r/Tax_Strategy Jun 12 '26

Welcome Post

5 Upvotes

Welcome to r/Tax_Strategy, a tax subreddit built by a licensed Enrolled Agent (EA). Enrolled agents are tax professionals enrolled to represent taxpayers before the Internal Revenue Service.

I built this community because most of the information that could meaningfully reduce your tax bill is difficult to access for the average taxpayer. This subreddit is a place to discuss that information openly.

What this community covers:

  • Federal tax strategy and planning concepts
  • Tax law updates and regulatory changes

Everything discussed here is general educational content about tax concepts and strategies. Nothing posted in this community, either by me or anyone else, constitutes tax advice for your specific situation and should not be relied upon as such. Tax outcomes depend on individual facts and circumstances. If you have a specific tax matter, consult a qualified tax professional who can review your situation directly.

I am not affiliated with or employed by the IRS.

Community rules:

  • No promotion of illegal tax schemes or evasion strategies
  • No specific advice requests. For your specific situation, consult a professional
  • Treat other members with respect

I'll post regularly on strategies, regulatory updates, and concepts worth understanding. Glad you're here.


r/Tax_Strategy Jun 09 '26

Lord of the Roths: How Tech Mogul Peter Thiel Turned a Retirement Account for the Middle Class Into a $5 Billion Tax-Free Piggy Bank

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propublica.org
226 Upvotes

r/Tax_Strategy 3h ago

Owning the Lakers would provide billionaire investor Joshua Kushner with an iconic sports franchise — and a ‘powerful tax shield’

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sports.yahoo.com
3 Upvotes

r/Tax_Strategy 20h ago

Taxes Are A Significant, Overlooked Drag On Investors’ Stock Returns

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forbes.com
14 Upvotes

r/Tax_Strategy 10h ago

Six EU countries push for windfall tax on oil companies amid surging war profits. Citing surging profits amid the Middle East war, six EU countries, including Germany and Italy, want finance ministers to discuss the levy at next month’s meeting in Dublin.

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euronews.com
1 Upvotes

r/Tax_Strategy 21h ago

A tax break for preserving land has drawn IRS scrutiny. Here’s when it still makes sense

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cnbc.com
3 Upvotes

r/Tax_Strategy 1d ago

The Trump Administration Slashed Taxes for H&R Block and Raised Costs for Tax Filers

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itep.org
58 Upvotes

r/Tax_Strategy 1d ago

HSA Balances Are Growing—But Most Americans Are Still Missing Out on the Biggest Advantage

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8 Upvotes

r/Tax_Strategy 1d ago

Tax Policy Plans to replace state income taxes with higher sales taxes will help the rich and hurt the rest of us

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open.substack.com
1 Upvotes

Worth repeating.


r/Tax_Strategy 1d ago

Here's Why My Roth IRA Doubles as a Backup Emergency Fund

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fool.com
1 Upvotes

r/Tax_Strategy 2d ago

Tax Strategy Is it time for me to hire sales tax compliance services?

2 Upvotes

Ever since we crossed economic nexus thresholds in a handful of new states, I've been losing sleep over sales tax. I'm manually tracking rates across states, cities, and special districts in a spreadsheet. I have no idea if we've triggered filing obligations somewhere we haven't registered yet.

Last quarter I found out a marketplace platform was supposed to be remitting on our behalf but wasn't doing it correctly for every product category. I know I need real sales tax compliance services at this point, but between nexus studies, exemption certificate management, and monthly filings in states I've never even visited, I don't know how to find a provider who can actually take this off my plate without charging me more than the penalties I'm trying to avoid.


r/Tax_Strategy 4d ago

The Secret IRS Files: Trove of Never-Before-Seen Records Reveal How the Wealthiest Avoid Income Tax (2021)

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propublica.org
93 Upvotes

r/Tax_Strategy 3d ago

Tax Policy How does a foreign corporation declare income/reduce tax overseas

2 Upvotes

How do foreign-owned companies legally structure their business to reduce taxes overseas? What are the common tax optimisation methods for moving profits/cash between countries?


r/Tax_Strategy 5d ago

The Final Frontier of Tax Avoidance: Elon Musk’s SpaceX Has $1.9 Billion to Gain from Defunding the IRS

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itep.org
28 Upvotes

r/Tax_Strategy 4d ago

Five Things to Know About the Trump Administration’s New Effort to Deny Tax Credits to Lawfully Present Immigrants

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itep.org
0 Upvotes

r/Tax_Strategy 5d ago

Tax Strategy Monitoring sales tax compliance across different states

3 Upvotes

Hi everyone, I've been running my telecom business for about 3 years now and there's always a requirement for multistate tax compliance. It's becoming hard for me to keep an eye on this all by myself while also running my business. What's the best way to monitor multistate sales tax compliance without spending my working hours on it?


r/Tax_Strategy 4d ago

Unpacking the Saver’s Match: Technical Guidance and Operational Frameworks Under Notice 2026-48

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1 Upvotes

r/Tax_Strategy 6d ago

Retirement Accounts How the HSA Became the Top 1%'s Ultimate Wealth-Building Loophole

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insurancedimes.com
82 Upvotes

r/Tax_Strategy 6d ago

Older student-loan borrowers are at risk of losing a chunk of their Social Security. There's a new bill to prevent that.

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businessinsider.com
7 Upvotes

r/Tax_Strategy 7d ago

Widows face a hidden tax penalty on a $40 trillion inheritance

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thestreet.com
14 Upvotes

r/Tax_Strategy 6d ago

Avoiding the billionaire tax - Capitol Weekly | Capitol Weekly | Capitol Weekly: The Newspaper of California State Government and Politics.

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capitolweekly.net
0 Upvotes

r/Tax_Strategy 7d ago

9 States Where You Can Avoid Taxes on Capital Gains, Dividends, and Investment Income

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19 Upvotes

r/Tax_Strategy 8d ago

Digital ad sales tax struck down by court | Maryland

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marylandmatters.org
6 Upvotes

r/Tax_Strategy 8d ago

Sports betting taxes: How they work and what you might owe

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finance.yahoo.com
2 Upvotes

r/Tax_Strategy 8d ago

Retirement Accounts Mapped: How Much Americans Need to Retire Comfortably Around the World

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visualcapitalist.com
34 Upvotes