J.K. Lasser's Small Business Taxes 2023 - Barbara Weltman - E-Book

J.K. Lasser's Small Business Taxes 2023 E-Book

Barbara Weltman

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Comprehensive guide to small business tax write-offs and strategies from a leading name in tax Small business owners in the US face enough challenges without overpaying tax. Despite this, millions of small businesses miss out on crucial deductions, tax credits, and tax-saving moves every year, resulting in higher-than-necessary tax bills. In J.K. Lasser's Small Business Taxes 2023: Your Complete Guide to a Better Bottom Line, renowned attorney and small business advocate Barbara Weltman offers a thorough and exhaustively researched roadmap to legally minimizing your tax liability and maximizing your deductions and credits. In the book, you'll find tax facts and planning strategies that help you make business decisions in the most tax-efficient way possible. You'll also discover: * A complete list of the business expense deductions and tax credits available to you and what you need to do to qualify for them * Up-to-date info on current tax law and procedure, including information on the latest relevant legislation * Guidance on avoiding tax penalties and minimizing audit risk * A heads-up on coming changes to help you plan for next year's taxes * Sample forms and checklists to help you get organized and help you stay tax compliant * A free e-supplement that includes the latest developments from the IRS and Congress A concise and plain-English guide for every small business owner in America, Small Business Taxes 2023 is the detailed and accessible tax overview you've been waiting for.

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Table of Contents

Cover

Title Page

Copyright

Preface

How to Use This Book

Introduction

Special Rules for Small Businesses

PART 1: Organization

CHAPTER 1: Business Organization

Sole Proprietorships

Partnerships and Limited Liability Companies

S Corporations and Their Shareholder‐Employees

C Corporations and Their Shareholder‐Employees

Benefit Corporations

Employees

Factors in Choosing Your Form of Business Organization

Forms of Business Organization Compared

Changing Your Form of Business

CHAPTER 2: Tax Year and Accounting Methods

Accounting Periods

Accounting Methods

Uniform Capitalization Rules

Change in Accounting Method

CHAPTER 3: Recordkeeping for Business Income and Deductions

General Recordkeeping

Specific Substantiation Requirements for Certain Expenses

Records for Depreciation, Basis, Carryovers, and Prepaid Expenses

How Long You Should Maintain Records

PART 2: Business Income and Losses

CHAPTER 4: Income or Loss from Business Operations

Business Income

Income for Service Businesses

Income from the Sale of Goods

Income from Farming

Income from Commercial Fishing

Income from Rentals

Income from Government Programs

Investment‐Type Income

Miscellaneous Business Income

State Income Taxes on Business Income

Noncorporate Excess Business Losses

Net Operating Losses

Other Limitations on Business Losses

Income Earned Abroad

CHAPTER 5: Capital Gains and Losses

What Are Capital Gains and Losses?

Tax Treatment of Capital Gains and Losses for Pass‐Through Entities

Tax Treatment of Capital Gains for C Corporations

Loss Limitations

Sales of Business Interests

Opportunity Zone Investments

Special Situations

CHAPTER 6: Gains and Losses from Sales of Business Property

Section 1231 Gains and Losses

Sale‐Leasebacks

Installment Sales

Recapture

Involuntary Conversions

Abandonment, Foreclosure, and Repossession of Property

Sale of All the Assets of the Business

Opportunity Zone Business Transactions

PART 3: Business Deductions and Credits

CHAPTER 7: Employee Compensation

Worker Classification

Temporary Workers and Outsourced HR

Deductible Employee Compensation

Compensation to Owners

Stock Options and Restricted Stock

Deferred Compensation

Disallowance Repayment Agreements

Golden Parachute Payments

Fringe Benefits

Cafeteria Plans

Employment Tax Credits

CHAPTER 8: Travel, Meals, and Gift Expenses

Local Transportation Costs

Travel within the United States

Foreign Travel

Conventions

Living Away from Home on Temporary Assignments

Meal and Entertainment Expenses

Business Gifts

Reimbursement Arrangements

Recordkeeping Requirements

CHAPTER 9: Car and Truck Expenses

Deducting Car and Truck Expenses in General

Actual Expense Method

Standard Mileage Allowance

Leasing a Vehicle for Business

Arranging Vehicle Ownership

Nonpersonal Use Vehicles

Credit for Clean Energy Vehicles

Dispositions of a Vehicle

Reimbursement Arrangements

Recordkeeping for Vehicle Expenses

CHAPTER 10: Repairs, Maintenance, and Energy Improvements

Ordinary Repairs

Rehabilitation Plans

Qualified Improvement Property

Small Business Safe Harbors

Rotable Spare Parts

Change in Accounting Method

Special Rules for Improvements for the Elderly and People with Disabilities

Lists of Deductible Repairs and Capital Improvements

Energy Improvements

CHAPTER 11: Bad Debts

Bad Debts in General

Collection of Bad Debts

Business versus Nonbusiness Bad Debts

Loans by Shareholder‐Employees

Guarantees That Result in Bad Debts

Special Rules for Accrual Taxpayers

Reporting Bad Debts on the Tax Return

Collection Strategies

CHAPTER 12: Rents

Deducting Rent Payments in General

Rent for Employee Parking

The Cost of Acquiring, Modifying, or Canceling a Lease

Improvements You Make to Leased Property

Rental of a Portion of Your Home for Business

Leasing a Car

Leveraged Leases

CHAPTER 13: Taxes and Interest

Deductible Taxes

Self‐Employment Tax

Nondeductible Taxes

Deductible Interest

Nondeductible Interest and Other Limitations on Deductibility

CHAPTER 14: First‐Year Expensing, Depreciation, Amortization, and Depletion

Section 179 Expensing

Other Expensing Opportunities

Bonus Depreciation

General Rules for Depreciation

Modified Accelerated Cost Recovery System

Depreciation Methods

Limitations on Listed Property

De Minimis Safe Harbor Rule

Putting Personal Property to Business Use

Amortization

Depletion

CHAPTER 15: Advertising Expenses

Ordinary Advertising Expenses

Promotion of Goodwill

Prizes, Contests, and Other Promotional Activities

Help‐Wanted Ads

Websites and Apps

Social Media

CHAPTER 16: Retirement Plans

Qualified Retirement Plans

Added Costs for Retirement Plans

Credit for Plan Start‐Up Costs

Retirement Plans for Self‐Employed Individuals

Regular 401(k)s and Designated Roth Accounts

Pooled Employer Plans (PEPs)

