Featured entries from our Journal

Details Are Part of Our Difference

David Booth on How to Choose an Advisor

20 Years. 20 Lessons. Still Taking the Long View.

Making the Short List: Citywire Highlights Our Research-Driven Approach

The Tax Law Changed. Our Approach Hasn’t.

Tag: tax planning

The Tax Law Changed. Our Approach Hasn’t.

There’s no shortage of uncertainty these days. Between shifting political priorities, market volatility, and changes in legislation, it can feel hard to keep up.

But taking the long view means you don’t have to because that’s exactly what we’re here for.

The new tax and spending legislation signed into law over the July 4th weekend is significant. We’re already evaluating its implications through the lens we bring to all planning topics: simplicity, cost-efficiency, and long-term alignment. Below, we’re sharing a summary of the key changes and potential impacts worth noting.

As always, we’ll coordinate with your tax and estate planning professionals and bring relevant insights into our upcoming planning conversations when appropriate.

The Hill Viewpoint

At Hill, we return to a few core principles again and again:

Keep it simple. Keep it low cost. Keep it liquid.

We’re running the new tax changes through that same lens—separating what’s useful from what’s noise, and focusing on what could enhance your long-term plan without adding unnecessary complexity.

We’re here to help you take the long view, stay steady through change, and, most importantly, simplify the financial side of life so you can focus on what matters most: time with family, meaningful experiences, and the freedom to enjoy the life you’ve built.

If you have questions about how this applies to your situation, let’s connect. We’re happy to discuss what it may mean for your plan.

What We’re Watching

Investments

Key Point:
With tax rates locked in and fewer Alternative Minimum Tax (AMT) concerns, depending on your situation, there may be more room to plan investment income, withdrawals, and Roth conversion strategies.

Income & Tax Planning

  • The lower tax brackets enacted in 2017 are now permanent, offering more certainty for long-term planning.
  • Deductions for state and local taxes (SALT) have been expanded through 2028—potentially benefiting residents in higher-tax states.
  • Fewer taxpayers are expected to be affected by the AMT, which could support more flexible income planning for those with incentive stock options or who itemize deductions.

Retirement Accounts

  • No direct changes were made to IRAs, Roth IRAs, or required minimum distributions (RMDs).
  • With lower rates remaining in place, planning strategies like Roth conversions or flexible withdrawal sequencing may gain added relevance—especially for those with significant pre-tax balances.

New Accounts to Watch

  • A new federally sponsored savings account program for children born between 2025 and 2028 was introduced. While sometimes referred to informally as “baby bonds,” this savings vehicle offers a $1,000 contribution per eligible child.
  • Use of these funds will be restricted to specific purposes, and more guidance is expected from federal agencies.
  • These accounts are unlikely to be more favorable than existing vehicles like 529s from an investment perspective, but they may play a complementary role in family savings plans.

Estate Planning

Key Point:
The higher estate exemption offers more planning flexibility and may prompt a fresh look at existing trust structures.

  • The estate tax exemption will increase to $15 million per person ($30 million per couple) starting in 2026.
  • This higher threshold is currently permanent unless changed by future legislation.
  • This could reduce the need for complex estate planning structures or insurance-based strategies tied to estate tax obligations for some families.

Tax Law Highlights

Key Point:
Several provisions offer expanded deductions and planning opportunities, especially for retirees and those with variable income.

  • The standard deduction remains high, reducing the need for itemization in many households.
  • New deductions for tip income (up to $25,000) and overtime pay (up to $12,500) will apply through 2028 for eligible earners.
  • A new $6,000 deduction for individuals age 65+ is also included, with similar sunset timing.

Charitable Giving

Key Point:
Charitable giving remains a powerful planning tool, but new thresholds make strategy more important.

  • Beginning in 2026, non-itemizers can deduct up to $1,000 (individuals) or $2,000 (joint filers) in charitable gifts.
  • For itemizers, deductions only begin once gifts exceed 0.5% of income.
  • For business owners, deductible giving now requires contributions greater than 1% of income.
  • As a result, tactics like “bunching” gifts or using donor-advised funds may become even more relevant.

Education Planning

Key Point:
Families assisting with education costs may benefit from expanded 529 rules and student loan changes.

