Treat HSA as Investment, Not Everyday Checking Account
One of the biggest mistakes people make... Using their HSA like a checking account. Save your medical receipts. Let your HSA compound and grow. Reimburse yourself later.
Limit Negative Gearing to Boost Young Homeownership
I want an improvement in the ability of young people to build wealth, and own a home if they wish. We have such an easy solution that doesn't require destruction of whole sectors: Just limit NG to like-for-like income (as overseas) Rental losses...
Secure Full ITC Value by July 4 for 2030 Success
The Safe Harbor Playbook: Lock in Full ITC Value by July 4th and Win Through 2030 #energysky -- via Solar Power World: https://t.co/dNPpEw4bQC
Musk Probably Avoids 40% Estate Tax, Advisors Say
Musk is actually highly unlikely to pay the 40% estate tax, if wealth advisers and accountants do their job
Direct Indexing Unlocks Massive Tax Loss Harvesting Cheat
Tax loss harvesting is pretty insane I'm up almost 10% for the year simply investing in S&P 500 But because I use a direct indexing strategy instead of buying an ETF, I have 50K in "tax losses" I can use to offset...
Married Couples Can Pull $131k Tax‑free, No Advisor
Married couples in 2026 can... - Withdraw $131k from investments - Pay $0 in federal taxes - Without a financial advisor Here's exactly how:
New Section 68 Sparks Debate Over Trusts and Estates
The fate of a trust or estate under new Section 68 was the subject of great debate after a first-rate update—where I did my best to articulate, captivate, communicate, contemplate, deliberate, elevate, illuminate, and navigate what’s at stake. @CLATaxation DC...
Use a 351 Exchange to Tax‑Defer NVDA Holdings
Your client has $2M in NVDA they won't sell. "The taxes will kill me." Most advisors stop there. The 351 Exchange breaks the trap. Tax-deferred. ETF-based. Liquid day one. https://t.co/0ev7Bt8ru8
Write Off Up to $100K When Small Startup Fails
A weird tax loophole with early stage startup investing that almost no one knows about: If you invest in a small startup that has raised less than 1M in funding And the business fails You can write off up to 50K (single) or...
Free Guide: Latest Tax Breaks From ERC to 1031
New Tax Breaks is out (free, no paywall) 📬 From ERC relief to nonprofit scrutiny to a deep dive on 1031 exchanges, here’s what you need to know 🧵👇
New Donor-Advised Fund Changes Unveiled in WSJ Report
@Saunderswsj and @wsj report on some recent developments with donor-advised funds. I'm sharing this as a gift article, so it should be outside of the paywall. https://t.co/LYtsAV36Vh
Advanced Insurance Planning Secures Multi-Generational Wealth
It's been encouraging to see a growing number of people taking real steps toward safeguarding their wealth through advanced insurance-based planning. We're focused on building tax-efficient structures that support long-term, multi-generational asset protection. This is, in many ways, is the...
NY Second‑Home Tax Proposal Falters on Unclear Numbers
"Can a Second Home Tax Work in New York? The Numbers Don’t Add Up Yet." https://t.co/93zcA8JAPT https://t.co/le2hB4g5XI
Proper Beneficiary Setup Saves Crypto Estate From Tax Bankruptcy
A client's father died in 2025 with over $100 million in Bitcoin bought in 2011. No keys, no access, but it was in the will. The estate owed 40% tax on $76 million above the gift threshold. They could not...
Big‑Tech Employees Use Simple Playbook to Earn Extra Income
To anybody at Apple, Amazon, Meta, Google, Microsoft/LinkedIn, Broadcom, Salesforce, and a handful of other big tech companies Here's the general playbook that people I work with are running (w/o going into Airbnbs/short-term rentals or starting a business):
Mega Backdoor Roth: Boost Roth Savings via After‑Tax 401k
Does your 401k have an "after-tax" account? If so, you can use the Mega Backdoor Roth strategy to invest $40,000+ to a Roth account in addition to your regular contributions. It's an amazing strategy to minimize future taxes on growth for high...
Use an LLC for Crypto to Protect Privacy and Taxes
Personal name XRP sales get you a standard deduction and full exposure to creditors and scrutiny. The LLC gives you anonymity, creditor protection, and actual tax strategy. Borrow against the position, generate income through DWP products, or set a limit...
Turn Your IRA Into a Tax‑Efficient Legacy Vehicle
Your IRA was built for retirement… but is it optimized for wealth transfer? At ARH Global Advisors LLC, we design sophisticated strategies for high-net-worth individuals using premier solutions, including John Hancock life insurance products, to transform taxable assets into tax-efficient legacy...
