The Parker Project: A Family’s Journey to Mastering the 529 Plan

Introduction: The Kitchen Table Summit – Charting a Course for Leo’s Future

The conversation at the Parker family’s kitchen table started, as it often did, with a mix of future hopes and present-day realities.

Sarah and Tom Parker watched their two-year-old son, Leo, meticulously stack colored blocks on the living room floor, a small architect lost in his work.

The talk drifted from Leo’s latest vocabulary additions to what his future might hold.

Then, Tom pulled up an article on his tablet.

It was a college cost calculator, projecting the price of a four-year degree at their state university 16 years from now.

The number that flashed on the screen—a staggering six-figure sum—sucked the air out of the room.

The casual, hopeful chatter about the future evaporated, replaced by a palpable wave of anxiety.

It was a feeling familiar to millions of parents: the dream of providing the best for their child clashing with the daunting financial reality of higher education.¹

For the Parkers, this moment of sticker shock became a catalyst.

Fear gave way to determination.

They decided then and there to transform their anxiety into a proactive, structured plan.

Their goal was not just to save, but to save

smarter.

This decision marked the beginning of what they would come to call “The Parker Project,” a comprehensive journey to understand and master the single most powerful tool available for education savings: the 529 plan.

This guide chronicles their journey.

It is designed for every family that has shared that moment of kitchen-table anxiety.

The 529 plan is far more than a simple savings account; it is a sophisticated, tax-advantaged investment vehicle specifically engineered to meet the challenge of funding education.³

Approaching it as a long-term financial project, much like planning for retirement, is the key to unlocking its full potential.

The single greatest advantage any family has is time, and the sooner the journey begins, the smoother the path will be.²

To navigate the rising costs of education without a dedicated strategy is like attempting a cross-country road trip without a map or access to the interstate highway system.

A 529 plan provides the optimal route, the most efficient and powerful way to reach the destination.⁸

Chapter 1: Decoding the Map – Understanding the 529 Landscape

The Parkers’ first step was to immerse themselves in research.

They quickly discovered a landscape filled with new terminology and critical decision points.

Their initial and most fundamental question was simple: What exactly is a 529 plan? As they dug deeper, they uncovered the two distinct paths available to them, each with its own philosophy, benefits, and drawbacks.

In-Depth Analysis

What is a 529 Plan?

At its core, a 529 plan, officially known as a Qualified Tuition Program (QTP), is a tax-advantaged investment vehicle designed to encourage saving for future education expenses.³

Sponsored by states, state agencies, or educational institutions, these plans derive their name from Section 529 of the Internal Revenue Code, which established their favorable tax treatment in 1996.¹⁰

Almost anyone—parents, grandparents, other relatives, or even friends—can open an account for a designated beneficiary, regardless of the contributor’s income level.⁶

The funds can then be used to pay for a wide array of educational costs, from K-12 tuition to college and beyond.⁶

The Two Primary Paths: Education Savings Plans vs. Prepaid Tuition Plans

As the Parkers learned, not all 529 plans are created equal.

The landscape is divided into two fundamentally different approaches: Education Savings Plans and Prepaid Tuition Plans.⁹

Education Savings Plans are the most common and flexible type of 529 plan.¹⁷

They function much like a Roth IRA or a 401(k), but for education.

Contributions are invested in portfolios, typically composed of mutual funds and ETFs containing stocks and bonds.¹⁶

The value of the account rises and falls with the performance of the underlying investments, meaning there is market risk involved, but also the potential for significant, tax-free growth over the long term.⁷

These plans are celebrated for their flexibility; the funds can be used for a wide range of qualified expenses—including tuition, fees, room and board, and supplies—at nearly any accredited post-secondary institution in the U.S. and even some abroad.⁶

Every state and the District of Columbia offers at least one education savings plan.¹⁵

Prepaid Tuition Plans, on the other hand, operate on a different principle.

Instead of investing in the market, these plans allow a saver to purchase tuition credits or units at today’s prices for future use at a specific set of schools, usually in-state public colleges.⁹

The core benefit is that they act as a hedge against tuition inflation; by locking in current rates, families can gain peace of mind knowing that a portion of future tuition is already covered, regardless of how much costs rise in the interim.¹⁰

Many of these plans are guaranteed by the state sponsor.¹⁰

However, this security comes at the cost of significant restrictions.

Prepaid plans often cover only tuition and mandatory fees, excluding major costs like room, board, and books.¹⁵

They are typically limited to a network of in-state public institutions, and while the value can often be transferred to an out-of-state or private school, the amount transferred may not cover the full cost of tuition there.¹⁹

Furthermore, these plans may impose residency requirements on the account owner or beneficiary and have time limits on when the credits must be used, often within 10 years.¹⁶

Currently, only a handful of states continue to offer prepaid tuition plans to new enrollees, including Florida, Massachusetts, Michigan, Mississippi, Nevada, Pennsylvania, Texas, and Washington.¹⁵

To clarify their choice, the Parkers created a simple comparison table.

Feature	529 Education Savings Plan	529 Prepaid Tuition Plan
Core Concept	An investment account where funds grow based on market performance.	A contract to pre-purchase future tuition credits at today’s prices.
Primary Benefit	Potential for significant tax-free investment growth; high flexibility.	Locks in tuition rates, hedging against tuition inflation.
Primary Risk	Market risk; the account value can decrease.	Limited coverage; may not cover full costs if plans change.
Covered Expenses	Broad: tuition, fees, room & board, books, computers, supplies.	Narrow: typically only tuition and mandatory fees.
School Choice	Virtually any accredited post-secondary institution worldwide.	Typically limited to in-state public colleges and universities.
Flexibility	Very high; funds can be used anywhere for a wide range of costs.	Low; tied to specific schools and expenses.
State Residency Required?	No, for most plans.	Yes, for most plans.
Who Offers It?	All 50 states and D.C.	A small number of states.

Sources: ⁹

The Market Has Spoken: Why Savings Plans Dominate

After their analysis, the Parkers’ decision became clear.

The very structure of the market pointed them in one direction.