  • Starting in 2026, borrowing limits will apply to certain federal student loans (Grad PLUS and Parent PLUS).
  • Simplified income-based repayment plans are replacing current programs.
  • 529 plan usage has expanded: families may now use up to $20,000 per student (up from $10,000) for elementary or secondary tuition—including private or religious schools.
  • Qualified 529 expenses now include some non-tuition costs for K–12 education and costs related to professional credentialing.

Insurance

Key Point:
The expanded estate exemption may reduce the role of life insurance in certain estate plans.

  • No direct changes were made to life or long-term care insurance rules.
  • However, some clients may find they no longer need insurance to offset estate taxes.
  • This could be a good opportunity to reevaluate existing policies or trust structures in light of broader estate planning goals.

Final Thoughts

As we digest the details of the new law, our approach remains unchanged: stay focused on what matters, filter out the noise, and align each opportunity with your long-term goals.

When the landscape shifts, we stay steady, so you can too.

Disclosures:
This material is intended for general informational purposes only and should not be construed as investment, legal, or tax advice. The views expressed are those of Hill Investment Group and are subject to change. Always consult your financial, legal, or tax professional regarding your specific situation. Hill Investment Group is an SEC-registered investment adviser. Registration does not imply a certain level of skill or training.

Hey Hill,

At Hill Investment Group, we’ve found that when a few clients ask similar questions, many more likely share the same curiosity. To better serve you, we’ll periodically feature this “Hey Hill” segment in our newsletter, addressing common client questions and explaining our perspective. To submit questions for future newsletters, email us at service@hillinvestmentgroup.com.

Tax season always feels like a scramble. Are there things we (or you) can be doing throughout the year to make it easier – and smarter?

At Hill Investment Group, we believe taxes aren’t just a once-a-year concern. They’re a year-round opportunity. While most people only think about taxes in the spring, we’re building strategies into your plan every day—so you’re not just reacting in April, you’re planning ahead with purpose.

Markets move. Headlines shift. But one thing we can control is how efficiently your portfolio is managed from a tax perspective. It’s a key part of Taking the Long View, helping you keep more of what you earn—not just this year, but every year.

How We Build Tax Efficiency into Your Plan

  • Strategic Asset Location – Some investments generate more taxes than others, and where you hold them matters. We structure your portfolio to keep tax-inefficient assets in tax-advantaged accounts, reducing unnecessary tax drag.
  • Tax-Loss Harvesting – When the opportunity arises, we strategically offset gains with losses—lowering your taxable income without disrupting your investment strategy.
  • ETF Investing – ETFs (Exchange-Traded Funds) allow investors to defer most, if not all, capital gains taxes until they sell, helping avoid surprise tax bills.
  • Tax-Advantaged Accounts – From IRAs and Roth conversions to HSAs, we help you maximize the long-term tax benefits of these accounts.
  • Charitable Giving Strategies – Tools like donor-advised funds, qualified charitable distributions (QCDs), and appreciated stock donations allow you to give while staying tax-smart.
  • Estate & Gifting Strategies – Thoughtful wealth transfer planning helps minimize estate taxes and ensures your legacy is passed on efficiently.

Making Tax Season Easier

Beyond these long-term strategies, we make tax season seamless by preparing tax packets with key reports and details your CPA needs. Because we work closely with your tax team, we help ensure that your investment and tax strategies are always aligned.

If you have questions about how tax planning fits into your financial picture, we’re here to help.

Taking the Long View means thinking ahead—about taxes and beyond.

Happy Tax Season!

Michael Kafoglis

Happy tax season! I realize that’s probably an oxymoron for most people, but I have a confession: I like it. Suppose you’re obsessed with numbers and details like me. In that case, digging through diligent records in your file cabinet at home, ticking and tying every dollar of income, dividends, and interest, and accounting for every possible deduction is not a bad day, in my opinion (and it just might be how I spent my Sunday afternoon this weekend. There’s no more football, what else am I supposed to do?). And when the amount due matches precisely what you had calculated six months earlier… boy, does that feel good.

I know I’ve lost most people by now, but to anyone who has read this far, I reward you with some last-minute reminders as you gather up your tax documents to send to your CPAs (or for the brave, as you fire up your preferred tax preparation software and do it yourself!).

