Executive Order on Cannabis and 280E Proves Empty
It took a while, but I co-authored an article about the recent nothingburger of an executive order about Cannabis and 280E. Read here: https://t.co/CStb3Qwkgu
Wyoming LLC: Tax‑Smart Crypto Strategy for $50K+ Portfolios
The complete digital asset LLC strategy: 1) Set up Wyoming single-member LLC 2) Transfer crypto before major gains 3) Track and implement suitable deductions 4) Consider insurance policy funding 5) Consider family gifting strategy. Most effective for portfolios currently over...

Gift Low‑Value Assets to Trust, Preserve Exemption
The lifetime gift tax exemption in 2026 is $15 million per person, $30 million combined for married couples. Gifting assets into a trust while their value is lower preserves more of that exemption for later use. Assets that grow inside...
Navigate 530A Trump Accounts: Avoid Gift and Kiddie Tax Traps
A brand-new savings account for children just went live, and advisors are already fielding questions from clients who don't know what to make of it. Section 530A Trump Accounts have real planning potential, but also real traps, including a gift...
Home Sale Tax Exemption Stuck Since 1997, Needs Update
The capital gains tax exemption ($250k/$500k) on the sale of your home hasn't been adjusted for inflation since 1997. It would be ~$500k/~$1M today if adjusted. With the housing boom since 2020, should Congress adjust it for inflation?
Exchange Funds Enable Diversification While Deferring Capital Gains
On the one hand, continuing to hold the security exposes much of the client's portfolio to the risks inherent in investing in a single company. On the other hand, selling the security in order to diversify may trigger significant capital...
Capital Gains Exemption
I know South Korea has been on fire with the memory-related trade, but I wonder how much of an impact the capital gains exemption has had for citizens selling foreign stocks & reinvesting in SoKo stocks. https://t.co/EacvTscwxw
Pass‑through Entities Often Beat QSBS for Tax Savings
In Episode 52 of @HowTaxWorks, I discuss why QSBS/1202 isn't some magical panacea, and it would lower taxes for many businesses to remain as pass-through entities. Listen here:

Cashing Out, Donating Remainder Suggests Belief in Market Peak
Not to be cynical, and the article doesn't reveal how many people did this, but: surely cashing out and donating the remainder of one's shares to offset taxes signals a belief that one is selling into the top?
Advisors Guide Clients to Tax‑Efficient RSU Sale Strategies
Creating An Effective RSU Sale Strategy With Clients: How financial advisors can play a valuable role in helping clients manage their vested RSUs in a way that reduces concentration risk and meets cash flow needs in a tax-efficient manner. (Daniel Zajac) https://t.co/sje8maE7MA...
Best LTC Insurance Strategies Vary by Business Structure
We explore a range of options, from the most favorable (purchasing on behalf of employees, or for employee-owners of a C corporation or who are less-than-2% shareholders of an S corporation), to the slightly less favorable (purchasing for owner-employees of...
Oppose Taxing Startup Share Gains as Ordinary Income
Thanks @PaulBassat @sallyannw @bigyahu for continuing to speak up about the devastating impact of potentially taxing startup shares growth like ordinary income. Policy outcomes should always take priority over treating all assets equivalently. https://t.co/ma4v6wdWhS

Married Couples Can Earn $131k in Tax‑free Dividends
One of the best kept secrets of the tax code? Under the right circumstances- A married couple in the US can earn up to $131,100 in dividends every year and pay zero in taxes. Here's how: (thread 👇)

Shared IRS‑SSA Leadership Could Stop Improper EITC Payouts
🤯🤯🤯This @TIGTA report made my head explode. Perhaps, with @IRSnews and @SocialSecurity sharing a the same leader, we can figure out an efficient way to avoid EITC payments to ineligible (nonwork) SSNs. https://t.co/Dnfj1Y5f40 #IRS #tax https://t.co/EgtxWYygbm
Tax‑Smart Portfolio Rebalancing: Follow These Rules
The way you rebalance your portfolio will determine how much you pay in taxes. Doing it incorrectly can result in unnecessary expenses, but there are a few rebalancing rules that can maximize your savings. https://t.co/THJGk6LSHp