Individual Retirement Accounts

COVID‐19‐Related Rules

Disaster‐Related Rules

State‐Sponsored Plans for the Private Sector

When to Take Action

Plan Problems and Corrections

Comparison of Qualified Retirement Plans

ESOPs

Retirement Plans Owning Your Business

Terminating Plans

Nonqualified Retirement Plans

Glossary of Terms for Retirement Plans

CHAPTER 17: Casualty and Theft Losses

Casualties and Thefts

Condemnations and Threats of Condemnation

Disaster Losses

Deducting Property Insurance and Other Casualty/Theft‐Related Items

Disaster Assistance

CHAPTER 18: Home Office Deductions

Home Office Deductions in General

Actual Expense or Simplified Method

Actual Expense Method

Simplified Method

Special Business Uses of a Home

Mobile Offices

Ancillary Benefit of Claiming Home Office Deductions

Impact of Home Office Deductions on Home Sales

CHAPTER 19: Medical Coverage

Health Care Mandates

Deducting Medical Insurance for Covering Employees

Deducting Health Coverage for Self‐Employed Persons and More‐Than‐2% S Corporation Shareholders

Using Reimbursement Plans

Tax Credit for Contributions to Employee Health Coverage

Shifting the Cost of Coverage to Employees

Health Savings Accounts (HSAs)

Archer Medical Savings Accounts (MSAs)

