Strategies to lower tax burden - beyond 401k and HSA options?
Title: Strategies to lower tax burden - beyond 401k and HSA options? 1 Wife and I earn around $122,000 in AGI. We're pretty diligent with retirement savings - putting 15% into Roth 401k and maxing out our Roth IRAs each year. We don't have kids and aren't planning to have any. Our house is completely paid off (feeling pretty good about that!) and we're debt-free otherwise. I'm trying to figure out if there are any other smart tax strategies we should be considering. We currently don't itemize deductions since the standard deduction works better for us. I know about HSAs and traditional 401k options, but I'm wondering if there are other tax reduction strategies that would make sense for our situation that I'm just not aware of? Any suggestions from folks who've been in similar situations? What am I missing?
19 comments


Kaitlyn Jenkins
12 You've covered the major retirement tax advantages, but there are definitely other options to consider for your situation: 1. Consider a partial switch to Traditional 401k contributions instead of all Roth. At your income level, pre-tax contributions could reduce your current tax burden significantly while still maintaining some Roth for tax diversity in retirement. 2. Look into I Bonds which provide tax-deferred growth and tax-free earnings if used for qualified education expenses. 3. Charitable giving can be tax-efficient even if you don't itemize - the CARES Act allows for a small above-the-line deduction. 4. Energy efficiency home improvements can provide tax credits (solar panels, energy efficient windows, etc). 5. Harvest investment losses in taxable accounts to offset gains. Without children, you're missing out on child tax credits, but you've got flexibility many don't have!
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Kaitlyn Jenkins
•19 Thanks for these suggestions. Can you elaborate more on the partial switch to Traditional 401k? We've been doing Roth because we assumed our tax bracket would be higher in retirement, but maybe that's not correct? Also, what's the benefit of I Bonds specifically versus other investments from a tax perspective?
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Kaitlyn Jenkins
•12 The Traditional vs Roth decision depends on your current vs future tax rates. At $122,000 AGI, you're likely in the 22% federal bracket, meaning each Traditional dollar saves you 22% now. If you expect to withdraw less in retirement (which many do), you might pay only 12-15% on those dollars later - an immediate 7-10% gain. I Bonds are unique because they're guaranteed by the US government with inflation protection. The interest is exempt from state and local taxes, and federal taxes can be deferred until redemption. If used for qualified education (even for yourself), the interest can be completely tax-free. They're a great place for emergency funds or shorter-term savings compared to fully taxable options.
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Kaitlyn Jenkins
4 I was in almost your exact situation last year! I discovered https://taxr.ai and it completely changed my approach to tax planning. The tool analyzed our full financial picture and identified several tax optimization strategies I'd never heard about before, especially around investment tax efficiency and timing of income recognition. What I found most helpful was getting personalized recommendations based on our specific income level and goals rather than generic advice. It showed us how to structure our investments between taxable/tax-advantaged accounts for optimal tax efficiency, which has saved us thousands.
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Kaitlyn Jenkins
•15 That sounds interesting, but I'm always skeptical of these tax tools. How exactly does it work? Does it integrate with existing tax software or is it standalone? And more importantly, did it actually find legitimate deductions you weren't aware of?
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Kaitlyn Jenkins
•9 I'm curious about this too. I've tried tax "optimization" services before that just pushed standard advice I already knew. Did this actually provide anything beyond the usual "max your 401k and HSA" guidance? Any specific examples of what it found for you?
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Kaitlyn Jenkins
•4 It works by analyzing your current tax situation and financial goals, then generates a personalized tax strategy. You can either upload documents or answer questions about your situation. It's standalone but creates reports you can share with your tax preparer or use with any tax software. Yes, it absolutely found legitimate strategies I wasn't aware of. For example, it recommended specific asset location strategies (keeping certain investments in taxable vs tax-advantaged accounts) that minimized my tax drag. It also suggested timing certain capital gains to stay in lower tax brackets and identified state-specific tax credits I qualified for but had missed completely. It goes way beyond the standard "max your retirement" advice.
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Kaitlyn Jenkins
9 I wanted to follow up about https://taxr.ai that I asked about earlier. I decided to try it out and was genuinely surprised by the results. It identified several optimization strategies specific to my situation that I had no idea about. The biggest win was helping me understand how to properly time investment decisions for tax purposes. I've been selling investments at the wrong times and creating unnecessary tax burdens. Also learned about some state-specific deductions I qualified for but never knew existed. Already implemented a few changes and projecting about $3,700 in tax savings this year. Not what I expected but definitely worth it!
