Habits
Allowance that teaches something
An allowance handed over with no strings teaches that money appears. Tie some of it to work and some of it to nothing, because both are true about adult life.
- Pay for jobs, not for existing
- Let them buy something bad with it
- Do not rescue the empty envelope
Habits
Save, spend, give
Three containers, decided before the money arrives. The point is not the ratio. The point is that the decision happens first rather than at the checkout.
- Works from about age four
- Physical jars beat an app early on
- Revisit the split once a year
Banking
Their first real bank account
A custodial checking account with a debit card, opened while you can still watch what happens. Overdrafting at fifteen costs thirty dollars. At twenty five it costs a car loan.
- Custodial account until eighteen
- Turn on low balance alerts
- Let them reconcile it monthly
College
529 plans
Still the most efficient way to save for education. Growth is tax free when it goes to qualified expenses, most states add a deduction, and there are no annual contribution caps.
- State tax deduction in many states
- Unused funds can roll to a Roth, with limits
- Transferable between siblings
New in 2026
Trump Accounts
Formally Section 530A accounts. Launched July 4, 2026 for any US citizen child under eighteen with a Social Security number, and there is free money on the table for the youngest ones.
- $1,000 federal seed if born 2025 to 2028
- $5,000 combined annual limit in 2026
- No withdrawals until eighteen
Insurance
Juvenile whole life and IUL
A policy on a child locks in insurability for life and builds cash value they can reach at any age. It is a real tool with a narrow job, and it is oversold constantly.
- Guarantees they can get coverage later
- Cash value with no age 59 rule
- Read the comparison below first
Work
The first job and the first paycheck
The W-4, the gap between gross and net, and why a chunk vanished. Fifteen minutes at the kitchen table here prevents a decade of confusion about withholding.
- Fill out the W-4 together
- Show them the whole pay stub
- Open the account before day one
Retirement
Custodial Roth IRA
Once a teenager has earned income, this is the strongest retirement dollar available to them. Contributions come out tax free later and the runway is fifty years long.
- Requires real earned income
- You can match what they earn
- Contributions withdrawable anytime
Life skills
Interviews and what school skips
How to shake a hand, answer the question actually asked, write the follow up, and quit a job without burning the reference. None of this is on a transcript.
- Practice out loud, not on paper
- Have an answer for the weakness question
- Send the note within a day
Health
Coming off your plan at 26
The day they turn 26 they lose your coverage, and it is one of the few insurance deadlines with a fixed date years in advance. Almost nobody puts it on a calendar.
- Losing your plan opens a special enrollment window
- Compare the employer plan against the marketplace
- Missing the window can mean waiting until January
Work
Their first benefits enrollment
A packet lands on their desk in week one with a deadline and no explanation. Most people pick whatever sounds familiar and live with it for a year.
- Group life is rarely enough on its own
- Disability is the one most people skip
- Match the retirement contribution before anything else
Retirement
A Roth in their own name
The custodial account converts to theirs at the age of majority. From there it is their decision, and the math will never be this favorable again.
- Contributions capped by what they earn
- Contributions come out anytime, tax free
- Forty years of compounding is the whole advantage
Insurance
Locking in insurability while it is cheap
A twenty four year old in good health can buy coverage at a price they will never see again, and lock in the right to keep it regardless of what happens later.
- Cost per thousand is lowest it will ever be
- Convertible term protects future options
- Health changes are the risk, not age
Insurance
When someone starts depending on them
A marriage, a mortgage, a baby. The moment another person is counting on that income is the moment term life stops being optional.
- Size it to the obligation, not a rule of thumb
- Beneficiary forms filled in from day one
- Revisit after every one of those events
Habits
Surviving the first real paycheck
Lifestyle expands to fill income within about two months. What gets automated before that happens tends to stick for a decade.
- Automate savings before the spending sets
- Build credit deliberately, not accidentally
- Emergency fund before investing anything