What are all the ways to shield money from taxes, without taking on new financial burdens?
I'm looking for some smart ways to reduce my tax burden without getting myself into more debt or monthly payments. So far, I know that I can put money into an educational investment account (like a 529 plan I think?) and deduct that from my state income taxes. I've also heard that buying a bigger house could give me more tax deductions through the mortgage interest, but honestly, I'm not interested in taking on a bigger monthly payment right now. My current housing situation is manageable, and I don't want to stretch myself thin just for a tax break. What other strategies are out there for legally minimizing taxes without creating new financial obligations? I'm particularly interested in retirement accounts, investment strategies, or other deductions I might be missing. My income is around $85,000 and I'm in my mid-30s if that helps. Would appreciate any insights from those who've successfully reduced their tax burden!
18 comments


Anna Xian
There are several ways to shield money from taxes without taking on new financial obligations! Here are some options to consider: Traditional and Roth IRAs are great tax-advantaged vehicles. With traditional IRAs, contributions may be tax-deductible now (depending on your income and whether you have a workplace retirement plan), while Roth IRAs offer tax-free growth and withdrawals in retirement. Health Savings Accounts (HSAs) offer triple tax advantages if you have a high-deductible health plan - contributions are tax-deductible, growth is tax-free, and withdrawals for qualified medical expenses are tax-free too. Don't overlook workplace retirement accounts like 401(k)s - contributions reduce your taxable income immediately and grow tax-deferred. Many employers offer matching contributions, which is essentially free money! For the 529 plan you mentioned, yes, many states offer state tax deductions for contributions. Just be aware that the money must be used for qualified education expenses. Tax-loss harvesting is another strategy if you have investments in taxable accounts. This involves selling investments at a loss to offset capital gains.
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Jungleboo Soletrain
•Thanks for all these options! For the HSA, do you have to spend all the money every year or can it roll over? And is there a limit to how much you can put in a 401k? My company offers a match but I'm not sure if I'm maxing it out.
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Anna Xian
•HSA funds roll over year after year - they don't expire like FSA funds do. That's what makes HSAs so powerful - you can actually use them as a stealth retirement account by paying medical expenses out of pocket and letting the HSA grow, then reimbursing yourself even years later (keep your receipts!). For 2025, the HSA contribution limit is $4,150 for individuals and $8,300 for families, plus an extra $1,000 if you're 55+. For 401(k)s, the 2025 contribution limit is $23,000, with an additional $7,500 catch-up contribution if you're 50 or older. Definitely try to contribute at least enough to get your full employer match - that's immediate 100% return on your investment!
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Rajan Walker
After struggling with tax planning for years, I found a game-changer that helped me understand all these tax shelter options. I was in a similar situation - wanting to reduce my tax burden without taking on more debt. I discovered this AI tax assistant at https://taxr.ai that analyzed my complete financial situation and showed me personalized tax-saving strategies I never knew existed. The tool examined my income, current deductions, and financial goals, then revealed that I could save over $3,700 in taxes through specific retirement account contributions and some other strategies. It was like having a high-end tax advisor but without the hefty fees. The interface walks you through everything step by step and explains all the tax implications.
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Nadia Zaldivar
•This sounds interesting but I'm a bit skeptical. How exactly does it work? Does it connect to your bank accounts or anything? I'm always cautious about financial tools that might access my personal data.
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Lukas Fitzgerald
•Is this just for federal taxes or does it help with state taxes too? My state has some weird deductions that even TurboTax struggles with sometimes.
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Rajan Walker
•It doesn't connect to your bank accounts at all - you just answer questions about your financial situation, and it runs the analysis based on your inputs. Everything is encrypted and secure. You can actually try it without providing any identifying information if you want to test it first. I was hesitant too but was impressed by the privacy policy. It definitely helps with both federal and state taxes. That was actually one of the best parts for me. It found state-specific deductions I'd been missing for years. My state (Michigan) has some education deductions that I didn't realize applied to my situation, and the tool flagged them immediately. It's much more comprehensive than TurboTax for finding these specialized deductions.