COBRA Coverage

Wellness Programs

Reporting Health Coverage on W‐2s

Glossary of Terms for Health Coverage

CHAPTER 20: Deductions and Tax Credits for Farmers

Farm Expenses

Interest on Loans

Qualified Business Income Deduction

Farm Losses

Farm‐Related Tax Credits

Nondeductible Farm‐Related Expenses

CHAPTER 21: Qualified Business Income Deduction

General Rules

Qualified Trade or Business

Qualified Business Income

Basic Limitations

Specified Service Trades or Businesses

Other Limitations

Partnerships and S Corporations

Understatement Penalty

CHAPTER 22: Miscellaneous Business Deductions

Other Business Expenses in General

Moving Expenses

Educational Expenses

Charitable Contributions Made by Your Business

Licenses and Permits

Dues and Subscriptions

Legal and Professional Fees

Bank and Merchant Fees

Supplies, Materials, and Office Expenses

Uniforms and Clothing

Insurance

Commissions

Outsourced Workers

Payments to Directors and Independent Contractors

Penalties, Fines, and Damages

Meal Costs for Day‐Care Providers

Expenses of Persons with Disabilities

Dividends‐Received Deduction

Foreign Housing Deduction

Other Expenses

Checklists of Deductible and Nondeductible Items

CHAPTER 23: Roundup of Tax Credits

Employment‐Related Credits

Work‐Related Personal Credits

Capital Construction—Related Credits

Other Tax Credits

General Business Credit

Credits Offsetting Employment Taxes

PART 4: Tax Planning for Your Small Business

CHAPTER 24: Income and Deduction Strategies

Tax‐Saving Tips

Audit‐Proofing Your Return

Common Errors and How to Avoid Them

Tax Assistance

CHAPTER 25: Distributions from Your Business

Distributions from a Sole Proprietorship

Distributions from a Partnership

Distributions from an S Corporation

Distributions from a C Corporation

CHAPTER 26: Tax Strategies for Opening or Closing a Business

Initial Tax Decisions to Make

Investing Your Own Resources

Debt versus Equity Financing

Tax Identification Numbers

Choose Your Accounting Solution

Tax Reporting for the First Year

How to Write Off Start‐Up Costs

Setting Up a Business Bank Account and Credit Card

Moving a Business

Aborted Business Ventures

Bankruptcy

Winding Up a Small Business

Tax Reporting in the Final Year

CHAPTER 27: Tax Strategies for a Sideline Business

Reporting Sideline Business Income

Hobby Activities

Business Expenses

CHAPTER 28: Tax Strategies for Multiple Businesses

Advantages and Disadvantages of Multiple Entities

When to Run Multiple Activities within One Business

Treatment of Multiple Corporations

Tax Rules for Owners of Multiple Businesses

CHAPTER 29: Alternative Minimum Tax

Alternative Minimum Tax Basics

Deduction Limits for Alternative Minimum Tax

Credit Offsets

Minimum Tax Credit

CHAPTER 30: Other Taxes

State Income Taxes

Employment Taxes

Self‐Employment Tax

Additional Medicare Taxes for Individuals

Sales and Use Taxes

Excise Taxes

CHAPTER 31: Filing Tax Returns, Paying Taxes, and Making Refund Claims

Income Tax Deadlines and Extensions

Online Filing of Business Income Tax Returns

Estimated Taxes

Making Tax Payments

Claiming Refunds

Filing Other Business Returns

CHAPTER 32: Retirement and Succession Planning

Retirement Planning

Social Security Planning

Exit Strategies

Financing Options to Fund Buyouts

Consulting Agreements

Estate Taxes

Estate Planning Concerns

CHAPTER 33: Working with CPAs and Other Tax Professionals

Types of Tax Professionals

Finding a Tax Professional

Tips for Selecting a Tax Professional

CHAPTER 34: Handling Audits with the IRS

Types of Audits

Appeals

Litigation

Mediation

Taxpayer Bill of Rights

Taxpayer Advocate Service

Special Audit Rules for Partnerships

Appendix A: Information Returns

Dividends

Large Cash Transactions

Payments to Independent Contractors

Health Plans

Pension and Retirement Plan Distributions

Retirement and Employee Benefit Plans

Small Cash Transactions

Wages

Merchant Transactions

Foreign Accounts

Appendix B: Tax Penalties

Failure to File a Tax Return or Pay Tax

Failure to File Retirement Plan Returns and Notices

Failure to File Correct Information Returns

Failure to File Correct Payee Statements

Accuracy‐Related Penalties

Preparer Penalties

Penalty Relief

Appendix C: Checklist of Tax‐Related Corporate Resolutions

Appendix D: List of Dollar Limits and Amounts Adjusted for Inflation

Items Adjusted Annually for Inflation

Items Fixed by the Tax Code

Items Set by the IRS

Index

End User License Agreement

List of Tables

Introduction

TABLE I.1 Examples of Tax Definitions of Small Business

Chapter 1

TABLE 1.1 Filing Deadlines, Extensions, and Forms for 2022 Returns

TABLE 1.2 Comparison of Forms of Business Organization

Chapter 5

TABLE 5.1 2022 Taxable Income Breakpoints for Capital Gains Rates

*

Chapter 7

TABLE 7.1 Employee Income from Excess Coverage

TABLE 7.2 Annual Lease Value (ALV) Table for Cars

Chapter 8

TABLE 8.1 North American Area

TABLE 8.2 Sample Expense Diary

Chapter 9

TABLE 9.1 Straight‐Line Half‐Year Convention*

TABLE 9.2 MACRS Half‐Year Convention*

TABLE 9.3 Straight‐Line Mid‐Quarter Convention*

TABLE 9.4 MACRS Mid‐Quarter Convention*

TABLE 9.5 Dollar Limit on Depreciation of Passenger Cars (including Light Tr...

TABLE 9.6 Sample Deductions under the Standard Mileage Allowance for 2022

TABLE 9.7 Dollar Amounts for Passenger Automobiles with a Lease Term Beginni...

TABLE 9.8 Deemed Depreciation

TABLE 9.9 Depreciation in Year of Sale*

TABLE 9.10 Business Mileage Log

TABLE 9.11 Sample Log

Chapter 10

TABLE 10.1 Examples of Repairs versus Capital Items

TABLE 10.2 Guidance on Standards for the Elderly and People with Disabilitie...

Chapter 14

TABLE 14.1 Property Class Life under GDS versus Actual Recovery Period

TABLE 14.2 MACRS Rates—Half‐Year Convention

TABLE 14.3 MACRS Rates—Mid‐Quarter Convention (200% Rate)

TABLE 14.4 When to Change to Straight‐Line Method

TABLE 14.5 Rates for Residential Realty Years (27 Years), Straight‐Line, Mid...

TABLE 14.6 Rates for Nonresidential Realty Years (31.5 Years), Straight‐Line...

TABLE 14.7 Rates for Nonresidential Realty Years (39 Years), Straight‐Line, ...

TABLE 14.8 Recovery Periods under Alternative Depreciation System (ADS)

TABLE 14.9 Percentage for Mineral Properties

TABLE 14.10 Depreciation Worksheet

Chapter 16

TABLE 16.1 Safe Harbor Contributions by Employer (You) for Employees in 401(...

TABLE 16.2 Active Participants' MAGI Phase‐Outs for Deducting IRA Contributi...

TABLE 16.3 MAGI Phase‐Outs for Making Roth IRA Contributions in 2022

TABLE 16.4 Comparison of Retirement Plans in 2022

Chapter 20

TABLE 20.1 Recovery Periods for Farm Property

Chapter 22

TABLE 22.1 Applicable Percentage for Additional Contribution

TABLE 22.2 Standard Meal and Snack Rates for 2022

TABLE 22.3 Checklists of Deductible and Nondeductible Expenses

Chapter 23

TABLE 23.1 Guide to Tax Credits

Chapter 24

TABLE 24.1 Forms for Filing Extensions

TABLE 24.2 IRS Publications of Interest

Chapter 26

TABLE 26.1 States with Intrastate Equity Crowdfunding

TABLE 26.2 Checklist of Actions for Closing a Business

Chapter 28

TABLE 28.1 Locations Where Series LLCs May Be Formed

Chapter 29

TABLE 29.1 2022 Exemption Amounts

Chapter 30

TABLE 30.1 Your Employment Tax Obligation on Common Fringe Benefits for 2022...

TABLE 30.2 Deposit Schedule

TABLE 30.3 Threshold Amounts for Additional Medicare Taxes

Chapter 31

TABLE 31.1 Usual Filing Deadlines

TABLE 31.2 Usual Filing Extensions*

TABLE 31.3 Forms for Amended Income Tax Returns

TABLE 31.4 Filing Deadlines for Employment Tax Returns

Chapter 32

TABLE 32.1 Rollover Options

TABLE 32.2 Full Retirement Age

Appendix B

TABLE B.1 Penalties for Small Businesses for Information Returns

TABLE B.2 Penalties for Small Businesses for Payee Statements

TABLE B.3 Tax Return Preparer Penalties

List of Illustrations

Chapter 1

Figure 1.1 Schedule C, Profit or Loss From Business

Figure 1.2 Schedule K‐1, Partner's Share of Income, Deductions, Credits, etc...

Figure 1.3 Form 8832, Entity Classification Election

Figure 1.4 Part II of Schedule E

Figure 1.5 Form 1120, U.S. Corporation Income Tax Return

Chapter 4

FIGURE 4.1 Computation of Partner's Basis in Partnership Interest

FIGURE 4.2 S Corporation Shareholder Basis in Stock and Debt Basis Limitatio...

Chapter 7

FIGURE 7.1 Sample Form for Section 83(b) Election

Chapter 14

FIGURE 14.1 Form 4562, Depreciation and Amortization

Chapter 16

Figure 16.1 Form 5305‐SEP, Simplified Employee Pension

Figure 16.2 Form 5304‐SIMPLE, Savings Incentive Match Plan for Employees of ...