The fact that every state offers a savings plan while only a few still offer prepaid plans is not an accident; it is the result of a market that has overwhelmingly voted for flexibility.⁹

For a modern family facing an uncertain future—where a child might attend college in-state, out-of-state, or pursue a vocational path altogether—the ability to use savings at any accredited institution for a wide range of expenses is a paramount concern.

The perceived safety of a prepaid plan is often outweighed by its restrictive nature.

The potential for market-driven growth combined with unparalleled flexibility makes the education savings plan the superior choice for the vast majority of families.

For this reason, the Parkers chose to focus their efforts on selecting the best education savings plan for Leo, and the remainder of this guide will reflect that decision.

Chapter 2: The Engine Room – The Unmatched Tax Advantages of 529 Plans

Once the Parkers decided to pursue an education savings plan, their next discovery was a true “lightbulb moment.” They began to understand that a 529 plan wasn’t just a container for their savings; it was an engine designed to make their money grow far more efficiently than a standard savings or brokerage account.

This power comes from a unique and potent combination of federal and state tax advantages that can significantly accelerate the growth of their education fund.

In-Depth Analysis

The Federal “Triple-Tax” Advantage

The primary appeal of a 529 plan lies in its powerful federal tax benefits, often described as a “triple-tax” advantage.

While this is a slight misnomer, the three-stage process provides a substantial boost to savings.

1. Contributions with After-Tax Dollars: The process begins with contributions, which are made with money that has already been taxed. Unlike contributions to a traditional 401(k) or IRA, there is no federal income tax deduction for putting money into a 529 plan.²²
2. Tax-Deferred Growth: This is where the magic begins. Once inside the 529 account, the investments grow completely tax-deferred. This means that any earnings from stocks, bonds, or other investments—including dividends, interest, and capital gains—are not taxed on an annual basis. In a regular taxable brokerage account, these gains would be subject to annual taxes, creating a “tax drag” that slows down the power of compounding. By eliminating this drag, a 529 plan allows the full balance of the account to grow and compound more rapidly.⁶
3. Tax-Free Withdrawals for Qualified Expenses: The final and most powerful benefit comes when the money is used. As long as withdrawals are used to pay for qualified education expenses, the entire amount—both the original contributions and all the accumulated earnings—is completely free from federal income tax.⁶ This combination of tax-deferred growth and tax-free withdrawals is what makes the 529 plan an unparalleled tool for education savings.

The Home-State Bonus: State Tax Deductions and Credits

Beyond the federal benefits, more than 30 states, plus the District of Columbia, offer their own tax incentives to encourage residents to save.²²

These benefits typically come in one of two forms: a state income tax deduction or a tax credit.

• State Tax Deduction: This allows a taxpayer to deduct their 529 contributions (up to a certain limit) from their state taxable income. For example, New York allows married couples filing jointly to deduct up to $10,000 in contributions annually, while Pennsylvania allows for deductions up to $34,000 for joint filers.¹
• State Tax Credit: Offered by a smaller number of states like Indiana, Oregon, and Utah, a tax credit is generally more valuable than a deduction. A credit reduces the taxpayer’s state tax bill dollar-for-dollar, whereas a deduction only reduces the amount of income subject to tax.²²

A crucial detail for most states is that to claim this benefit, a resident must contribute to their own state’s 529 plan.²²

However, a handful of “tax parity” states—including Arizona, Arkansas, Kansas, Maine, and Minnesota—offer a state tax benefit to their residents for contributions made to

any 529 plan in the country, giving them complete freedom to shop for the best plan nationwide.²²

It is essential, however, to understand the real value of these state-level incentives.

Many people mistakenly believe that a $10,000 deduction saves them $10,000 in taxes.

In reality, the savings is the deduction amount multiplied by the taxpayer’s marginal state income tax rate.

For a family in New York with a 6% marginal state tax rate, a $10,000 deduction results in a direct tax savings of $600 (10,000×0.06).

This $600 is the tangible, annual benefit that must be weighed against other factors, such as the fees and investment performance of the in-state plan versus a potentially superior out-of-state alternative.²²

This calculation is a critical step in the decision-making process.

The Legacy Builder: Advanced Gift & Estate Tax Strategies

529 plans also offer unique advantages for gift and estate planning, making them a powerful tool for grandparents and others looking to contribute to a child’s future while managing their own taxable estate.

• Annual Gift Tax Exclusion: Contributions to a 529 plan are considered gifts to the beneficiary. Under federal law, individuals can give up to a certain amount to any other individual each year without having to pay gift tax or file a gift tax return. For 2025, this annual exclusion is $19,000 per person. This means a married couple could jointly contribute up to $38,000 to a single beneficiary’s 529 account in one year, gift-tax-free.²³
• Accelerated Gifting (“Superfunding”): A special rule unique to 529 plans allows a contributor to make five years’ worth of gifts in a single year. In 2025, this means an individual can make a lump-sum contribution of up to $95,000 (19,000×5), or a married couple can contribute up to $190,000 (38,000×5), and elect to spread the gift over five years for tax purposes.¹⁴ This “superfunding” strategy allows a large sum of money to be put to work in the market immediately, maximizing the potential for long-term, tax-free growth.
• Estate Planning: Even though the account owner retains full control over the 529 account—including the ability to change the beneficiary or withdraw the funds—the contributions are generally considered completed gifts and are removed from the owner’s taxable estate.¹⁰ This combination of control and estate tax reduction is a rare and valuable feature.

Chapter 3: The Shopping List – What Your 529 Can (and Can’t) Buy in 2025 and Beyond

With a firm grasp of the tax advantages, the Parkers began to imagine how they would actually use the funds for Leo.

They were pleased to discover that the definition of “qualified expenses” has expanded significantly over the years, making the 529 plan more flexible than ever.

They were particularly intrigued by a wave of new legislation set to take effect in mid-2025, which would broaden the plan’s utility even further.

In-Depth Analysis

The power of a 529 plan’s tax-free withdrawals is contingent on using the money for Qualified Higher Education Expenses (QHEEs).

Understanding the precise boundaries of what qualifies is critical to avoiding taxes and penalties.

Core Qualified Higher Education Expenses (QHEEs)

For decades, the primary use of 529 funds has been for post-secondary education.