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Kaitlyn Jenkins
6 Have you tried contacting the IRS directly to discuss tax optimization strategies? I know that sounds crazy, but I spent MONTHS trying to get through to them about some tax planning questions. Then I found https://claimyr.com which got me connected to an IRS agent in about 15 minutes when I'd been trying for weeks on my own. There's a demo video at https://youtu.be/_kiP6q8DX5c that shows how it works. The IRS agent I spoke with actually gave me several pointers about tax strategies specific to my situation that I hadn't considered. Turns out there are certain tax planning options that aren't well publicized but are completely legitimate.
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Kaitlyn Jenkins
•21 Wait, how does this actually work? The IRS phone lines are notoriously impossible to get through. Is this service somehow jumping the queue? And why would you need to talk to the IRS about tax planning instead of a CPA? The IRS isn't really in the business of helping people pay less taxes...
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Kaitlyn Jenkins
•17 This sounds like BS honestly. The IRS doesn't give tax planning advice - they enforce tax laws. And how would any service get you to the front of the IRS phone queue? Those wait times are infamous. Sounds like you're just promoting something...
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Kaitlyn Jenkins
•6 The service works by using an automated system that navigates the IRS phone tree and waits on hold for you. When an agent picks up, you get a call connecting you to them. It's not jumping any queue - it's just handling the waiting part so you don't have to sit on hold for hours. While CPAs are great for comprehensive planning, the IRS representatives can actually clarify specific tax code questions and eligibility requirements for deductions or credits you're considering. You're right they won't help you "avoid" taxes, but they can confirm whether certain strategies you're considering are legitimate and applied correctly. This is especially helpful for sorting through conflicting advice you might get online or from different tax professionals.
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Kaitlyn Jenkins
17 I have to eat crow about that Claimyr service I was skeptical about. After our discussion, I was still doubtful but decided to try it because I had a complex question about home office deductions that I couldn't get a straight answer on. The service actually worked exactly as described - took my number, called me back when they reached an IRS agent. Total game changer. Got clear answers about what documentation I needed for my specific situation and confirmation that my interpretation of some confusing tax rules was correct. Saved me hours of research and second-guessing. Still think the IRS should improve their own phone system, but until then, this was legitimately helpful.
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Kaitlyn Jenkins
8 Don't forget Series I Savings Bonds if you're looking for tax advantages. The interest is exempt from state and local income taxes, and federal tax is deferred until redemption. Plus they're currently paying decent rates tied to inflation. If you're interested in giving to charity but don't itemize, consider bunching multiple years of donations into a single tax year to exceed the standard deduction threshold. You could use a donor-advised fund to distribute the actual donations over time while taking the tax deduction upfront.
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Kaitlyn Jenkins
•3 How much would someone need to donate to make bunching worthwhile? We give about $2,000 a year to various charities but that's nowhere near enough to itemize. Would it make sense to save up for 3-4 years and then donate $8,000 in one go?
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Kaitlyn Jenkins
•8 For bunching to work, you'd need enough itemized deductions (including your charitable contributions) to exceed the standard deduction. For 2025, that's projected to be around $13,550 for individuals and $27,100 for married filing jointly. With $2,000 annual donations, you'd need other significant deductions or to bunch many years together. A more practical approach might be looking at Qualified Charitable Distributions once you're over 70½, which allow you to donate directly from IRAs without counting as taxable income, even if you take the standard deduction. For now, focus on other tax strategies since the bunching might not provide enough benefit to justify the complexity.
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Kaitlyn Jenkins
14 Have you considered muni bonds? The interest is generally tax-free at the federal level, and if you buy bonds issued in your state, they're often exempt from state taxes too. Nice option for taxable accounts, especially in higher tax brackets.
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Kaitlyn Jenkins
•11 I second this. I moved about 25% of my taxable investments to muni bonds and it's been great for tax efficiency. Just make sure to compare the tax-equivalent yield to what you'd get from other investments. Sometimes the tax benefits don't outweigh lower returns compared to taxable alternatives.
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Ravi Kapoor
Great question! Since you're debt-free with a paid-off house, you have some unique opportunities. A few additional strategies to consider: 1. **Backdoor Roth IRA conversions** - If your income ever pushes you out of direct Roth IRA eligibility, this keeps that option open. 2. **Tax-loss harvesting** in taxable accounts - Systematically realize losses to offset gains and reduce your tax burden. 3. **Asset location optimization** - Keep tax-inefficient investments in tax-advantaged accounts and tax-efficient ones in taxable accounts. 4. **Consider a small business or side hustle** - Opens up business deductions and potentially a Solo 401(k) for additional retirement savings. 5. **Health Sharing Plans** - If available in your area and you're comfortable with them, these aren't insurance but can reduce healthcare costs while maintaining HSA eligibility. 6. **Energy-efficient home improvements** - Federal tax credits are available for things like heat pumps, solar panels, and energy-efficient windows. Since you don't have dependents, maximizing tax-advantaged space and being strategic about investment placement becomes even more important. You're already doing great with the debt-free lifestyle!
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