In This Article
The early years of building a family are busy — and financial planning is typically the first thing to get deferred. This post covers seven decisions that young families most commonly overlook, and why the cost of waiting on each one is higher than it appears.
- Starting to invest
- Investing for your children
- Education planning: 529s & Trump Accounts
- Delaying retirement savings
- HSA & end-of-life healthcare costs
- Life insurance: protection vs. product
- Trusts aren’t just for the wealthy
This post makes no promises about returns or outcomes. It attempts something more practical: to organize the financial decisions that carry the most long-term weight for young families into a coherent framework, and to make the case that the gap between acting early and waiting — across all of these areas — is measurable in real dollars.
For most young families, financial complexity arrives faster than financial literacy. The mortgage, the childcare costs, the career still developing — all of it creates a reasonable-sounding basis for deferring the harder planning decisions. The problem is that the tools that benefit young families most are also the ones that require time to work. Every year of delay is a year of compounding that doesn’t happen, and most of it cannot be recovered later.
I. THE CASE FOR STARTING NOW
There is a persistent belief that investing is something you do once the rest of your financial life is in order — once the debt is manageable, the emergency fund is full, the schedule feels less overwhelming. The math does not support that sequence. A family that begins investing $400 per month at 25, assuming a 7% average annual return, builds nearly twice the portfolio by 65 as one that starts the same contribution at 35. Not because they invested more total dollars — because time compounded what they had.
The goal in year one is not optimization. It is participation. A low-cost index fund strategy — broad exposure through ETFs tracking the total U.S. market or S&P 500 — gives most young families a sensible starting point without requiring significant capital or market expertise. Automation matters more than amount: a recurring transfer scheduled on payday removes the decision friction that causes most people to delay indefinitely.
You cannot recover the years you didn’t invest. You can always adjust the amount. Start small, start automated, and let time do the work.
The families who build meaningful wealth are not, as a rule, the ones who made the best individual investment decisions. They are the ones who started earliest and stayed consistent through the periods when it felt least intuitive to do so.
II. INVESTING FOR YOUR CHILDREN — AND THE TOOLS NOW AVAILABLE
Most parents understand that investing early matters for themselves. Fewer apply that same logic to their children. A child with an invested account opened at birth has 18 years of compounding before they make a single financial decision. That runway is one of the most meaningful things a parent can provide — and the vehicle landscape for doing it has recently expanded in ways worth understanding in detail.
The 529 plan remains the most widely used tool. Contributions grow tax-deferred and are withdrawn tax-free for qualified education expenses, including tuition, room and board, books, and — through SECURE 2.0 — student loan repayment up to $10,000 per beneficiary. Many states offer a deduction or credit on state income taxes for contributions, meaning the tax benefit begins immediately. The superfunding provision allows a contributor to front-load five years of the annual gift exclusion — up to $90,000 per child — in a single deposit without gift tax consequences. And beginning in 2024, up to $35,000 in unused 529 funds can roll into a Roth IRA in the beneficiary’s name after a 15-year holding period, removing the largest historical objection to the account.
The Coverdell ESA (governed under IRC Section 530) accepts up to $2,000 per year per child in after-tax contributions, with tax-free growth and tax-free withdrawals for qualified expenses that include K–12 private school tuition — a flexibility the 529 does not fully replicate. UGMA/UTMA custodial accounts go further: no contribution limits, no restrictions on how funds are eventually used, and no penalties. The money becomes the child’s outright at legal adulthood, usable for anything.
Most recently, the One Big Beautiful Bill Act established a new vehicle: the Trump Account. These are tax-deferred investment accounts for any U.S. child under 18 with a Social Security number. After-tax contributions of up to $5,000 per year are allowed, and employers may contribute up to $2,500 annually on a pre-tax basis. Funds must be invested in low-cost U.S. stock index funds during the growth period, and the account converts to a traditional IRA at age 18. For children born between January 1, 2025, and December 31, 2028, the federal government seeds each account with a one-time $1,000 contribution — and a growing number of major employers and philanthropists are pledging to match or supplement that amount. The accounts launch July 5, 2026, accessible via IRS Form 4547 or trumpaccounts.gov.
Two things worth noting about the Trump Account: unlike a 529, withdrawals are not tax-free — they’ll be taxed as ordinary income under traditional IRA rules once the child is an adult. And investments are restricted to domestic stock index funds during the growth period, which limits diversification. It complements the 529 rather than replacing it, particularly for families prioritizing tax-free education withdrawals.
With a strategy: A parent opens a 529 at birth and contributes consistently, files for a Trump Account to claim the $1,000 federal seed, and opens a UGMA as a general-purpose vehicle. Each account serves a different window of the child’s financial life: tax-free education funding, long-term IRA compounding, and unrestricted capital at adulthood.
Without a strategy: The same family waits until high school to open a 529. Fourteen years of compounding have not occurred. The federal Trump Account window for the seed contribution has closed. College is funded primarily out of current income and loans.