The core qualified expenses at eligible institutions—which include accredited colleges, universities, vocational schools, and trade schools—are well-defined.⁹

• Tuition and Mandatory Fees: The full cost of tuition and any required fees for enrollment or attendance.⁹
• Room and Board: These costs are qualified for students enrolled at least half-time. For students living in university-owned housing, the qualified amount is the actual amount charged by the school. For students living off-campus, the qualified expense is limited to the allowance for room and board included in the school’s official “cost of attendance” figure used for financial aid calculations.⁹
• Books, Supplies, and Equipment: Any books, supplies, or equipment that are required for enrollment or attendance in a course are fully covered.³³
• Technology: The cost of computers, peripheral equipment (like printers or a mouse), computer software, and internet access are qualified expenses, provided they are used primarily by the beneficiary during the years they are enrolled.⁶

The New Frontier: Expanded Uses Under Recent Legislation

A series of legislative acts has dramatically expanded the scope of 529 plans, transforming them from pure college savings vehicles into more versatile lifelong learning funds.

• K-12 Tuition: Account owners can use up to $10,000 per beneficiary, per year, from their 529 plan to pay for tuition at an elementary or secondary public, private, or religious school.⁶
• The “One Big Beautiful Bill Act of 2025” (Effective July 4, 2025): This recent legislation introduces major new categories of qualified expenses, particularly for K-12 students.

• Expanded K-12 Expenses: In addition to tuition, the $10,000 annual limit can now be used for curriculum and curricular materials, books, online educational materials, fees for tutoring (provided the tutor meets certain professional criteria and is not related to the student), fees for standardized tests like the SATs or AP exams, dual enrollment fees, and educational therapies for students with disabilities.³⁵
• K-12 Limit Increase: Beginning in 2026, the total annual limit for all qualified K-12 expenses will double from $10,000 to $20,000 per beneficiary.³⁵

• Apprenticeship Programs: Fees, books, supplies, and equipment required for participation in an apprenticeship program registered and certified with the U.S. Secretary of Labor are qualified expenses.⁶
• Professional Credentials and Training (Effective July 4, 2025): The definition of qualified expenses will broaden to include costs associated with obtaining recognized postsecondary credentials, such as skilled trade and vocational training, professional licenses and certifications, and required continuing education.³⁵
• Student Loan Repayment: A lifetime maximum of $10,000 per individual can be withdrawn tax-free to repay principal or interest on qualified education loans. This limit applies separately to the beneficiary and to each of the beneficiary’s siblings.³³

This evolution fundamentally changes the nature of the 529 plan.

It is no longer just a “college fund.” It is now an account that can support a person’s educational journey from elementary school through professional life.

This increased utility significantly reduces the risk of funds being “stranded” if a beneficiary chooses a non-traditional path, making the 529 a more compelling and secure savings vehicle for all families.

What’s NOT Covered

Just as important as knowing what is covered is understanding what is not.

Using 529 funds for non-qualified expenses will trigger income taxes and a 10% penalty on the earnings portion of the withdrawal.⁹

Common expenses that are

not qualified include:

• Transportation and travel costs to and from campus.³⁵
• Student health insurance fees, even if offered by the school.³⁵
• College application and testing fees (though some K-12 testing fees are now covered).³⁵
• Extracurricular activity fees.³⁵
• Dorm furnishings or general living supplies beyond the official room and board allowance.³⁸

To provide a clear reference, the Parkers summarized their findings in a comprehensive table.

Expense Category	Expense Item	Qualified?	Key Limitations/Notes
Tuition & Fees	College/University Tuition & Fees	Yes	For any eligible post-secondary institution.
	K-12 Tuition	Yes	Up to $10,000/year ($20,000 in 2026).
Housing	On-Campus Room & Board	Yes	Student must be enrolled at least half-time.
	Off-Campus Housing	Yes	Limited to the school’s official cost of attendance allowance.
Academics	Required Textbooks & Supplies	Yes	Must be required for coursework.
	K-12 Books & Curriculum	Yes	Effective 7/4/2025; subject to annual K-12 limit.
	Tutoring	Yes	For K-12 only, effective 7/4/2025; tutor must meet criteria.
Technology	Computer, Software, Internet	Yes	Must be used primarily by the beneficiary while enrolled.
Career Training	Registered Apprenticeship Programs	Yes	Covers required fees, books, and equipment.
	Professional Credentials/Licenses	Yes	Effective 7/4/2025.
Loan Repayment	Student Loan Payments	Yes	$10,000 lifetime limit per individual (beneficiary & siblings).
Miscellaneous	Transportation/Travel Costs	No	Not a qualified expense.
	Health Insurance	No	Not a qualified expense.
	College Application Fees	No	Not a qualified expense.

Sources: ⁶

Chapter 4: The Compass – A Step-by-Step Framework for Choosing Your Plan

With a solid understanding of what a 529 plan is, its tax advantages, and how the funds can be used, the Parkers faced their next challenge: the overwhelming number of choices.

Nearly every state sponsors a plan, and many sponsor more than one.⁹

The sheer volume of options can lead to “analysis paralysis,” causing families to delay this critical decision.²⁷

To combat this, the Parkers developed a clear, logical, step-by-step framework to systematically filter the options and identify the plan that best suited their family’s needs.

In-Depth Analysis

This decision framework is designed to move from broad considerations to specific details, ensuring that the most important factors are addressed in the proper order.

Step 1: Start at Home – Analyze Your State’s Plan

Regardless of where a family lives, the first step is always to look in their own backyard.¹⁷

The single most important question to answer is:

Does my state offer an income tax deduction or credit for contributions to its 529 plan?

• If the answer is yes: The next step is to quantify the real value of that benefit. As established previously, this is not the deduction amount itself, but rather the deduction amount multiplied by the family’s marginal state income tax rate. This tangible dollar figure becomes the benchmark against which all other plans are measured.
• If the answer is no (or if you live in a “tax parity” state): The decision becomes much simpler. With no compelling financial reason to stay in-state, a family is free to shop the entire national market and select the plan with the absolute best combination of low fees and strong investment options, wherever it may be located.²⁵

Step 2: Look Under the Hood – Compare Fees, Investments, and Performance

Once the value of the in-state benefit is established, the next step is to evaluate the core mechanics of the plans themselves.