Figure 16.3 Form 5500‐EZ, Annual Return of One‐Participant Retirement Plan

Chapter 18

FIGURE 18.1 Simplified Method Worksheet for Home Office Deduction

FIGURE 18.2 Form 8829, Expenses for Business Use of Your Home

FIGURE 18.3 Worksheet to Figure the Deduction for Business Use of Your Home...

Chapter 20

FIGURE 20.1 Sample Exemption Certificate

Chapter 21

FIGURE 21.1 Form 8995, Qualified Business Income Deduction—Simplified Comput...

FIGURE 21.2 Form 8995‐A, Qualified Business Income Deduction

FIGURE 21.3 QBI Loss Tracking Worksheet

Chapter 30

Figure 30.1 Schedule SE

Chapter 31

Figure 31.1 Estimated Tax Worksheet

Guide

Cover Page

Title Page

Copyright

Preface

Introduction

Table of Contents

Begin Reading

Appendix A Information Returns

Appendix B Tax Penalties

Appendix C Checklist of Tax‐Related Corporate Resolutions

Appendix D List of Dollar Limits and Amounts Adjusted for Inflation

Index

Wiley End User License Agreement

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J.K. LASSER'S™

SMALL BUSINESS TAXES 2023

Your Complete Guide to a Better Bottom Line

 

Barbara Weltman

 

Copyright © 2023 by Barbara Weltman. All rights reserved.

Published by John Wiley & Sons, Inc., Hoboken, New Jersey.

Published simultaneously in Canada.

No part of this publication may be reproduced, stored in a retrieval system, or transmitted in any form or by any means, electronic, mechanical, photocopying, recording, scanning, or otherwise, except as permitted under Section 107 or 108 of the 1976 United States Copyright Act, without either the prior written permission of the Publisher, or authorization through payment of the appropriate per-copy fee to the Copyright Clearance Center, Inc., 222 Rosewood Drive, Danvers, MA 01923, (978) 750-8400, fax (978) 646-8600, or on the web at www.copyright.com. Requests to the Publisher for permission should be addressed to the Permissions Department, John Wiley & Sons, Inc., 111 River Street, Hoboken, NJ 07030, (201) 748-6011, fax (201) 748-6008, or online at http://www.wiley.com/go/permissions.

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Library of Congress Cataloging-in-Publication Data is Available:

ISBN 9781119931218 (Paper)

ISBN 9781119931225 (ePDF)

ISBN 9781119931232 (ePub)

Cover design: Wiley

Preface

Businesses naturally focus on sales to create profits. But the tax results of business activities can't be ignored. Economic conditions, including inflation, supply chain issues, and labor shortages, impact sales and, in turn, affect taxes. And tax rules are continually changing. As a small business owner, you can't rely on the tax rules you've become accustomed to. You need to familiarize yourself with new rules to minimize your 2022 taxes, figure estimated taxes for 2023, and obtain tax refunds from certain prior years. Major recent legislation, including the Consolidated Appropriations Act, 2022; the CHIPS and Science Act of 2022; and the Inflation Reduction Act of 2022, needs to be taken into account.

This book focuses primarily on federal income taxes. Businesses may be required to pay and report many other taxes, including state income taxes, employment taxes, sales and use taxes, and excise taxes. Some information about these taxes is included in this book to alert you to your possible obligations so that you can then obtain further assistance if necessary.

The book takes a holistic approach to taxes, showing you where applicable the ramifications that tax decisions can have on your business activities and your bottom line. Statistics, resources, and other materials are provided to help you better run your business by making good tax decisions and implementing sound business practices.

It is important to stay alert to future tax changes. Be sure to check on any final action before you take any steps that could be affected by these changes.

For a free supplement on tax developments after October 1, 2022, affecting small businesses (available in February 2023), go to www.jklasser.com or www.BigIdeasForSmallBusiness.com.

How to Use This Book

The purpose of this book is to make you acutely aware of how your actions in business can affect your bottom line from a tax perspective. The way you organize your business, the accounting method you select, and the types of payments you make all have an impact on when you report income and the extent to which you can take deductions. This book is not designed to make you a tax expert. It is strongly suggested that you consult with a tax adviser before making certain important decisions that will affect your ability to minimize your taxes (and Chapter 33tells you how to work with a tax professional). I hope that the insight you gain from this book will allow you to ask your adviser key questions to benefit your business.

In Part 1, you will find topics of interest to all businesses. First, there is an overview of the various forms of business organization and an explanation of how these forms of organization affect personal liability for an owner as well as reporting of income and claiming tax deductions. Part 1 also explains tax years and accounting methods that businesses can select. And it covers important recordkeeping requirements and suggestions to help you audit‐proof your return to the extent possible and protect your deductions and tax credits.

Part 2 details how to report various types of income your business may receive. In addition to fees and sales receipts—the bread‐and‐butter of your business—you may receive other types of ordinary income such as interest income, royalties, and rents. You may have capital gain transactions as well as sales of business assets. But you may also have losses—from operations or the sale of assets. Special rules govern the tax treatment of these losses. The first part of each topic in a chapter discusses the types of income or loss to report and special rules that affect them. Then scan the second part of each topic in a chapter, which explains where on the tax return to report the income or claim the loss.

Part 3 focuses on specific deductions and tax credits. It provides you with guidance on the various types of deductions you can use to reduce your business income, including the qualified business income (QBI) deduction for owners of pass‐through entities. In the first part of each topic in a chapter, you will learn what the write‐off is all about and any dollar limits or other special requirements that may apply. As with the income chapters, the second part of each topic chapter explains where on the tax return you can claim the write‐off based on your form of business organization. Also, in Chapter 22, Miscellaneous Business Deductions, you will find checklists that serve as handy reference guides on all business deductions. The checklists are organized according to your status: self‐employed, employee, or small corporation. You will also find a checklist of business expenses that are not deductible.

