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Pillar 06 · Generational Wealth Basics

Wills, beneficiaries, retirement —
in order, in plain English.

HSA, 401(k), Roth, 529, term life, beneficiaries, wills. The boring stuff that quietly compounds for the next generation.

The number

11

wealth-building moves we sequence into a coherent plan

Illustrative outcome target for this pillar. Not a guarantee — your results will vary based on your situation.
The problem

Retirement keeps getting postponed to next year.

Here's what this actually feels like — and the specific move Boss Finances makes about it.

The problem

You haven't started investing for retirement because you don't know which account comes first — or you're leaving the employer match on the table.

How Boss Finances solves it

The account priority sequencer puts them in order for your income and debt: match, HSA, Roth, 529, taxable. Every dollar of unclaimed match gets flagged.

The problem

Nothing is documented, so wealth never actually reaches the next generation.

How Boss Finances solves it

A beneficiary audit across every account, term-life math without a commission attached, and plain guidance on when you need a will versus just a designation.

Where investing lives

Boss Finances gets your accounts sequenced, funded and documented. When you're ready to pick investments and place trades, that's Boss Investors — the platform in the Boss family built for portfolios.

Visit Boss Investors
What's inside

Everything you need for generational wealth.

Straight answer on timing: every feature below is live in the member portal today. No roadmap items, no placeholders in this pillar.

Account priority sequencer

Live now

401(k) match → HSA → Roth → 529 → taxable. Tuned to your income, your debt, your goals.

Beneficiaries audit

Live now

Most people set them once, never update. We surface every account, every beneficiary, every gap.

Term life calculator

Live now

How much, for how long, at what cost. Plain math, not commission-driven advice.

Will & estate basics

Live now

When you need a will vs. just beneficiaries. State-by-state guidance. Lawyer recs when warranted.

How it works

Three steps. No fluff.

Step 01

Capture every account

Retirement, brokerage, life insurance, HSA — one map.

Step 02

Fix the gaps

Missing beneficiaries, underfunded match, wrong order. We sequence the fixes.

Step 03

Review annually with Boss Money AI

Life changes — kids, marriage, new job — auto-trigger a review.

Common questions

Specifics, not slogans.

What order should I fund my accounts in?
There's a widely-used general sequence, and we tune it to your situation: first capture any 401(k) employer match (it's free money), then knock out high-interest debt, then build your emergency fund, then fund tax-advantaged accounts like an HSA and Roth IRA, then a 529 if you're saving for a child's education, and finally a regular taxable brokerage for anything beyond that. The exact order shifts based on your income, your debt, and your goals — which is what the account priority sequencer is for. This is general education, not personalized investment advice.
Do I really need a will, or are beneficiaries enough?
It depends on what you own and your family situation. Many accounts — retirement plans, life insurance, and "payable on death" bank accounts — pass directly to whoever you name as beneficiary, no will required, which is exactly why keeping those up to date matters so much. But a will (and sometimes a trust) covers everything else: property, guardianship of minor children, and assets without a named beneficiary. We walk you through where simple beneficiary designations are enough and where you genuinely need an estate document, with guidance that varies by state — and we'll point you to a qualified estate attorney when your situation calls for one. We're not a law firm and don't provide legal advice.

Next pillar →

Pillar 07 · Insurance

Explore insurance

Build something that outlasts you.

Generational Wealth is pillar six of nine. Start with Boss Finances and build all the way up.