Three factors are paramount:

• Fees: Low costs are arguably the most critical factor in long-term investment success. Even seemingly small differences in fees can compound over nearly two decades, eroding tens of thousands of dollars from a final account balance.²⁸ The key metric to compare is the
  total annual asset-based expense ratio, which includes both the program management fees and the expenses of the underlying investment funds. Direct-sold plans generally have much lower fees than their advisor-sold counterparts.⁴⁰ Top-tier direct-sold plans often have total fees below 0.20%.⁴¹
• Investment Options: Most families are well-served by one of two primary investment types. Age-Based or Target-Enrollment Portfolios are the most popular “set-it-and-forget-it” option. These portfolios automatically and gradually shift from a more aggressive allocation (heavy on stocks) when the beneficiary is young to a more conservative allocation (heavy on bonds and cash) as the college enrollment date approaches.¹
  Static Portfolios maintain a fixed risk profile (e.g., “Aggressive,” “Moderate,” “Conservative”) and do not change over time unless the account owner manually makes an adjustment.⁷ A good plan will offer a well-designed, diversified menu of these options.
• Performance: While past performance is no guarantee of future returns, reviewing a plan’s historical track record can provide valuable context.⁴² It is important to compare performance over long periods (5 or 10 years) to smooth out short-term market volatility.

Step 3: Choose Your Guide – Direct-Sold vs. Advisor-Sold

529 plans are offered through two primary channels:

• Direct-Sold Plans: These are purchased directly from the state’s plan manager (often a large investment firm like Vanguard or Fidelity). They cut out the middleman, resulting in significantly lower fees and no sales commissions. They are the ideal choice for families comfortable with doing their own research and managing their own account online.¹⁶
• Advisor-Sold Plans: These are sold through financial advisors or brokers. While an advisor can provide personalized guidance, this service comes at a cost in the form of higher annual fees and, in some cases, sales charges or commissions that reduce the amount of money being invested.¹⁶

Step 4: Consult the Experts – Leverage Third-Party Ratings

Finally, families can save time and gain confidence by consulting objective, third-party rating services that conduct rigorous annual reviews of 529 plans.

• Morningstar: This well-respected investment research firm assigns Medalist Ratings of Gold, Silver, Bronze, Neutral, or Negative to dozens of plans. Their methodology focuses on four key pillars: People (the quality of the investment managers), Process (the soundness of the investment strategy), Parent (the stewardship of the state sponsor), and Price (the cost).²⁹
• SavingForCollege.com: This website provides its own 5-Cap Ratings, which assess plans based on performance, costs, features, reliability, and resident benefits. They also publish widely cited quarterly performance rankings.⁴²

By following these four steps, the Parkers could confidently navigate the complex market.

Their most important realization was how to weigh the benefit of an in-state tax break against the long-term cost of a high-fee plan.

For example, consider a family choosing between their in-state plan with a 0.75% annual fee that provides a $250 state tax saving, and a top-tier out-of-state plan with a 0.15% fee but no tax break.

The fee difference is 0.60%.

On a starting balance of $10,000, the higher fee costs an extra $60 per year, making the in-state plan a better deal.

However, once the account balance grows to $50,000, that 0.60% fee difference costs $300 annually, completely negating the $250 tax break.

Over a long time horizon with a growing balance, the compounding drag of higher fees will almost always overwhelm a fixed annual tax benefit.

For a young family like the Parkers, with 16 years of saving ahead of them, choosing the plan with the lowest possible fees was the clear mathematical path to maximizing Leo’s education fund.

Chapter 5: The Atlas – A State-by-State Field Guide to America’s Best 529 Plans

Armed with their decision-making framework, the Parkers were ready to explore the map.

They focused their search on the nation’s best direct-sold education savings plans, categorizing them to simplify their final choice.

They looked for national leaders with rock-bottom fees, excellent investment options, and strong oversight, while also giving fair consideration to plans that offered compelling benefits specifically for their own residents.

In-Depth Analysis

The 529 plan landscape is competitive, which has driven down fees and improved quality across the board.

The following plans represent some of the best options available to families today.

The “Dean’s List”: Nationally Elite Plans

These plans consistently receive top marks from rating agencies and feature ultra-low costs, making them excellent choices for any U.S. resident, particularly those who do not receive a significant tax benefit for using their home-state plan.

• Utah: my529: Widely regarded as a gold standard, my529 has received Morningstar’s highest rating for over a decade.⁴⁴ The plan is praised for its excellent state stewardship, low fees, user-friendly platform, and a diverse menu of high-quality investment options featuring Vanguard and Dimensional funds.¹ It is open to residents of any state.⁴⁸
• New York: NY 529 Direct Plan: This plan is a favorite due to its extremely low costs, with a total annual asset-based fee of just 0.11%.⁴⁹ It offers a straightforward menu of investment options managed by Vanguard, one of the world’s leading investment firms. While it offers a generous tax deduction for New York taxpayers, its low cost structure makes it a compelling choice for non-residents as well.²³
• Nevada: The Vanguard 529 College Savings Plan: As the name suggests, this plan is managed by Vanguard and offers access to the firm’s well-regarded, low-cost index funds. It consistently ranks among the top plans for its low fees and simple, effective investment options, making it another excellent choice for savers nationwide.²⁸
• Other Top Performers: Several other states host plans that consistently demonstrate strong performance and features. Alaska’s T. Rowe Price College Savings Plan and Maryland’s College Investment Plan are frequently cited for strong long-term investment returns.⁴² Illinois’s Bright Start Direct-Sold plan is another Morningstar Gold-rated plan known for its low costs and solid investment lineup.⁴⁴

“Home-State Heroes”: Plans with Strong Resident Incentives

For residents of certain states, the local tax benefits are so compelling that the in-state plan becomes the clear winner, even if its fees aren’t the absolute lowest in the nation.