Part 4 contains planning ideas for your business. You will learn about strategies for deferring income, boosting deductions, starting up or winding down a business, running a sideline business, owning multiple businesses, taking distributions, and avoiding audits. It also highlights the most common mistakes that business owners make in their returns, so by avoiding them you will not lose out on tax‐saving opportunities. You will also find links to resources for tax assistance and planning purposes. And you will find information about other taxes on your business, including state income taxes, employment taxes, sales and use taxes, and excise taxes. Finally, you will see how to work with a tax professional and what to do if you are audited.

In Appendix A, you will find a listing of information returns you may be required to file with the IRS or other government agencies in conjunction with your tax obligations. These returns enable the federal government to crosscheck tax reporting and other financial information. Appendix B covers tax penalties that may apply if you fail to do something you were supposed to do, or if you do it wrong or do it late. Appendix C contains a checklist of tax‐related corporate resolutions to help you keep your corporate minutes book up to date. Appendix D is a list of dollar limits and amounts for certain tax rules that are adjusted annually for inflation to help you plan ahead.

Several forms and schedules as well as excerpts from them have been included throughout the book to illustrate reporting rules. These forms are not to be used to file your return. (In many cases, the appropriate forms were not available when this book was published, and older or draft versions of the forms were included.) While most returns today are prepared and filed electronically, if you do not use software or a paid preparer to complete your return, you can obtain the forms you need from the IRS's website at https://www.irs.gov or where otherwise indicated.

Another way to stay abreast of tax and other small business developments that can affect your business throughout the year is by subscribing to Barbara Weltman's Big Ideas for Small Business®, a free online newsletter geared for small business owners and their professional advisers, and my “Idea of the Day®” (via e‐mail) at www.BigIdeasForSmallBusiness.com. Again, the Supplement to this book, which covers developments after October 1, 2022, may be found at www.jklasser.com and my website www.BigIdeasForSmallBusiness.com.

This book has been in print for more than 25 years and has tracked dramatic changes in tax law and business operations. For those who are using it for the first time, the book is a resource guide for handling taxes effectively as well as for making financial decisions and using business practices to increase your bottom line. For those who are perennial readers, you will see that while much in the book is unchanged, it has been updated and expanded to reflect changes from new laws, court decisions, and IRS pronouncements as well as my additional comments on tax strategies and business practices. For tax practitioners, I recognize that there are no citations, and that there are some issues that are unsettled. I invite your comments on any areas in which you disagree with my presentation and for ways to make improvements in future editions (send comments to [email protected]). I also recognize that more small businesses are going global and have to contend with foreign taxes and the implications on their U.S. returns, but the subject of foreign taxes is not fully addressed in this book.

I would like to thank Sidney Kess, Esq. and CPA, for his valuable suggestions in the preparation of the original tax deduction book, and Elliott Eiss, Esq., for his expertise and constant assistance with this and other projects.

Barbara WeltmanOctober 2022

Introduction

Small businesses are vital to the U.S. economy. Small businesses account for 99.9% of all firms, employ 46.8% of the country's private sector workforce, and contribute 43.5% of the nation's gross national product.

It's estimated there were more than 33.2 million small businesses—sole proprietorships, limited liability companies, partnerships, S corporations, and C corporations. While COVID‐19 certainly hit many small businesses hard, the pandemic did not stop interest in entrepreneurship. New businesses are forming at numbers greater than before the pandemic. The gig economy has expanded and small businesses continue to be present on Main Street, farms, homes, and anywhere else that a business can be found.

Small businesses fall under the purview of the Internal Revenue Service's (IRS) Small Business and Self‐Employed Division (SB/SE). This division services approximately 57 million tax filers, including 41 million individuals filing Schedules C, E, or F, as well as (3.8 million partnerships and 6.8 million corporations with assets of $10 million or less), and about 7 million filers of employment, excise, and certain other returns. The SB/SE division accounts for about 40% of the total federal tax revenues collected. The goal of this IRS division is customer assistance to help small businesses comply with the tax laws.

There is also an IRS Small Business and Self‐Employed Tax Center at https://www.irs.gov/Businesses/Small-Businesses-&-Self-Employed where you'll find links to topics of interest, such as stages of a business and free online learning opportunities.

As a small business owner, you work, try to grow your business, and hope to make a profit. What you can keep from that profit depends in part on the income tax you pay. The income tax applies to your net income rather than to your gross income or gross receipts. You are essentially taxed on what you keep after paying off the expenses of providing the services or making the sales that are the crux of your business. Deductions for these expenses operate to fix the amount of income that will be subject to tax. So deductions, in effect, help to determine the tax you pay and the profits you keep. And tax credits, the number of which has been expanded in recent years, can offset your tax to reduce the amount you ultimately pay.

Special Rules for Small Businesses

Sometimes it pays to be small. The tax laws contain a number of special rules exclusively for small businesses. But what is a small business? The average size of a small business in the United States is one with fewer than 20 employees with annual revenue under $2 million. Different government departments and agencies, as well as different industries, use their own definitions of “small business.” For federal tax purposes, the answer varies from rule to rule, as explained throughout this book. Sometimes, it depends on your revenue, the number of employees, net worth, or total assets. In Table I.1 are nearly 3 dozen definitions from the Internal Revenue Code on what constitutes a small business in 2022. You may be a small business for some tax rules but not for others.