Slash $1.4 M Tax Bill Without Extra Work
I saw a post from someone sharing they made $2.5m in personal income last year in California. Got crushed by taxes ($1.4m between federal, state, and self-employment taxes) so she was starting to look at what she can do. Doesn’t...
Gift $19K of XRP Tax‑Free Each Year
You can gift up to $19,000 per person per year in XRP without filing a 709 tax form. No tax implications for you or the recipient. Keep a clean transaction record from the purchase wallet to the receiving wallet. Multiple...
Five Tax-Free Retirement Withdrawal Strategies Advisors Must Know
Tax-free retirement distributions sound straightforward until you get into the actual rules. Join Tim Steffen for this Kitces webinar, where Tim will cover five strategies advisors use to get money out of retirement accounts without a tax hit: rollovers, after-tax basis recovery, NUA, Roth withdrawals,...
Cancel Unused EINs by Saying the Business Never Opened
#TaxTwitter In July 2025 I wrote to the IRS at the Cincinnati address on the SS-4 letter to cancel 2 unused EINs. I specifically said "cancel" and that the numbers would not be used for any purpose. I recommend using...
ERC Refund Extensions, Capital Gains Indexing, Donor Disclosure Updates
Tax News & Views Zippy ERC Refund Extension Roundup Taxpayer Advocate explains new ERC appeal extensions. Capital gain indexing back in play? Donor Disclosure in the courts. Zippers. Link in replies.
FIFA Pushes Blanket US Tax Exemption for World Cup Teams
I've been following FIFA's efforts to secure tax-exempt status for member associations participating in the World Cup this summer. This is the first of hearing of some sort of blanket exemption for all participating teams. Interested to see whether this...
HSAs: Tax‑Free Growth, Lifetime Benefits, Retirement Flexibility
Why we love Health Savings Accounts (HSAs) in 2026: 1️⃣ Tax-deductible contributions (lower your taxable income) 2️⃣ Tax-free investment growth 3️⃣ Tax-free withdrawals for medical bills 4️⃣ Your balance never expires and stays with you if you change jobs. 5️⃣ At age...
Set PTETs at 110% to Boost Revenue
For what it's worth, PTETs should be set at like 110%. Still a net benefit for taxpayers, would actually pay for the extra processing that PTETs allow and raise revenue.
Add a Solo 401(k) to Boost Side‑Hustle Savings
To anybody with a full-time W-2 and a side hustle in 2026: You can likely open a solo 401(k) for your side hustle and use this to get up to $72K into this plan on top of what you put into...
IRS Extends Deadline for Appealing ERC Claim Denials
The #IRS announced a new procedure to extend the time to appeal #ERC claim disallowances https://t.co/7wgIqkWo1b https://t.co/Iazwffm4Zp
Plotkin's Snowball ETF Uses 351 Conversion to Erase Capital Gains
Gabe Plotkin (of GameStop fame) is launching the “Snowball ETF” at some point prob soon and it wil be a 351 conversion, way to get rid of embedded cap gains. Nice piece on it today from @denitsa_tsekova & @isabelletanlee https://t.co/uHcccZpX5g
Unlock R&D Tax Credits Through Engineering Work
Are you leaving R&D value on the table? George Nichkov explains how Taxnova connects engineering work to: • R&D tax credits • Software capitalization • Real financial impact Watch 👇 https://t.co/rBv5AOvECt #SaaS #FinOps #Startups https://t.co/NTWk1QKhDI
California Moves to Scrap 0.4% Tax Cap on Retirement Savings
The California Constitution has had a 0.4% limit on taxing intangible property like your retirement savings for almost a century since the Great Depression. This would remove that.
This Week's Tax & Investment Tips You Need
Inside this week’s newsletter: ⏰ A court case could give taxpayers more time to claim refunds 💸 How to pay IRS 📊 ETF workarounds & wash sale rules 🏦 Mega Backdoor Roth strategy 🎓 Tax-free student loan help from employers 💒 Filing under common law https://t.co/OD4Rr2mxtt
Sell High‑Basis Shares, Gift Low‑Basis for Tax‑Free Inheritance
Bob has a $5M brokerage account which he will pass down to his 2 kids A smart tax move for him is to sell the right lots It's best to sell stocks with high cost basis (= low capital gains tax) to...
Why Heirs Might Decline Inheritance and How
Most people would find it hard to turn down “free” money, whether it’s finding a $20 bill on the sidewalk or getting a match in a company 401(k). However, the decision of whether to keep or disclaim (all or part)...