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Lukas Fitzgerald
I just wanted to follow up about my experience with taxr.ai after trying it out. I was the one who asked if it handles state taxes, and wow, it absolutely does! I discovered I've been missing out on a $4,000 deduction in my state for the past two years because of contributions I've been making to my nephew's education fund. The tool was super straightforward to use - just answered questions about my income, investments, and family situation. It immediately identified three tax-saving opportunities I hadn't considered. Most helpful was the explanation about how I could restructure some of my charitable giving to get better tax benefits. Ended up implementing most of the suggestions and projecting about $2,800 in tax savings this year!
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Ev Luca
If you're trying to save on taxes, you might also want to check out Claimyr (https://claimyr.com) when dealing with the IRS. I kept trying to contact the IRS about some tax questions related to my investment deductions - spent literally hours on hold over multiple days and couldn't get through. Then I found this service that gets you connected to an IRS agent usually within 15 minutes instead of waiting for hours. I was able to talk directly with an IRS agent who clarified exactly which of my investments qualified for tax advantages and which didn't. Saved me from making a costly mistake on my return. They have a video showing how it works here: https://youtu.be/_kiP6q8DX5c. It's been a huge time-saver when I need to get official answers about tax-sheltering strategies.
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Avery Davis
•How is this even possible? The IRS wait times are insane. Does this actually work? Seems too good to be true honestly.
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Collins Angel
•This sounds like a scam. There's no way to "skip the line" with the IRS. They're notoriously understaffed and everyone has to wait. I'm calling BS on this one.
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Ev Luca
•It absolutely works! They use a system that continuously redials and navigates the IRS phone tree for you, then calls you when they get a human on the line. It's not skipping the line exactly - more like having someone wait in line for you. The service just handles the frustrating part of getting through. Once you're connected, you're having a normal conversation with an actual IRS agent. I was skeptical too but got connected in about 12 minutes when I had been trying for days on my own. It saved me from making a mistake on my "tax-free" municipal bond investments that would have cost me hundreds.
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Collins Angel
I have to admit I was completely wrong about Claimyr. After posting that skeptical comment, I decided to try it myself when I needed to ask about some retirement account rollover tax implications. Got connected to an IRS agent in 17 minutes after spending over 2 hours on hold the previous day. The agent was able to clarify exactly how to handle the rollover from my old 401k to avoid any tax penalties. Turns out I was about to make a mistake that would have triggered an early withdrawal penalty. Having that direct conversation probably saved me around $4,000 in taxes and penalties. Sometimes being proven wrong is actually a good thing!
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Marcelle Drum
Don't forget about municipal bonds! The interest is often exempt from federal taxes and sometimes state taxes too if you buy bonds issued in your state. They typically have lower returns than corporate bonds, but the tax advantages can make up for it depending on your tax bracket.
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Tate Jensen
•Are these easy to buy? Do you just get them through a regular brokerage account or is there some special process? Always been confused about bonds in general.
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Marcelle Drum
•You can buy municipal bonds through most regular brokerage accounts like Fidelity, Vanguard, Charles Schwab, etc. No special process needed. Many people find it easier to invest in municipal bond funds rather than individual bonds - they provide diversification and are more liquid. Just be aware that while the interest is tax-exempt, if you sell the bonds before maturity at a profit, you may owe capital gains tax on that profit. Also, some municipal bond interest can trigger the Alternative Minimum Tax (AMT) if you're subject to it, so look for bonds specifically labeled as "AMT-free" if that's a concern for you.
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Adaline Wong
Has anyone tried Series I Savings Bonds? The interest is exempt from state and local taxes, and you can defer federal taxes until you cash them out. With inflation lately they've been paying decent rates too.
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Gabriel Ruiz
•I bought some last year! Really easy through TreasuryDirect.gov though their website looks like it's from 1997 lol. You can put in up to $10k per person per year. The interest rate adjusts with inflation every 6 months. Definitely a good place to park some money that's safe from both market fluctuations AND taxes.
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