  1. You probably hear this every year, but there is still time to make a 2023 contribution to an IRA or Roth IRA! You have until the date that you file your 2023 taxes to contribute. We generally prefer the Roth IRA if you’re below the gross income limits for 2023 (single filers: $138,000 / joint filers: $218,000). If you’re above the income limits, you can still choose to make a Backdoor Roth contribution. This would involve making a nondeductible 2023 IRA contribution and then immediately converting that amount to Roth. These rules can vary from person to person, so please reach out to us if you’d like to discuss this!
  2. Don’t forget about Roth IRAs for your kids! The only requirement to contribute to a Roth IRA is “earned” income. Babysitting, mowing lawns, washing cars…it all counts, even if no W-2 or 1099 is issued. There is no age limit as long as there is real earned income. I emphasize real because doing chores around the house or babysitting for siblings one night doesn’t count. As a general rule of thumb, the Roth IRA is fair game if you have your kids file a tax return for their income. Each child is limited to the higher of $6,500 or their earned income (so if they earned $1,000, the limit is $1,000). Another great benefit is that they don’t have to use their money. You can make the contribution on their behalf.
  3.   If you have a high-deductible health plan with a Health Savings Account, ensure you and your employer contributions have hit the 2023 maximum ($3,850 for self-only coverage and $7,750 for family coverage). Add an extra $1,000 to that if you’re over 50. You have until your tax filing date to top off those contributions with after-tax funds.
  4.  If you live in a state with no state income tax (where two of our three Hill offices reside – sorry, St. Louis), you will likely get a deduction for sales taxes you paid in 2023. You could collect every receipt and total the sales tax on every item you purchased in 2023 (and I would not judge you), or you can do what most people do and take the IRS’s estimated amount. Most people don’t realize, however, that you can also add sales tax from significant purchases on top of the estimated amount. If you bought a car, boat, or Super Bowl tickets (really anything that made you wince when you swiped the credit card), don’t forget to tell your tax preparer! Unfortunately, state and local taxes are limited to a total deduction of $10,000, so there’s a good chance your property taxes already exceed that limited amount anyway.
  5.  If you have self-employment income (as reported on Schedule C), don’t forget to make a SEP-IRA contribution. The limit is based on your amount of self-employment income, but the contribution itself will also count as an “expense” against your self-employment income. Your tax preparer can tell you how much you can contribute to a SEP IRA.
  6. Lastly, here’s a list of a few pesky little forms that can be missed. Don’t forget to send these to your tax preparer!
  • Form 5498: If you have an IRA, you have a 5498! This is an informational form that tracks contributions and distributions from IRAs and Roth IRAs. You can file your taxes without it, but giving these to your CPA will ensure that your IRA cost basis information is kept accurate year over year, especially if you’ve ever made nondeductible (after-tax) IRA contributions.
  • Form 1099-SA: If you took money out of a Health Savings Account in 2023, this form will report that amount. A copy of this is also sent to the IRS, so you might get a letter in the mail if you forget it.
  • Qualified Charitable Distributions (QCD): If you sent any portion of a required minimum IRA distribution directly to a 501c(3)charity, your form 1099-R will NOT specify that. It’s the tax preparer’s responsibility to note any QCDs. If HIG facilitated a QCD for you in 2023, you have nothing to worry about. We’ll let your tax preparer know.

And if you’ve made it THIS far, I applaud you and thank you for sticking it out. I leave you with a quote:  “Of life’s two certainties, there is only one where you will be granted an extension.” –Anonymous.

 

 

This information is educational and does not intend to make an offer for the sale of any specific securities, investments, strategies, or tax advice.  Investments involve risk and, past performance is not indicative of future performance. Return will be reduced by advisory fees and any other expenses incurred in the management of a client’s account. Consult with a qualified financial adviser or CPA before implementing any investment or tax strategy.

Featured entries from our Journal

Details Are Part of Our Difference

David Booth on How to Choose an Advisor

20 Years. 20 Lessons. Still Taking the Long View.

Making the Short List: Citywire Highlights Our Research-Driven Approach

The Tax Law Changed. Our Approach Hasn’t.

Hill Investment Group