TABLE I.1 Examples of Tax Definitions of Small Business

Tax Rule

Definition

Accrual method exception for small businesses (

Chapter 2

)

Average annual gross receipts of no more than $27 million in the 3 prior years (or number of years in business, if less)

Archer medical savings accounts (

Chapter 19

)

Fewer than 50 employees

Bad debts deducted on the nonaccrual‐experience method (

Chapter 11

)

Average annual gross receipts for the 3 prior years of no more than $5 million

Building improvements safe harbor (

Chapter 10

)

Average annual gross receipts for the 3 prior years of no more than $10 million

and

building's unadjusted basis no greater than $1 million

Centralized audit regime for partnerships–election out (

Chapter 33

)

100 or fewer partners

Disabled access credit (

Chapter 10

)

Gross receipts of no more than $1 million in the preceding year or no more than 30 full‐time employees

Employer mandate exemption from providing affordable health coverage

Fewer than 50 full‐time/full‐time equivalent employees

Estimated tax for C corporations based on prior year's return (

Chapter 30

)

Taxable income of less than $1 million in any of the 3 preceding years

Employee retention income tax credit (

Chapter 7

)

Fewer than 100 employees

Employer differential wage payments credit (

Chapter 7

)

Fewer than 50 employees

First‐year expensing election (

Chapter 14

)

Qualified property for 2022 of no more than $3.78 million

Golden parachute payments exemption (

Chapter 7

)

100 or fewer shareholders

Independent contractor versus employee determination—shifting burden of proof to IRS (

Chapter 7

)

Net worth of business does not exceed $7 million

Interest deduction limit exemption (

Chapter 13

)

Average annual gross receipts of $27 million or less in the 3 prior years

Late filing penalty for failure to file information return—cap (

Appendix B

)

Average annual gross receipts of no more than $5 million for a 3‐year period

Qualified small employer health reimbursement arrangement (

Chapter 19

)

Fewer than 50 full‐time and full‐time equivalent employees

Reasonable compensation—shifting the burden of proof to the IRS (

Chapter 7

)

Net worth of business not in excess of $7 million

Recovery of legal fees from the government

Net worth less than $5 million and fewer than 500 employees at the time the action is filed

Repair regulations—deduction under safe harbor for items up to $2,500 per item or invoice (

Chapter 10

)

No applicable financial statement (SEC filing; audited financial statement)

Repair regulations—safe harbor not to capitalize improvements to buildings (

Chapter 10

)

Average annual gross receipts under $10 million and building has unadjusted basis under $1 million

Research credit–offset to AMT(

Chapter 23

)

Businesses with average annual gross receipts in the 3 prior years of $50 million or less

Research credit—offset to employer's Social Security taxes (

Chapter 23

)

Corporation or partnership with gross receipts of no more than $5 million for current year and no gross receipts during the 5‐year period ending with the current year (similar for sole proprietors)

Retirement plan start‐up credit (

Chapter 16

)

No more than 100 employees with compensation over $5,000 in the preceding year

Savings Incentive Match Plans for Employees (SIMPLE) plans (

Chapter 16

)

Self‐employed or businesses with 100 or fewer employees who received at least $5,000 in compensation in the preceding year

Section 1244 losses (

Chapter 5

)

Equity of no more than $1 million at the time stock is issued

Simple cafeteria plans (

Chapter 7

)

100 or fewer employees on business days during either of the 2 preceding years

Simplified change in accounting for repair safe harbors (

Chapter 10

)

Total assets less than $10 million or average annual gross receipts in 3 prior years less than $10 million

Small business/self‐employed (SB/SE) division of IRS

Self‐employed individuals, plus corporations and partnerships with assets under $10 million

Small employer automatic enrollment credit (

Chapter 16

)

No more than 100 employees with compensation over $5,000 in the preceding year

Small employer health care credit (

Chapter 19

)

No more than 25 full‐time equivalent employees

Small business stock—exclusion of gain on sale (

Chapter 5

)

Gross assets of no more than $50 million when the stock is issued and immediately after

UNICAP small reseller exception (

Chapter 2

)

Average annual gross receipts of no more than $26 million for a 3‐year period

UNICAP simplified dollar value last‐in, first‐out (LIFO) method (

Chapter 2

)

Average annual gross receipts of no more than $5 million for a 3‐year period

Reporting Income

Generally, all of the income your business receives is taxable unless there is a specific tax rule that allows you to exclude the income permanently or defer it to a future time. This is so, whether your business is full or part time and how you're paid (in cash, crypto, or otherwise).

When you report income depends on your method of accounting. How and where you report income depends on the nature of the income and your type of business organization.

There's a “tax gap” (the spread between revenues that should be collected and what actually is collected) estimated to be $1 trillion per year and a great portion of this can be traced to entrepreneurs who underreport or don't report their income, overstate their deductions, or fail to pay self‐employment tax where warranted. While audit rates have recently been at historic lows due in part to budgetary issues, the SB/SE division wants to increase the number of its examiners and look carefully at self‐employed individuals in an attempt to detect intentional or unintentional reporting errors. Funding for the IRS has been substantially increased, so watch for more audits to be conducted.

Claiming Deductions

You pay tax only on your profits, not on what you take in (gross receipts). In order to arrive at your profits, you are allowed to subtract certain expenses from your income. These expenses are called “deductions.”

The law says what you can and cannot deduct (see below). Within this framework, the nature and amount of the deductions you have often vary with the size of your business, the industry you are in, where you are based in the country, and other factors. The most common deductions for businesses include car and truck expenses, salaries and wages, utilities, supplies, legal and professional services, insurance, depreciation, taxes, meals, advertising, repairs, travel, rent for business property and equipment, and in many cases, a home office.

What Is the Legal Authority for Claiming Deductions?

Deductions are a legal way to reduce the amount of your business income subject to tax. But there is no constitutional right to tax deductions. Instead, deductions are a matter of legislative grace; if Congress chooses to allow a particular deduction, so be it. Therefore, deductions are carefully spelled out in the Internal Revenue Code (the Code).