Trump's 2025 OBBBA Boosts Itemizers to 12%
Thx @PKubeyEA for the gift article. Trumps's 2025 OBBBA increased IRS #tax itemizers from 10% to 12%. "#Taxpayers who qualify for new and enhanced deductions in the tax law may end up with even lower effective rates.""Play around with it...
Pick Roth if Future Taxes Exceed Today’s Rate
Roth vs Traditional 401k is all about taxes. Say you are in a 32% marginal tax rate and you put $20k in Trad 401k. It doubles to $40k, which is $27.2k after taxes Same example, but contribute $13.6k to Roth (after 32%...
COVID‑Suspended Interest Rules Revive 843 Refund Strategy
#TaxTwitter I am getting a little more excited about 843s under the Fleisher theory. This is the idea that interest limiting exceptions were suspended during COVID most notably 45 day rule and no interest till you file. On the...
Rescheduling Marijuana Unlocks 280E Deductions for Joint Returns
I don’t want to stir the pot with my buds, but to be blunt, if you weed through the half-baked tax code and search high and low, you’ll find that rescheduling marijuana allows Section 280E business deductions—even if you file...
Most Taxpayers Unaware of Kwong Refund Deadline
#TaxTwitter - Hey what is up with everybody? I tried a survey asking how many Kwong inspired 843s people expected to be involved with and nobody answered. There was one comment. So how aware are people that there...
Court Ruling May Void COVID IRS Penalties, Claim Refund
A court ruling (Kwong) could mean that COVID-era IRS deadlines were paused, some penalties/interest may not have been valid & you may be able to claim a refund. ⏰ Deadline: 07/10/26 ⚠️ Likely appeal—consider filing a protective claim Worth a look: https://t.co/gOvV9Lmucl
Republicans Push Bill to Protect Commercial Solar Tax Credits
Republican lawmakers propose bill to preserve commercial solar tax credits #energysky -- via Solar Power World: https://t.co/ndh1a3g5my
Pre‑tax Contributions Still Win Despite Future Tax Hikes
While the idea that we currently live in an anomalously low-tax environment that will inevitably reverse course has its appeal, basing one's tax planning decisions around that assumption is still risky. Because even if taxes do creep up nationally, individuals...
Ultra‑Wealthy Use Debt and Timing to Slash Taxes
"Tax deferred is tax reduced" Today, we’re looking at the tax secrets of the ultra-wealthy > Why they borrow instead of sell > How jurisdiction becomes a strategy > The steps at death that can reset a lifetime of gains > Why losses are assets >...
Crypto Needs Trusts and Insurance Like Traditional Assets
For traditional assets, family offices have structures in place. For crypto, most people hold it in their personal name because their advisor passed. That is the gap. Wyoming dynasty trusts and asset protection trusts handle succession. Charitable remainder trusts remove...
Know When Backdoor Roth Is Worth the Tax Risk
When Is The Backdoor Roth Even Worth Doing? While backdoor Roth conversions can be a valuable strategy, it comes with significant rules and nuances that, if not fully understood, have the potential to cause onerous tax complications for clients in...
Valuation at Heart of Hedge Fund Tax Petition
Hedge Fund Head Petitions IRS on Charitable Contributions. If a "timely contemporaneous written acknowledgment and the qualified appraisal appropriately applied discounts... the central issue is likely to be valuation.” Great @TaxNotes A.J. Collins article https://t.co/s8CLOi8syQ
Tim Cook Turns Apple Into Ireland’s Top Taxpayer
Tim Cook also did wonders for Ireland and the Irish fisc ... Apple is almost certainly now the largest Irish tax payer and its 2014 decision to put on a Green Jersey set out a tax model that a lot of other...
Reevaluate Roth vs Traditional 401(k) After Income Shifts
You need to adjust Roth vs Traditional 401k based on life changes. Say you were doing Roth, but your company promoted you fast, or your spouse started a job, or you got a side hustle. You should adjust and analyze Roth vs...
Employer‑Paid Education Benefits Up to $5,250 Tax‑Free
Hidden tax perk -> Employers can pay up to $5,250/year toward: 🎓 Tuition 📚 Education expenses 💸 Student loans And it’s tax-free. No income tax. No payroll tax. Worth checking if your employer offers it. https://t.co/0QyFOcW3cM #TaxTips #StudentLoans
Deferred Income Can Still Be Taxed by Original State
Like many rules, there's an exception: When a person working in one state defers some of their income, then moves to a different state (where they ultimately receive the income), that income can in certain cases be taxed by the first state...