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Guides

Straight answers, written by the CPA who’d file it.

2,121 plain-English guides on cross-border moves, US and Canadian returns, and small-business money. Each one ends in what to do next, and says when a written Diagnostic is the smarter first step.

All Cross-BorderUS TaxCanadian TaxSmall Business & BookkeepingCFO & AdvisoryTax Planning

Page 57 of 89, newest first.

US Tax

Employee Benefits for Medical Practices: Health Insurance, HSA, Dependent Care, and Fringe Benefits

The self-employed health insurance deduction, HSA eligibility for S-corp shareholders, cafeteria plans, and the ACA employer mandate for practices.

Sep 4, 2026
US Tax

Medical Practice Entity Structure: PC, PLLC, S-Corp Election, and State Requirements

Most physicians must practice through a professional entity, a PC or PLLC, and layer an S-corp election on top for self-employment tax savings.

Sep 4, 2026
US Tax

Locum Tenens Tax Obligations: 1099 Income, Travel Deductions, and Tax Home Rules

Locum tenens physicians are independent contractors who owe their own self-employment tax, quarterly payments, and face high-stakes tax home and travel.

Sep 4, 2026
US Tax

Should a Physician Own or Lease Office Space? Real Estate Planning for Medical Practices

Owning your medical office through a separate entity raises self-rental rules, cost segregation opportunities, and QBI questions that leasing doesn't.

Sep 4, 2026
US Tax

Retirement Plans for Physicians: Defined Benefit, 401(k), and Cash Balance Plans

A high-income physician can shelter far more than the standard 401(k) limit using a cash balance or defined benefit plan layered on top of it.

Sep 4, 2026
US Tax

Selling a Medical Practice: Goodwill, Non-Compete Agreements, and Capital Gains Tax Treatment

How the sale price of a medical practice gets allocated between goodwill, a non-compete, receivables, and equipment, and what each costs in tax.

Sep 4, 2026
US Tax

Starting or Buying a Medical Practice: Startup Costs, Purchase Price Allocation, and Tax Planning

Opening a new practice and buying an existing one are taxed completely differently, from startup cost limits to purchase price allocation rules.

Sep 4, 2026
US Tax

Tax Deductions for Physicians: Equipment, CME, Malpractice Insurance, and What Qualifies

Physicians can deduct medical equipment through Section 179 or bonus depreciation, plus CME, licensing, malpractice insurance.

Sep 4, 2026
Cross-Border

Moving from Canada to the US: Tax Checklist for the Year You Emigrate

Leaving Canada triggers a deemed disposition of most assets at fair market value, creating an immediate capital gains tax bill.

Sep 4, 2026
Cross-Border

Moving from the US to Canada: Tax Checklist for the Year You Immigrate

The year you move from the US to Canada creates a split-year for Canadian tax purposes and may trigger deemed acquisition rules.

Sep 4, 2026
US Tax

Form 1023 vs 1023-EZ: How to Apply for 501(c)(3) Tax-Exempt Status

A complete guide to the IRS 501(c)(3) application process, including Form 1023 vs 1023-EZ eligibility, organizing document requirements.

Sep 4, 2026
US Tax

Nonprofit Board Governance and Compensation: How to Set Pay Without Triggering Intermediate Sanctions

Nonprofit boards that set executive compensation without a documented process risk IRC 4958 excise taxes on the executive and board members.

Sep 4, 2026
US Tax

Donor Acknowledgment Letters and Tax Receipts: What Nonprofits Must Provide Under IRC 170

Nonprofits must provide written acknowledgment for donations of $250 or more and quid pro quo disclosure for payments over $75.

Sep 4, 2026
US Tax

Nonprofit Employee vs. Contractor Classification: Minister Housing Allowance, FICA Exemptions, and Payroll Rules

Worker classification is high-stakes for nonprofits. Here is the IRS test, the minister's housing allowance under IRC 107.

Sep 4, 2026
US Tax

Fiscal Sponsorship Tax Implications: Model A vs Model C, Donor Deductibility, and Transition to 501(c)(3)

How fiscal sponsorship lets a project without 501(c)(3) status take tax-deductible donations: Model A vs Model C, sponsor control over the funds, and when to file for your own.

Sep 4, 2026
US Tax

Nonprofit Form 990 Filing Guide: Which Form, When to File, and What Happens If You Don't

Most 501(c) organizations must file Form 990 each year. Here is how to determine which version you file, what the public support test requires.

Sep 4, 2026
US Tax

Are Gala and Raffle Tickets Tax Deductible? Event Rules

Raffle tickets aren't deductible. A gala ticket is deductible only above the value of the dinner and extras. Auction, sponsorship and $75 disclosure rules for nonprofits.

Sep 4, 2026
US Tax

Nonprofit Grant Management: Restricted Funds, ASC 958, and Cost Allocation

ASC 958 classifies a nonprofit's net assets into two categories: with donor restrictions and without donor restrictions.

Sep 4, 2026
US Tax

Private Foundation Excise Taxes: IRC 4940-4945 Compliance, Self-Dealing, and Minimum Distribution

Private foundations face six excise taxes that public charities avoid. Private foundations are subject to six excise taxes under IRC 4940-4945: (1) a 1.

Sep 4, 2026
US Tax

Unrelated Business Income Tax (UBIT): When Your Nonprofit Owes the IRS

A deep guide to IRC 512-514 for tax-exempt organizations: what triggers UBIT, the key exclusions, debt-financed property rules, the silo rule.

Sep 4, 2026
US Tax

Property Management 1099 Reporting: Owner Payments, Vendor Payments, and the $2,000 Threshold

Property managers issue Form 1099-MISC to owners for gross rents collected above $2,000 and Form 1099-NEC to independent contractor vendors above $2,000.

Sep 4, 2026
US Tax

Property Management Bookkeeping: Trust Accounts, Owner Statements, and Proper Fund Segregation

Property management bookkeeping requires a strict split between the management company's own operating funds and the client owners' rental funds.

Sep 4, 2026
US Tax

Property Management Entity Structure: LLC for Liability Protection and Tax Planning

A property management business should be its own LLC, separate from any properties it owns, to wall off liability and plan for an S-corp election.

Sep 4, 2026
US Tax

HOA and COA Accounting for Property Managers: Assessments, Reserve Funds, and Tax-Exempt Status

HOA and condo association accounting separates exempt member assessments from taxable outside income under the Form 1120-H election in IRC 528.

Sep 4, 2026