• Indiana: Indiana529 Direct Savings Plan: Indiana offers one of the most powerful state tax benefits in the country: a state income tax credit of 20% on the first $5,000 of contributions each year. This translates to a potential tax savings of up to $1,000 annually, a benefit that is difficult for any out-of-state plan to overcome.²²
• Wisconsin: Edvest 529: This plan offers an attractive combination of benefits for its residents: a state income tax deduction on contributions (up to $5,130 for joint filers in 2025) and an extremely competitive fee structure, with average annual fees of just 0.15%.⁵⁴
• Pennsylvania: PA 529 Investment Plan (IP): Pennsylvania offers residents a generous state income tax deduction on contributions and sponsors a Morningstar Gold-rated plan managed by Vanguard. This powerful one-two punch of a strong tax incentive and a top-tier plan makes it a standout choice for Pennsylvanians.¹

Regional Spotlights: A Look at the Largest States

Families in the nation’s most populous states have access to large, well-run plans, though the presence or absence of a state tax deduction is a key differentiator.

• California: ScholarShare 529: California’s plan is highly rated, managed by TIAA-CREF, and features very low fees (around 0.21%).⁴⁶ However, California is one of the few states with an income tax that does
  not offer a state tax deduction for 529 contributions. This makes it a solid plan, but it also means California residents should feel free to compare it with the “Dean’s List” plans from other states.
• Texas: Texas College Savings Plan: Texas has no state income tax, so there is no state tax benefit to consider. The state’s direct-sold plan offers low contribution minimums ($25 to start) and a variety of investment options.¹² Texas also offers a separate advisor-sold plan and a prepaid tuition fund.⁶¹
• Florida: Florida College Investment Plan: Like Texas, Florida has no state income tax. The state is famous for its Prepaid College Plan, but it also offers a traditional 529 savings plan with a variety of investment options and low contribution minimums ($25 with a monthly plan).⁴²

To aid in the final selection, the Parkers compiled the data for a selection of the nation’s top direct-sold plans into a single comparison matrix.

State	Plan Name	Investment Manager	Total Fees (Asset-Based)	In-State Tax Benefit	Tax Benefit Limit (Joint)	Morningstar Rating (2023)	10-Year Perf. (Avg. Return)
AK	T. Rowe Price College Savings Plan	T. Rowe Price	0.15% – 0.77%	None	N/A	Silver	7.96%
CA	ScholarShare 529	TIAA-CREF	0.21% (avg)	None	N/A	Bronze	N/A
CO	Direct Portfolio College Savings Plan	Vanguard	0.14%	Deduction	Unlimited	Bronze	6.75%
IL	Bright Start Direct-Sold	Union Bank & Trust	0.07% – 0.17%	Deduction	$20,000	Silver	N/A
IN	Indiana529 Direct Savings Plan	Ascensus	0.15% – 0.82%	20% Credit	$5,000 (contrib.)	N/A	N/A
IA	ISave 529	Vanguard	0.17%	Deduction	$5,800	Bronze	7.06%
MD	Maryland College Investment Plan	T. Rowe Price	0.10% – 0.61%	Deduction	$5,000	Silver	7.50%
MI	Michigan Education Savings Program	TIAA-CREF	0.10% – 0.30%	Deduction	$10,000	Silver	N/A
NV	The Vanguard 529 College Savings Plan	Vanguard	0.14%	None	N/A	Silver	N/A
NY	NY 529 Direct Plan	Vanguard	0.11%	Deduction	$10,000	Silver	N/A
OH	CollegeAdvantage Direct 529	Vanguard, et al.	0.14% – 0.39%	Deduction	$4,000	Silver	N/A
PA	PA 529 Investment Plan	Vanguard	0.19% – 0.29%	Deduction	$34,000	Gold	N/A
UT	my529	PIMCO, Vanguard, DFA	0.09% – 0.20%	4.5% Credit	$4,980 (contrib. 2025)	Gold	N/A
VA	Invest529	Multiple	0.05% – 0.55%	Deduction	Unlimited (w/ carryover)	Silver	5.65%
WI	Edvest 529	TIAA-CREF	0.15% (avg)	Deduction	$5,130	Silver	N/A

Sources: ²²

Note: Fees, ratings, and performance data are subject to change.

This table is for comparative purposes and reflects data available as of mid-2025.

Investors should always consult the official plan disclosure documents for the most current information.

Chapter 6: Navigating Life’s Detours – How to Handle the Unexpected

With their plan selected and their initial contribution made, the Parkers felt a sense of accomplishment.

But they were also pragmatic.

Life is unpredictable, and they wanted to understand the plan’s flexibility in handling life’s “what ifs.” What would happen if Leo earned a full scholarship and didn’t need the money? What if he chose a career path that didn’t require a traditional degree? They were relieved to discover that the modern 529 plan has several built-in off-ramps and safety nets to address these very scenarios.

In-Depth Analysis

The fear of “losing” the money if a child doesn’t go to college is one of the most common reasons families hesitate to open a 529 plan.

However, the system has multiple layers of flexibility to mitigate this risk.

The Scholarship Windfall

One of the happiest problems a family can have is a child who earns a scholarship.

In this event, the 529 plan rules provide a special exception.

The account owner can withdraw an amount from the 529 plan up to the value of the tax-free scholarship without incurring the usual 10% federal penalty on the earnings portion of the withdrawal.

However, it is important to note that the earnings would still be subject to ordinary federal, state, and local income taxes.⁶

This allows families to access the funds without a major penalty if they are no longer needed for tuition.

The New Safety Net: The 529-to-Roth IRA Rollover

A truly game-changing provision enacted in the SECURE 2.0 Act of 2022 provides a powerful new safety valve for unused 529 funds.

The law allows for tax-free and penalty-free rollovers from a 529 account to a Roth IRA owned by the 529 plan’s beneficiary.¹⁷

This feature fundamentally de-risks the concept of “over-saving” in a 529.

There are, however, several important limitations:

• The 529 account must have been open for at least 15 years.
• There is a lifetime rollover limit of $35,000 per beneficiary.
• The amount that can be rolled over in any given year is capped at the annual Roth IRA contribution limit for that year (e.g., $7,000 for those under 50).
• The beneficiary must have earned income at least equal to the amount being rolled over for that year.
• Contributions made to the 529 account within the last five years (and the earnings on those contributions) are not eligible to be rolled over.³³

This provision has transformed the 529 plan into a potential multigenerational wealth-building tool.

