Spouse

Your monthly check at each claiming age

Early claiming shrinks your check permanently; each year you wait past full retirement age adds 8% until 70. The highlighted age collects the most by your plan-to age.

Lifetime benefits & break-even ages

Benefits by age, grown each year by your COLA assumption. Toggle between the chart and a year-by-year table of the yearly check and the running total for each strategy. On the chart, where the lines cross is the break-even — live past it and the later claim wins.

Includes the annual COLA, spousal benefits (the lower earner's own reduced check plus a spousal top-up — the excess of half the higher earner's full-retirement amount over the lower earner's own; both parts are permanently reduced for claiming before full retirement age, so claiming early on your own record means the eventual spousal total is below a full 50%), and the survivor step-up. It doesn't model taxes, the earnings test if you claim while still working, or benefits from an ex-spouse. For the full household picture with taxes and withdrawals, use the Retirement planner (Milestone 7).

What it means for you

Choose your claiming strategy

Pick the one you'll actually follow — it sets the claim ages across the profile, the retirement planner, and the withdrawal optimizer, and flows into your Put It All Together plan.

Advanced tool

Tax-smart withdrawal optimizer

In retirement, which account you spend from first can change your lifetime tax bill by tens of thousands. This tool tests several drawdown orders — conventional, Roth-first, and "fill the low bracket" strategies — factoring in federal and state taxes, the taxation of Social Security, and RMDs, then hands you a year-by-year plan you can actually follow.

Your household

Current age
Withdrawals begin
Plan to age
You
Spouse

Portfolio withdrawals begin once you've both retired (while either of you still earns, we assume wages cover spending and the accounts simply grow). After the first plan-to age, the survivor keeps the larger Social Security benefit and taxes switch to single filing — the "widow's penalty" this tool is built to help you get ahead of.

Social Security

Each person's benefit at full retirement age, in today's dollars. The check you actually receive scales with the claiming age — permanently smaller before full retirement age, 8%-a-year bigger up to 70.

At full retirement ($/yr)
Claim at age
You
Spouse

Claiming age × withdrawal order — optimized together

When you claim changes your taxes, and your withdrawal order changes what claiming age is worth — so we test them together: each claiming age gets its own freshly optimized withdrawal strategy. Select a row to lock in both.

Computing combinations…

Accounts

Household totals — combine both spouses' balances into each bucket; the plan draws from the household total.

Account
Balance
Adding ($/yr)
Pretax — 401(k) / traditional IRA
Roth
Taxable brokerage
Brokerage cost basis (% of value)

Contributions are added each year while either of you is still working, and stop once withdrawals begin.

Assumptions & mortgage

The mortgage payment is held at its fixed dollar amount (mortgages don't grow with inflation) and drops out of your spending automatically from the payoff year on. It fills from your profile if you've entered the loan there.

The tax-smart order for you

How the strategies compare

Your year-by-year withdrawal plan

The recommended order, year by year — how much to pull from each account.

Educational estimate. Federal 2026 brackets + your state's own bracket schedule, Social Security provisional-income taxation, RMDs at 73/75, married→single filing after the first death, the extra standard deduction and the OBBBA senior bonus deduction for filers 65+ (the bonus applies 2025–2028 and phases out at higher incomes), and long-term capital gains on brokerage sales (including the 0% bracket — gains stack on top of ordinary income, so gains under the 0% capital-gains ceiling are tax-free) are modeled; IRMAA, NIIT, the earnings test, and in-year timing are not. "Money left at end" counts every account at face value — dollars still in pretax accounts would owe ordinary income tax when eventually withdrawn by you or your heirs. Confirm with a tax professional.

The capstone

Put it all together

Your Social Security claiming strategy, your Roth conversion strategy, and your tax-smart withdrawal order — assembled into one plan you can follow (and hand to your spouse, your kids, or your advisor). Set each strategy in its own tool; this page reflects whatever you've chosen there, live.

Opens your browser's print dialog — choose "Save as PDF" as the destination.

Your household

Step 1 · What you're saving — Roth or Pretax

Compare the two on the Roth planner's Pretax vs. Roth tab, then click Select there.

Step 2 · Roth conversions

Loading your conversion strategy…

Change the conversion strategy in the Roth Conversion planner.

Step 3 · When to take Social Security

Fine-tune claiming ages in the Social Security optimizer, or pick a claiming-age × withdrawal combo in the SS × Withdrawals tool.

Step 4 · What accounts to draw from, when

Pick a different order or objective in the Withdrawal Order optimizer.

Your year-by-year action plan

From the first retirement on — what to pull from each account, and the tax each year triggers.

Fine print

This plan combines three educational estimates computed with 2026 federal tax law (progressive brackets, senior deductions, Social Security provisional-income taxation, the 0% capital-gains bracket, RMDs, married→single filing after the first death) and your state's bracket schedule. The withdrawal table and the Roth conversion schedule are computed by separate engines — conversions aren't overlaid on the withdrawal rows. Nothing here is investment, tax, or legal advice; confirm the details with a professional before acting. Generated by Alter Capital (altermilestones.com) — your numbers never left your browser.

A human look

Review my situation

Put your whole picture in one place — most of it fills in automatically from your profile — add your questions, and hit Submit. It goes straight to a private review inbox, and you'll hear back at the email you leave below.

How to reach you

Your household

Income, saving & Social Security

Assets, mortgage & spending

Questions / other pertinent information

Anything the numbers don't capture — goals, worries, pensions, health, inheritances, business interests, weird situations. The more context, the better the review.

Send it

Submitting sends everything above to a private review inbox — this is the one feature on this site where your numbers leave your browser, and only when you click Submit. You'll get a reply at the email you entered.

Bonus tool

Roth Conversion Planner

Should new savings go pretax or Roth — and should you convert pretax money to Roth, and how much? This detailed planner runs your plan year by year with taxes, brackets, RMDs, and Social Security. Your inputs stay in your browser.

Your journey
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