III. THE HSA — AND WHAT HEALTHCARE ACTUALLY COSTS AT THE END OF LIFE
No account in the U.S. tax code offers what the Health Savings Account offers. Contributions go in pre-tax. The balance grows tax-free. Withdrawals for qualified medical expenses are tax-free. That triple advantage is unique — and for young families, almost entirely misunderstood.
The conventional use of the HSA is transactional: contribute, pay a medical bill, deplete the balance, repeat. That approach is fine as a short-term reimbursement tool. As a long-term strategy, it wastes the account’s most powerful feature. For a young family in reasonable health with the budget flexibility to cover near-term medical expenses out of pocket, the HSA functions as a second retirement account. Contribute the annual maximum, invest the balance in low-cost index funds, and leave it untouched. Every dollar compounds tax-free for decades.
The reason this matters is where healthcare costs actually land across a life. The average American will spend between $300,000 and $400,000 on healthcare after age 65 — and that figure excludes long-term care, which can run $5,000 to $10,000 per month in a residential facility. Medicare covers far less than most people expect. Out-of-pocket prescription costs, supplemental premiums, dental and vision expenses, and eventual custodial care represent a genuine and underplanned financial exposure for most families. The HSA, built systematically over a working career, can absorb a meaningful portion of those costs entirely tax-free.
Healthcare is the largest unplanned financial exposure most families face in retirement. The HSA, used as an investment vehicle rather than a spending account, is the most tax-efficient tool available to address it.
The 2024 contribution limit is $4,150 for individual coverage and $8,300 for family coverage. At a 7% average annual return, $8,300 invested annually for 30 years approaches $800,000 — all of it available for qualified healthcare expenses without federal income tax. That’s not a planning exercise in abstraction. It’s a direct response to one of the most concrete and quantifiable risks young families face in the second half of their lives.
One practical note: The IRS imposes no deadline on HSA reimbursements. You can pay qualified medical expenses out of pocket today, keep the receipts, and reimburse yourself from the HSA years or even decades later — tax-free. This “receipt banking” strategy allows the HSA balance to compound for as long as possible while still preserving the option to access it without restriction.
IV. DELAYING RETIREMENT SAVINGS — THE MATH IS UNFORGIVING
This may be the single most expensive mistake young families make. The reasoning is genuinely understandable — childcare is costly, the mortgage is new, retirement feels decades away. But delaying even five years of contributions in your 30s can cost six figures by retirement, and unlike most financial mistakes, those years cannot be corrected later. The compounding that didn’t happen cannot be recreated at a higher contribution rate.
The employer match compounds the mistake. A typical 3–4% match left unclaimed because contributions are paused is not a deferral — it is a permanent loss. It is, in the most literal sense, turning down a raise.
With a strategy: A 29-year-old with a tight household budget contributes 4% of salary to their 401(k) — just enough to capture the full employer match — and increases contributions by 1% per year, timed to salary increases. By 40, they’re contributing 14% without ever experiencing a reduction in take-home pay.
Without a strategy: The same person pauses contributions for two years during a financially pressured period with a new child, intending to restart when things stabilize. The employer match goes unclaimed. The compounding clock stops. The gap created is permanent.
The floor is non-negotiable: contribute at least enough to capture the full employer match, regardless of what else is competing for the budget. From there, increase the contribution rate by 1% annually. Over a decade, this produces meaningful progress without requiring a meaningful sacrifice in any given year.
V. THE TAX-ADVANTAGED ECOSYSTEM — SEQUENCING MATTERS
Most people know the 401(k) exists. Far fewer understand the full range of tools available, or why the order in which they’re used matters. The difference between an optimized sequencing strategy and the default can amount to tens of thousands of dollars over a career — not from investment decisions, but from administrative ones.
The Roth IRA is chronically underutilized by young families for the wrong reasons. Most in their 20s and 30s qualify, and contributions made during lower-earning years are made at the lowest tax cost of a career — locking in tax-free retirement assets at the cheapest possible moment. The $7,000 annual limit (2024) is modest, but 30 years of compounding on after-tax contributions that will never be taxed again is a structural advantage that matters significantly over time.
A sensible sequencing framework for most young families: 401(k) contributions to the full employer match first, then max the HSA, then max the Roth IRA, then return to the 401(k) with any remaining capacity. This order isn’t universal — individual tax situations vary — but it reflects the core logic: capture free money first, then the most tax-efficient growth, then continued deferral.
VI. LIFE INSURANCE — PROTECTION VS. PRODUCT
There is something the financial services industry does not advertise clearly: life insurance, when sold as an investment vehicle, is almost always a poor deal. The returns are weak relative to alternatives, the fees are layered and frequently opaque, and the flexibility cannot compete with what you’d build by investing in the market through the accounts we’ve already covered. That critique applies specifically to the product being missold — whole life and universal life policies marketed as wealth-building vehicles — not to life insurance as a category.
As protection against a family financial catastrophe, life insurance is a genuinely valuable tool. If a primary earner dies and dependents are left without their income, the financial consequences are severe. A properly sized term policy addresses that risk directly, simply, and affordably. The problem is not the product in its purest form. The problem is how it is frequently sold.