A parent or grandparent can now confidently save for a child’s education, knowing that if the funds are not needed, up to $35,000 can be seamlessly converted into a tax-free retirement nest egg for that child.

Giving a young adult a $35,000 head start on their retirement savings can, with decades of tax-free compounding, grow into a truly substantial sum, altering their long-term financial trajectory.

Plan B: Changing the Beneficiary

The simplest and most common solution for leftover 529 funds is to change the beneficiary.

The account owner has the right to change the designated beneficiary at any time to another “eligible member of the family” without any tax consequences.⁶

The definition of a family member is broad and includes the original beneficiary’s siblings, step-siblings, parents, aunts, uncles, nieces, nephews, cousins, and even the account owner themselves or their spouse.³⁰

This means if the oldest child doesn’t use all the funds, the remainder can be transferred to a younger sibling, used by a parent to go back to school for a graduate degree, or even held for a future grandchild.³³

The Last Resort: Non-Qualified Withdrawals

If none of the above options are viable, the account owner can always simply withdraw the money for any reason.

This is known as a non-qualified withdrawal.

In this case, the portion of the withdrawal that represents the original contributions comes back to the owner completely tax- and penalty-free.

The portion of the withdrawal that represents the investment earnings, however, will be subject to ordinary income taxes plus a 10% federal penalty tax.⁹

While not ideal, it is far from a total loss; the owner always gets their principal back, and even after taxes and penalties, they may still come out ahead compared to having saved in a taxable account, depending on the investment returns.

Chapter 7: Avoiding the Potholes – A Guide to Common (and Costly) Mistakes

During their research, the Parkers spoke with friends and family who had already started their own 529 journeys.

They heard stories of success, but also a few cautionary tales about common missteps that had cost time and money.

Determined to optimize their strategy, they compiled a “best practices” checklist to help them navigate around the most frequent and costly potholes on the road to education savings.

In-Depth Analysis

Maximizing the benefits of a 529 plan is as much about avoiding errors as it is about making smart choices.

The following are some of the most common mistakes families make.

• Mistake 1: Procrastination. The single greatest asset in any long-term investment plan is time. The power of compounding is most effective over long horizons. Delaying the start of a savings plan, even by just a few years, dramatically increases the financial burden. For example, a family needing to save $150,000 over 18 years might need to contribute around $665 per month (assuming a 6% annual return). If they wait just two years to start, that required monthly contribution jumps to $840 to reach the same goal.⁴⁰ The biggest mistake is simply not starting.⁶⁶
• Mistake 2: Sacrificing Retirement. A cardinal rule of personal finance is to secure one’s own oxygen mask before assisting others. While the desire to fund a child’s education is noble, it should not come at the expense of retirement savings. A student can obtain loans, grants, and scholarships for college, but there are no such options for retirement. Prioritizing retirement funding in tax-advantaged accounts like a 401(k) and IRA should come first.²⁶
• Mistake 3: The “Set It and Forget It” Traps. While automation is a powerful tool, the “set it and forget it” mindset can lead to two distinct problems. The first is “Funding and Forgetting,” a surprisingly common error where a parent diligently makes contributions but fails to actually select an investment portfolio. The money then sits in a default cash or money market account, earning minimal interest and missing out on years of potential market growth.⁶⁸ The second trap is
  “Investing and Forgetting.” A family might choose an aggressive, all-stock static portfolio for their newborn, which is appropriate for a long time horizon. However, if they forget to manually de-risk that portfolio as the child enters their teenage years, they leave the entire college fund exposed to a potential market crash right before tuition bills are due.⁷ The ideal approach is strategic automation: use age-based portfolios and automatic contributions, but schedule an annual check-in to review progress and consider increasing contribution amounts.
• Mistake 4: Ignoring Fees. As highlighted in the selection process, high fees are a silent killer of returns. Choosing an expensive advisor-sold plan when a low-cost direct-sold plan would suffice, or picking a plan with a high total expense ratio, can cost a family tens of thousands of dollars over the life of the account.³⁸
• Mistake 5: Mishandling Withdrawals. To maintain the tax-free status of a withdrawal, the distribution from the 529 plan must occur in the same calendar year as the qualified expense is paid.⁷ A common error is paying a spring semester tuition bill that arrives in December with personal funds, and then waiting until January to take the reimbursement from the 529. This mismatch of years can render the withdrawal non-qualified. It is also crucial to keep meticulous records—invoices, receipts, and statements—to prove that every dollar withdrawn was used for a qualified expense in case of an IRS audit.³⁸
• Mistake 6: Misunderstanding Financial Aid Impact. Many families worry that saving in a 529 plan will hurt their child’s eligibility for financial aid. While it is a factor, the impact is often minimal. For the Free Application for Federal Student Aid (FAFSA), a 529 account owned by a dependent student’s parent is considered a parental asset. These assets are assessed at a maximum rate of 5.64% in determining the Student Aid Index (SAI), a far lower rate than student-owned assets.⁶ The benefits of tax-free growth in a 529 plan will, for most families, far outweigh the small potential reduction in need-based aid.

Conclusion: The Graduation Day Payoff

The scene shifts, jumping forward 16 years.

The Parker’s kitchen table is still the family’s hub, but now it’s covered not with building blocks, but with university brochures and acceptance letters.

Leo, now a confident high school graduate, has just committed to his first-choice university.

A few weeks later, the first tuition bill arrives in their inbox.

There is no panic, no wave of anxiety.

Instead, Sarah and Tom log into the 529 account they started so long ago.

The balance, grown through years of consistent contributions and the silent, powerful work of tax-free compounding, is more than enough to cover the cost.

With a few clicks, they authorize the payment.

The feeling is not one of financial strain, but of profound relief and deep satisfaction.

It is the culmination of a long-term plan executed with diligence and care—a project that began with a moment of fear but ended with a gift of freedom for their son.⁶⁵

The journey of the 529 plan itself mirrors that of the Parker family.

