Strategy

How to choose between accounts, and make the most of the one you open.

20 guides

Opening an account is the easy part. The harder questions come after: which one for which goal, whether to split across several, how a custodial account affects financial aid, and what to do when the answer that was right at birth stops being right at fourteen.

This is where the trade-offs live. A 529 is efficient until your kid skips college. A UTMA is flexible until an 18-year-old can spend it on anything. Grandparent contributions behave differently depending on where they land. None of it is a gotcha — just consequences that are cheaper to understand early.

These guides compare the realistic options side by side, including the ones where the answer is a competing product rather than ours. Nothing here is financial advice; it's the map of the terrain, so the conversation with your advisor starts further along.

Latest6-min read · Aug 12, 2026

Your Kid Got a Scholarship: What Happens to the 529?

A scholarship doesn't trap the money. The penalty exception that matches the award, what tax you still owe, and four alternatives.

Read the guide
Strategy7 min

What If Your Kid Doesn't Go to College? Your 529 Options

The fear that stops parents opening a 529 at all. Beneficiary changes, the Roth rollover, and what a non-qualified withdrawal actually costs.

Read
Strategy6 min

Which Account Should You Spend First?

A 529, a UTMA and some cash. Which pays for what, in what order — and why the answer changes as your kid nears college.

Read
Strategy6 min

How to See All Your Kid's Investment Accounts in One Place

UTMA, 529, Roth, brokerage, savings — a kid's money usually ends up scattered across separate logins. How to bring every account into one view your child can actually follow.

Read
Strategy8 min

Best Investing & Financial Education Apps for Kids in 2026

Greenlight, Acorns Early, Stockpile, Fidelity Youth, Khan Academy — not the same kind of thing. The five categories, and how to pick by goal.

Read
Strategy5 min

Greenlight Alternatives for Investing: 3 Better-Fit Options

Greenlight is a great card. If your goal is investing, here are the three types of alternative that fit better — and how each compares.

Read
Strategy7 min

How to Use MemoryBank to Teach Kids About Money

Hand a kid their own real money and let it teach. The MemoryBank method, feature by feature — visibility, Penny the AI mentor, a weekly money-word quiz, goals, and a family leaderboard.

Read
Strategy5 min

How to Start Investing as a Teenager

Your one unbeatable advantage as a teen investor is time. How custodial accounts work, the two to know, and the five steps to actually start.

Read
Strategy5 min

How to Make Money as a Teen

Every 'make money as a teen' list stops at getting the cash. Here are the ways to earn — plus the step that actually changes your life: investing a slice of it.

Read
Strategy4 min

How to Make Money as a Kid

Kids make real money all the time. The easiest ways to start — neighborhood jobs, selling, skills — plus the smart move: save a slice and let it grow.

Read
Strategy8 min

How to Build Your Kid's First Investment Portfolio

Four calm decisions — the account, a diversified core, a small automatic contribution, and a story your kid can hold onto. No stock-picking required.

Read
Strategy8 min

What Is the FIRE Movement? A Plain-English Guide (and the Kid Angle)

Financial Independence, Retire Early — the 4% rule, the flavors of FIRE, and why the biggest advantage of all is the one a kid has the most of: time.

Read
Strategy7 min

Grandparent 529 vs. UTMA: Which Is Better for a Grandchild?

529 or UTMA for a grandchild? Control vs. flexibility, the tax and financial-aid differences, and a simple rule for choosing between them.

Read
Strategy8 min

Saving and Investing for Grandchildren: Which Account Is Right?

Thinking "savings account"? How a grandchild's money actually grows — savings vs. 529 vs. UTMA vs. Roth, the grandparent tax and aid angles, and how to open one.

Read
Strategy7 min

529 vs. UTMA: Which Custodial Account Is Right for Your Kid?

The two most common kids' accounts, head to head — taxes, flexibility, control, and aid. And why many families use both.

Read
Strategy7 min

How to Start Investing for Your Child: A Step-by-Step Guide

The five-step sequence — pick the account, open it, fund it, invest simply, let it ride — and why starting is everything.

Read
Strategy10 min

Coast FIRE for Kids: Could You Set Your Child Up to Never Worry About Money?

The question every parent secretly asks — and the compounding math that gets surprisingly close to yes when you start at birth.

Read
Strategy8 min

Trump Accounts vs. 529 vs. Roth IRA: Which One for Your Kid?

Three powerful accounts, side by side — on taxes, flexibility, control, and what each is actually best at.

Read
Strategy8 min

How Custodial Accounts Affect Financial Aid (FAFSA)

Student vs. parent assets, how the new SAI treats each account, and why the wrapper matters more than the balance.

Read
Strategy7 min

529 vs. Roth IRA for Kids: Which Long-Term Account Wins?

Both are tax-advantaged. They optimize for completely different futures — here's the honest tradeoff.

Read

Other topics

The rest of the library, grouped the same way.

Stay in the loop

Occasional updates on new guides and product news — that’s it.

No spam, ever. Unsubscribe in one click. We'll never share your email.