The language of the Code in many instances is rather general. It may describe a category of deductions without getting into specifics. For example, the Code contains a general deduction for all ordinary and necessary business expenses, without explaining what constitutes these expenses. Over the years, the IRS and the courts have worked to flesh out what business expenses are ordinary and necessary. “Ordinary” means common or accepted in business and “necessary” means appropriate and helpful in developing and maintaining a business; it does not mean essential. The IRS and the courts often reach different conclusions about whether an item meets this definition and is deductible, leaving the taxpayer in a somewhat difficult position. If the taxpayer relies on a more favorable prior court position to claim a deduction, the IRS may very well attack the deduction in the event that the return is examined. This puts the taxpayer in the position of having to incur legal expenses to bring the matter to court. However, if the taxpayer simply follows the IRS approach, a good opportunity to reduce business income by means of a deduction will have been missed. Throughout this book, whenever unresolved questions remain about a particular deduction, both sides have been explained. The choice is up to you and your tax adviser.

Sometimes, the Code is very specific about a deduction, such as an employer's right to deduct employment taxes. Still, even where the Code is specific and there is less need for clarification, disputes about applicability or terminology may still arise. Again, the IRS and the courts may differ on the proper conclusion. It will remain for you and your tax adviser to review the different authorities for the positions stated and to reach your own conclusions based on the strength of the different positions and the amount of tax savings at stake.

A word about authorities for the deductions discussed in this book: There are a number of sources for these write‐offs in addition to the Internal Revenue Code. These sources include court decisions from the U.S. Tax Court, the U.S. district courts and courts of appeal, the U.S. Court of Federal Claims, and the U.S. Supreme Court. There are also regulations issued by the Treasury Department to explain sections of the Internal Revenue Code. The IRS issues a number of pronouncements, including Revenue Rulings and Revenue Procedures, which are official IRS positions, as well as Notices, Announcements, and News Releases, which carry less weight. The IRS also issues private letter rulings, determination letters, field service advice, and technical advice memoranda. While these private types of pronouncements cannot be cited as authority by a taxpayer other than the one for whom the pronouncement was made, they are important nonetheless. They serve as an indication of IRS thinking on a particular topic, and it is often the case that private letter rulings on topics of general interest later get restated in revenue rulings. More recently, the IRS simply posts information on its website, in the form of Frequently Asked Questions (FAQs) or other pronouncements, which is helpful in understanding the IRS position on a matter.

What Is a Tax Deduction Worth to You?

The answer depends on your tax bracket. The tax bracket is dependent on the way you organize your business. If you are self‐employed and in the top tax bracket of 37% in 2022, then each additional $100 deduction will save you $37. Had you not claimed this deduction, you would have had to pay $37 of tax on that $100 of income that was offset by the deduction. For C corporations, there is a flat rate of 21%. This means that the corporation is in the 21% tax bracket. Thus, each $100 deduction claimed saves $21 of tax on the corporation's income. Deductions are even more valuable if your business is in a state that imposes income tax. The details of state income taxes are not discussed in this book. However, you should explore the tax rules in your state and ascertain their impact on your business income.

When Do You Claim Deductions?

Like the timing of income, the timing of deductions—when to claim them—is determined by your tax year and method of accounting. Your form of business organization affects your choice of tax year and your accounting method.

Even when expenses are deductible, there may be limits on the timing of those deductions. Most common expenses are currently deductible in full. However, some expenses must be capitalized or amortized, or you must choose between current deductibility and capitalization. Capitalization generally means that costs can be written off ratably as amortized expenses or depreciated over a period of time. (Capitalized costs, such as for the purchase of machinery and equipment, are added to the balance sheet as company assets.) Amortized expenses include, for example, fees to incorporate a business and expenses to organize a new business. Certain capitalized costs may not be deductible at all, but are treated as an additional cost of an asset (basis).

Some expenses, even though related to business and not incurred but for business, are not deductible. The tax law specifically bars deductions for certain expenses (e.g., entertainment costs, transportation fringe benefits). And no deduction is allowed for personal expenses that are business‐related, such as commuting costs. These nondeductible expenses are pointed out throughout the book.

Credits versus Deductions

Not all write‐offs of business expenses are treated as deductions. Some can be claimed as tax credits. A tax credit is worth more than a deduction since it reduces your taxes dollar for dollar. Like deductions, tax credits are available only to the extent that Congress allows. In a couple of instances, you have a choice between treating certain expenses as a deduction or a credit. In most cases, however, tax credits can be claimed for certain expenses for which no tax deduction is provided. Most business tax credits are offsets for income taxes, but some reduce employment taxes.

Tax Responsibilities

As a small business owner, your obligations taxwise are broad. Not only do you have to pay income taxes and file income tax returns, but you must also manage payroll taxes if you have any employees. You may also have to collect and report on state and local sales taxes. Some businesses, such as farms, may have excise tax responsibilities. Finally, you may have to notify the IRS of certain activities on information returns.

It is very helpful to keep an eye on the tax calendar so you will not miss out on any payment or filing deadlines, which can result in interest and penalties. You might want to view the IRS's Tax Calendar for Businesses and Self‐Employed at https://www.irs.gov/businesses/small-businesses-self-employed/irs-tax-calendar-for-businesses-and-self-employed.

Should you need them, you can obtain most federal tax forms online at https://www.irs.gov. Nonscannable forms, which cannot be downloaded from the IRS, can be ordered by calling toll free at 800‐829‐4933 during normal business hours.

PART 1Organization

 

CHAPTER 1Business Organization

Sole Proprietorships

Partnerships and Limited Liability Companies

S Corporations and Their Shareholder‐Employees

C Corporations and Their Shareholder‐Employees

Benefit Corporations

Employees

Factors in Choosing Your Form of Business Organization

Forms of Business Organization Compared

Changing Your Form of Business

Alert

At the time this book was published, Congress was considering tax changes that could affect 2022 tax returns and planning for 2023. Check the online Supplement in February 2023 at www.jklasser.com or www.BigIdeasForSmallBusiness.com to see what changes have been enacted and when they become effective.

If you have a great idea for a product or a business and are eager to get started, do not let your enthusiasm be the reason you get off on the wrong foot. Take awhile to consider how you will organize your business. The form of organization your business takes controls how income and deductions are reported to the government on a tax return. Sometimes you have a choice of the type of business organization; other times, circumstances limit your choice. If you have not yet set up your business and do have a choice, this discussion will influence your decision on business organization. If you have already set up your business, you may want to consider changing to another form of organization.