It began as a straightforward but somewhat niche tool for college savings and has evolved into a uniquely powerful and flexible financial instrument for American families.

The recent legislative expansions have transformed it from a “college account” into a “lifelong learning account,” one that can fund a child’s AP exams, a university degree, a skilled trade apprenticeship, and even provide a tax-free head start on their retirement.

The challenge of funding education is immense, but it is not insurmountable.

The key is to replace anxiety with action.

For every family looking toward the future, the journey of a thousand miles begins with a single step.

When it comes to securing a child’s educational future, that first, most critical step is opening and funding a 529 plan.

The time to start is now.⁸

Works cited

1. Best 529 Plan – I’m overwhelmed with options : r/FinancialPlanning – Reddit, accessed on August 13, 2025, https://www.reddit.com/r/FinancialPlanning/comments/15v68o1/best_529_plan_im_overwhelmed_with_options/
2. Paying for college and the power of 529 plans – Blog | FORUM Credit Union, accessed on August 13, 2025, https://www.forumcu.com/blog/may-2022/paying-for-college-and-the-power-of-529-plans
3. 529 plan, accessed on August 13, 2025, https://en.wikipedia.org/wiki/529_plan
4. 529 Plans | Investor.gov, accessed on August 13, 2025, https://www.investor.gov/introduction-investing/investing-basics/glossary/529-plans
5. www.investopedia.com, accessed on August 13, 2025, https://www.investopedia.com/terms/1/529plan.asp#:~:text=A%20529%20plan%20is%20a,tax%20benefits%20for%20education%20savings.
6. What is a 529 college savings plan? – BlackRock, accessed on August 13, 2025, https://www.blackrock.com/us/individual/products/529-college-savings-plans
7. Saving for College with a 529: 5 Costly Mistakes to Avoid – Charles Schwab, accessed on August 13, 2025, https://www.schwab.com/learn/story/saving-college-5-costly-mistakes-to-avoid
8. 5 Analogies Financial Advisors Should Use with Clients | Don Connelly & Associates, accessed on August 13, 2025, https://donconnelly.com/five-analogies-financial-advisors-can-and-should-use-with-clients/
9. What Is a 529 Plan? – Saving For College, accessed on August 13, 2025, https://www.savingforcollege.com/intro-to-529s/what-is-a-529-plan
10. Section 529 Plans – FinAid.org, accessed on August 13, 2025, https://finaid.org/savings/529plans/
11. ISave 529 Plan | ISave 529 Plan, accessed on August 13, 2025, https://www.isave529.com/
12. Overview | Texas College Savings Plan, accessed on August 13, 2025, https://www.texascollegesavings.com/about/
13. 529 Plans: Questions and answers | Internal Revenue Service, accessed on August 13, 2025, https://www.irs.gov/newsroom/529-plans-questions-and-answers
14. What is a 529 Plan? – Fidelity Investments, accessed on August 13, 2025, https://www.fidelity.com/529-plans/what-is-a-529-plan
15. Pros and cons of prepaid tuition plans – Bankrate, accessed on August 13, 2025, https://www.bankrate.com/investing/pros-and-cons-of-prepaid-tuition-plans/
16. What are the differences between 529 plans? | Consumer Financial Protection Bureau, accessed on August 13, 2025, https://www.consumerfinance.gov/ask-cfpb/what-are-the-differences-between-529-plans-en-2078/
17. 529 Plans by State: Benefits of a College Savings Plan – NerdWallet, accessed on August 13, 2025, https://www.nerdwallet.com/article/investing/529-plans-by-state
18. Basics of 529 Plans | Learn – Invest529, accessed on August 13, 2025, https://www.invest529.com/529-basics/
19. 529 Plans | FINRA.org, accessed on August 13, 2025, https://www.finra.org/investors/investing/investment-accounts/college-savings-accounts/529-plans
20. What is a 529 plan? | Vanguard, accessed on August 13, 2025, https://investor.vanguard.com/investor-resources-education/education-college-savings/what-is-a-529-plan
21. Comparing A 529 Tuition Plan And A 529 College Savings Plan, accessed on August 13, 2025, https://www.affordablecollegesonline.org/financial-aid/529-prepaid-tuition-plan-529-college-savings-plan/
22. Are 529 Contributions Tax Deductible? State-by-State Guide – Saving For College, accessed on August 13, 2025, https://www.savingforcollege.com/article/how-much-is-your-state-s-529-plan-tax-deduction-really-worth
23. Direct Plan tax benefits – NY 529, accessed on August 13, 2025, https://www.nysaves.org/home/why-ny-529-direct-plan/tax-benefits.html
24. Tax Benefits of a 529 Plan | Learn – Invest529, accessed on August 13, 2025, https://www.invest529.com/529-basics/tax-benefits/
25. The state of 529 tax advantages – my529, accessed on August 13, 2025, https://my529.org/2024/03/the-state-of-529-tax-advantages/
26. 529 Insanity | White Coat Investor, accessed on August 13, 2025, https://www.whitecoatinvestor.com/529-insanity/
27. Financial Forum: Tips for 529 Plans, accessed on August 13, 2025, http://www.hendrichplanning.com/financial-forum-tips-for-529-plans.html
28. Find the right 529 plan for you – Vanguard, accessed on August 13, 2025, https://investor.vanguard.com/investor-resources-education/education-college-savings/find-right-529-plan-for-you
29. Morningstar 529 Ratings: The Best Plans, accessed on August 13, 2025, https://www.morningstar.com/personal-finance/morningstar-529-ratings-best-plans
30. Qualified 529 expenses | Withdrawals from savings plan – Fidelity Investments, accessed on August 13, 2025, https://www.fidelity.com/learning-center/personal-finance/college-planning/college-529-spending
31. 529 Plan Tax Benefits and Advantages – Learning Quest, accessed on August 13, 2025, https://www.learningquest.com/home/learn/benefits-features/tax-advantages.html