Life insurance as protection is a sound decision. Life insurance sold as an investment vehicle is rarely a good deal — and the person selling it has every financial incentive to blur that line.
This is a textbook principal-agent problem. The person advising you on coverage is compensated based on what they sell — and policies with investment components carry substantially higher commissions than term. Their financial interest and yours diverge precisely at the moment they appear aligned. Policies are routinely oversized, overpriced, and bundled with riders that sound compelling in a meeting but rarely deliver proportionate value.
The recommendation I’d make is straightforward: get your life insurance guidance from a fee-only financial advisor who does not sell insurance products. When there is no commission on the table, you get an independent assessment of what you actually need — not what generates the largest premium. For most young families, that assessment points to a simple term life policy: 10–12 times annual income, held for 20–30 years. A healthy 30-year-old can secure $1 million in term coverage for well under $50 per month. The cost is low precisely because the product is uncomplicated.
One question worth asking before any insurance conversation: “Are you compensated in any way by the policy I purchase?” If the answer is yes, seek a second opinion from an advisor with no commission at stake. The right coverage at the right price — nothing more — is the goal.
VII. TRUSTS — NOT JUST FOR THE WEALTHY
The most common misconception about trusts is that they are instruments for inherited estates and multigenerational wealth. That perception is both widespread and incorrect — and it costs ordinary families real money and real complications every year.
A trust is a legal structure that holds assets on behalf of named beneficiaries under rules you define. You don’t need a seven-figure net worth to benefit from one. You need a home, a retirement account, minor children — or simply a preference that your family not spend months in probate court after you’re gone.
Probate is the court-supervised process through which an estate is distributed without a trust in place. It is public record. It is slow — often 12 to 18 months in complex or contested cases. And it can consume 3–9% of estate value in legal and administrative fees before a single asset reaches the people you intended to receive it. A properly structured trust bypasses it entirely: assets transfer immediately, privately, and on the terms you established while your judgment was intact.
For families with minor children, trusts accomplish something a will cannot: they control when and how children receive assets. A will can name a guardian. It cannot determine whether an 18-year-old inherits a lump sum with the maturity to manage it. A trust can. You can specify distributions at 25, 30, and 35. You can earmark funds for education, a first home, or a business. You write the rules while your thinking is clear and your options are still open.
With a structure: A family with a $400,000 home, brokerage accounts, and two minor children establishes a Revocable Living Trust. At death, assets transfer immediately without court involvement. Their children receive distributions under conditions their parents set — at 25, 30, and 35, with funds earmarked for education and a first home purchase.
Without a structure: The same family leaves everything to pass through probate. The process takes 14 months, costs a meaningful share of the estate in fees, and their children — now technically adults — receive an undifferentiated inheritance at 18 with no conditions on its use.
The most common starting point for young families is a Revocable Living Trust. You retain full control during your lifetime and can amend it at any time. It becomes irrevocable at death. Paired with a pour-over will — which captures any assets not yet titled in the trust — it forms a clean and comprehensive estate structure. The one-time cost to establish it, typically $1,500 to $3,000 depending on complexity, is modest relative to the probate costs, family conflict, and delays it prevents. This is not a document for the end of your life. It is a document for right now, while you have assets that matter to the people you love.
The step most families miss: A trust is only as useful as the assets titled inside it. Many families establish a trust and then fail to retitle their home, brokerage accounts, and property in the trust’s name — leaving those assets exposed to probate anyway. Creating the document is step one. Funding it is step two, and it’s equally important.
None of this requires a finance degree or a seven-figure net worth to act on. It requires awareness, a framework, and the willingness to begin before circumstances feel perfectly aligned — because they rarely do. The families who build lasting financial health are the ones who start early and surround themselves with advisors whose interests are genuinely aligned with their own.
If any of the areas above are conversations worth having, I’m happy to work through them. These are not abstract planning concepts — they are decisions with measurable consequences, and most of them are best made earlier than feels necessary.
— John McKay, CFA
This material is provided for informational and educational purposes only and does not constitute investment advice, a recommendation, or an offer or solicitation to buy or sell any security or investment strategy. The views expressed are those of the author as of the date of publication and are subject to change without notice. The author is a financial professional and may hold positions in, or manage client accounts that hold positions in, the securities discussed. Such holdings are subject to change at any time without notice. While the author strives to present information in a fair and balanced manner, no representation is made that this commentary is free from bias, and readers should be aware of potential conflicts of interest. The information presented is derived from publicly available sources believed to be reliable, but accuracy and completeness are not guaranteed. Past performance is not indicative of future results. All investing involves risk, including the possible loss of principal. This commentary does not take into account the investment objectives, financial situation, or particular needs of any specific person. No advisor-client relationship is created by the receipt or review of this material. Readers should consult with a qualified financial, legal, or tax professional before making any financial decisions. Reading this material does not create an advisor-client relationship.