According to the Tax Foundation, 95% of all businesses in the United States are organized as sole proprietorships, partnerships, limited liability companies (LLCs), or S corporations, all of which are “pass‐through” entities. This means that the owners, rather than the businesses, pay tax on business income. The way in which you set up your business impacts the effective tax rate you pay on your profits. Taxes, however, are only one factor in deciding what type of entity to use for your business.

As you organize your business, consider which type of entity to use after factoring in taxes (federal and state) and other consequences. Also, as business activities and tax laws change, consider whether to change from your current form of business entity to a new one and what it means from a tax perspective, which is discussed later in this chapter. Finally, be sure to obtain your business's federal tax identification number or a new one when making certain entity changes (explained in Chapter 26).

Sole Proprietorships

If you go into business for yourself and do not have any partners (with the exception of a spouse, as explained shortly), you are considered a sole proprietor, and your business is called a sole proprietorship. You may think that the term proprietor connotes a storekeeper. For purposes of tax treatment, however, proprietor means any unincorporated business owned entirely by one person. Thus, the category includes individuals in professional practice, such as doctors, lawyers, accountants, and architects. Those who are experts in an area, such as engineering, public relations, or computers, may set up their own consulting businesses and fall under the category of sole proprietor. The designation also applies to independent contractors. Other terms used for sole proprietors include freelancers, solopreneurs, and consultants. And it includes “dependent contractors”: self‐employed individuals who provide all (or substantially all) of their services for one company (often someone laid off or retired from a corporate job who is then engaged to provide nonemployee services for the same corporation). Further, it includes those working in the gig economy through such online platforms as Uber, Lyft, HopSkipDrive, TaskRabbit, Takl, and Upwork (although some workers for these companies may be employees under state law or court decisions).

Sole proprietorships are the most common form of business. The IRS reports that more than one in 6 Form 1040 or 1040‐SR contains a Schedule C (the form used by sole proprietorships). Most sideline businesses are run as sole proprietorships, and many start‐ups commence in this business form.

There are no formalities required to become a sole proprietor; you simply conduct business. If the name of your business is something other than your own name, register your business with your city, town, or county government by filing a simple form stating that you are doing business as the “Quality Dry Cleaners” or some other a fictitious business name (FBN). This is sometimes referred to as a DBA, which stands for “doing business as.”

From a legal standpoint, as a sole proprietor, you are personally liable for any debts your business incurs. For example, if you borrow money and default on a loan, the lender can look not only to your business equipment and other business property but also to your personal stocks, bonds, and other property. Some states may give your house homestead protection; state or federal law may protect your pensions and even Individual Retirement Accounts (IRAs). Your only protection for your other personal assets is adequate insurance against accidents for your business and other liabilities and paying your debts in full.

Simplicity is the advantage to this form of business. This form of business is commonly used for sideline ventures, as evidenced by the fact that half of all sole proprietors earn salaries and wages along with their business income. For 2019 (the most recent year for statistics), more than 27 million taxpayers filed returns as sole proprietors.

Independent Contractors

One type of sole proprietor is the independent contractor. To illustrate, suppose you used to work for Corporation X. You have retired, but X gives you a consulting contract under which you provide occasional services to X. In your retirement, you decide to provide consulting services not only to X, but to other customers as well. You are now a consultant. You are an independent contractor to each of the companies for which you provide services. Similarly, you have a full‐time job but earn extra money by doing graphic design work through Fiverr. Here too you are an independent contractor.

More precisely, an independent contractor or freelancer is an individual who provides services to others outside an employment context. The provision of services becomes a business, an independent calling. In terms of claiming business deductions, classification as an independent contractor is generally more favorable than classification as an employee. (See “Tax Treatment of Income and Deductions in General,” later in this chapter.) Therefore, many individuals whose employment status is not clear may wish to claim independent contractor status. Also, from the employer's perspective, hiring independent contractors is more favorable because the employer is not liable for employment taxes and need not provide employee benefits. (It costs about 30% more for a business to use an employee than an independent contractor after factoring in employment taxes, workers' compensation and other insurance, and benefits.) Federal employment taxes include Social Security and Medicare taxes under the Federal Insurance Contribution Act (FICA) as well as unemployment taxes under the Federal Unemployment Tax Act (FUTA).

You should be aware that the Internal Revenue Service (IRS) aggressively tries to reclassify workers as employees in order to collect employment taxes from employers. And states do so as well to see that workers are covered by unemployment insurance and workers' compensation. A discussion about worker classification may be found in Chapter 7.

There is a distinction that needs to be made between the classification of a worker for income tax purposes and the classification of a worker for employment tax purposes. By statute, certain employees are treated as independent contractors for employment taxes even though they continue to be treated as employees for income taxes. Other employees are treated as employees for employment taxes even though they are independent contractors for income taxes.

There are 2 categories of employees that are, by statute, treated as non‐employees for purposes of federal employment taxes. These 2 categories are real estate salespersons and direct sellers of consumer goods. These employees are considered independent contractors (the ramifications of which are discussed later in this chapter). Such workers are deemed independent contractors if at least 90% of the employees' compensation is determined by their output. In other words, they are independent contractors if they are paid by commission and not a fixed salary. They must also perform their services under a written contract that specifies they will not be treated as employees for federal employment tax purposes.

Statutory Employees

Some individuals who consider themselves to be in business for themselves—reporting their income and expenses as sole proprietors—may still be treated as employees for purposes of employment taxes. As such, Social Security and Medicare taxes are withheld from their compensation. These individuals include:

Corporate officers

Agent‐drivers or commission‐drivers engaged in the distribution of meat products, bakery products, produce, beverages other than milk, laundry, or dry‐cleaning services

Full‐time life insurance salespersons

Homeworkers who personally perform services according to specifications provided by the service recipient