32. 529 Plans Demystified, accessed on August 13, 2025, https://www.collegeaccess529.com/assets/files/c/529_demystified_5893.pdf
33. 529 Plan Qualified Expenses: What Does a 529 Cover? – Merrill Lynch, accessed on August 13, 2025, https://www.ml.com/articles/the-basics-q-and-a-saving-for-college.html
34. 10 things that may surprise you about 529s | Vanguard, accessed on August 13, 2025, https://investor.vanguard.com/investor-resources-education/article/things-that-may-surprise-you-about-529s
35. 529 Qualified Expenses: What Can You Use 529 Money For? – Saving For College, accessed on August 13, 2025, https://www.savingforcollege.com/article/what-you-can-pay-for-with-a-529-plan
36. www.invest529.com, accessed on August 13, 2025, https://www.invest529.com/529-basics/qualified-expenses/#:~:text=529%20plans%20offer%20expanded%20flexibility,enrollment%20and%20certain%20educational%20therapies.
37. Federal changes to qualified education expenses – my529, accessed on August 13, 2025, https://my529.org/2025/07/federal-changes-to-qualified-education-expenses/
38. 529 Plan Mistakes That Can Derail Your Savings Plan – Brighton Jones, accessed on August 13, 2025, https://www.brightonjones.com/blog/529-plan-mistakes/
39. How to Choose the Best 529 Plan for You – Saving For College, accessed on August 13, 2025, https://www.savingforcollege.com/article/how-to-choose-the-best-529-plan-for-you
40. 8 common 529 plan mistakes to avoid – Saving For College, accessed on August 13, 2025, https://www.savingforcollege.com/article/8-common-529-plan-mistakes-to-avoid
41. Money expert Clark Howard releases annual rating of 529 plans by state, accessed on August 13, 2025, https://citizennewspapergroup.com/news/2018/oct/31/money-expert-clark-howard-releases-annual-rating-5/
42. Q2 2025 529 Performance Rankings: Ten-Year – Saving For College, accessed on August 13, 2025, https://www.savingforcollege.com/529-plans/performance-rankings/ten-year
43. Browse and Compare 529 Plans by State – Morningstar, accessed on August 13, 2025, https://www.morningstar.com/529-plans
44. Morningstar 529 Ratings: The Best Plans of 2023, accessed on August 13, 2025, https://www.morningstar.com/personal-finance/morningstar-529-ratings-best-plans-2023
45. Comparing 529 Ratings: Morningstar vs. Saving For College – Key Differences Explained, accessed on August 13, 2025, https://www.savingforcollege.com/article/529-ratings-morningstar-vs-saving-for-college
46. Best 529 Plans 2025: Ratings & Top Plans by State – Saving For College, accessed on August 13, 2025, https://www.savingforcollege.com/intro-to-529s/which-is-the-best-529-plan-available
47. my529: Home, accessed on August 13, 2025, https://my529.org/
48. Benefits of my529, accessed on August 13, 2025, https://my529.org/benefits-of-my529/
49. Out-of-state savers | NY 529 Direct Plan, accessed on August 13, 2025, https://www.nysaves.org/home/why-ny-529-direct-plan/out-of-state-savers.html
50. NY’s 529 College Savings Program | NY 529 Direct Plan, accessed on August 13, 2025, https://www.nysaves.org/
51. Making the 529 decision | Vanguard, accessed on August 13, 2025, https://investor.vanguard.com/investor-resources-education/article/how-to-choose-a-college-savings-account
52. The Best 529 Plans for 2025 | Morningstar, accessed on August 13, 2025, https://www.morningstar.com/personal-finance/best-529-plans-2025
53. Indiana529 Direct, accessed on August 13, 2025, https://www.indiana529direct.com/
54. Welcome to the Edvest 529 College Savings Plan, accessed on August 13, 2025, https://www.edvest.com/
55. PA 529 | College and Career Savings Program, accessed on August 13, 2025, https://www.pa529.com/
56. The Best 529 Plans for 2024 | Morningstar, accessed on August 13, 2025, https://www.morningstar.com/funds/best-529-plans-2024-2
57. PA 529 | College and Career Savings Program, accessed on August 13, 2025, https://www.pa529.com/investment-plan/
58. Welcome to ScholarShare 529, accessed on August 13, 2025, https://www.scholarshare529.com/
59. Enroll – Texas College Savings Plan, accessed on August 13, 2025, https://www.texascollegesavings.com/enroll/
60. Texas College Savings Plan, accessed on August 13, 2025, https://www.texascollegesavings.com/
61. LoneStar 529 Plan |, accessed on August 13, 2025, https://www.lonestar529.com/
62. Florida 529 Plan | Saving for College with 529 Plans, accessed on August 13, 2025, https://529s.com/state-plans/florida-529-plan/
63. What is the Prepaid College Fund – Orange County Government, accessed on August 13, 2025, https://www.orangecountyfl.net/Portals/0/resource%20library/Employment%20-%20Volunteerism/What%20is%20the%20Prepaid%20College%20Fund-CERT.pdf
64. CollegeInvest | Colorado 529 College Savings Plans & Accounts, accessed on August 13, 2025, https://www.collegeinvest.org/
65. One of the most satisfying experiences of my life : r/Bogleheads – Reddit, accessed on August 13, 2025, https://www.reddit.com/r/Bogleheads/comments/198zhsr/one_of_the_most_satisfying_experiences_of_my_life/
66. 5 College Saving Mistakes and Fixes – CollegeWell, accessed on August 13, 2025, https://www.collegewell.com/collections/5-college-saving-mistakes-and-fixes/
67. Avoid the top 529 plan mistakes | NY 529 Direct Plan, accessed on August 13, 2025, https://www.nysaves.org/home/college-savings-articles/content-secondary-col0/avoid-mistakes.html
68. I’m A College Savings Expert. It’s 529 Day – ask me anything about saving for college, paying for college, student loans, and more! : r/IAmA – Reddit, accessed on August 13, 2025, https://www.reddit.com/r/IAmA/comments/1ky15gm/im_a_college_savings_expert_its_529_day_ask_me/
69. 529 plans… Thoughts? : r/Bogleheads – Reddit, accessed on August 13, 2025, https://www.reddit.com/r/Bogleheads/comments/1b8by24/529_plans_thoughts/