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Tax Cafe — Autarky Tax and Accounting

Autarky Tax & Accounting

Tax Cafe

Practical guides, tax planning strategies, and accounting insights from our CPAs and Enrolled Agents

110 posts

When the Tax Strategy Costs More Than the Tax
Tax Planning

When the Tax Strategy Costs More Than the Tax

Most tax strategies sold to business owners and investors cost more in fees, complexity, and risk than they save in taxes. Former IRS agents explain how to tell the difference between real planning and expensive theater.

•10 min read•scott-autarky
#tax planning#tax strategy#IRS
Sales Tax Nexus Rules in All 50 States: The Complete Reference Guide for 2026
Small Business Tax

Sales Tax Nexus Rules in All 50 States: The Complete Reference Guide for 2026

Every state with a sales tax has its own nexus rules, thresholds, and quirks. This is the definitive reference — all 50 states, plain language, current as of 2026 — for e-commerce sellers, multi-state businesses, and anyone trying to understand where they owe.

•28 min read•scott-autarky
#sales tax#nexus#economic nexus
Sales Tax Nexus for E-Commerce Sellers: What Triggers It, Which States Matter, and the Best Software to Handle It
Small Business Tax

Sales Tax Nexus for E-Commerce Sellers: What Triggers It, Which States Matter, and the Best Software to Handle It

Selling online across state lines means you probably owe sales tax in more states than you think. Here is how economic nexus works after South Dakota v. Wayfair, which states are highest risk, and which software platforms actually solve the problem.

•12 min read•scott-autarky
#sales tax#nexus#e-commerce
The Jock Tax and NIL: How State Income Taxes Follow Student-Athletes Across State Lines
Individual Tax

The Jock Tax and NIL: How State Income Taxes Follow Student-Athletes Across State Lines

NIL income does not stay in one state just because you live there. Every appearance, game, and endorsement activation in another state can create a filing obligation — and most student-athletes have no idea it is happening.

•10 min read•scott-autarky
#NIL#jock tax#state income tax
O-1A and P-1A Athletes: The Only NIL Solutions for International Collegiate Athletes
International Tax

O-1A and P-1A Athletes: The Only NIL Solutions for International Collegiate Athletes

International collegiate athletes on O-1A and P-1A visas face a unique NIL problem: most income structures that work for domestic athletes are immigration violations for them. Here is what actually works.

•21 min read•scott-autarky
#NIL#O-1A visa#P-1A visa
The Substantial Presence Test: How the IRS Determines Your U.S. Tax Residency
International Tax

The Substantial Presence Test: How the IRS Determines Your U.S. Tax Residency

The Substantial Presence Test is the IRS formula that decides whether a non-U.S. citizen is taxed as a Resident Alien or a Nonresident Alien. Here is how the calculation works, what days count, and why F-1 students are often surprised by the result.

•10 min read•scott-autarky
#substantial presence test#nonresident alien#resident alien
International Student-Athletes, NIL Income, U.S. Tax Residency, and FIRPTA
International Tax

International Student-Athletes, NIL Income, U.S. Tax Residency, and FIRPTA

NIL income creates overlapping immigration, federal tax, withholding, treaty, and FIRPTA obligations for international student-athletes that go far beyond what domestic athletes face. This guide covers every layer.

•24 min read•scott-autarky
#NIL#international tax#FIRPTA
Estate vs. Trust: What the Tax Difference Actually Means for Your Family
Estate & Trust

Estate vs. Trust: What the Tax Difference Actually Means for Your Family

Estates and trusts both appear in wealth transfer planning, but they are taxed differently, serve different purposes, and carry different compliance obligations. Understanding the distinction is essential before you sign anything.

•9 min read•scott-autarky
#estate tax#trust tax#estate planning
Is Federal Taxation Constitutional? Understanding the Legal Argument
Individual Tax

Is Federal Taxation Constitutional? Understanding the Legal Argument

Few governmental powers generate as much controversy as the power to tax. The constitutional debate is legitimate as a matter of political philosophy — but as a matter of current law, Congress possesses broad, if not unlimited, authority to impose federal taxes.

•12 min read•scott-autarky
#tax law#constitutional law#Sixteenth Amendment