J.K. Lasser's Small Business Taxes 2025 - Barbara Weltman - E-Book

J.K. Lasser's Small Business Taxes 2025 E-Book

Barbara Weltman

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Beschreibung

Straightforward small business tax guidance from America's favorite expert

In the newly revised J.K. Lasser's Small Business Taxes 2025: Your Complete Guide to a Better Bottom Line, veteran small business attorney and tax expert Barbara Weltman delivers small business tax planning info based on the latest tax law updates. You'll discover the exact steps you need to take to minimize your 2024 tax bill and position your business for tax savings in the year ahead. The book contains comprehensive and straightforward guidance that walks you through which deductions and credits to look out for and how to use them.

Weltman shows you the tax relief and newly created green energy tax breaks legally available to your small business—as well as how to claim them on your IRS forms—and what records and receipts you'll need to keep. You'll also find:

  • Tax facts, strategies, checklists, and the latest info you need to make sure you pay Uncle Sam what he's owed—and not a penny more
  • Sample IRS forms that show you how to properly claim applicable deductions and credits
  • New tax laws, court decisions, and IRS rulings that impact your bottom-line
  • A complimentary new e-supplement that contains the latest developments from the IRS and Congress

An essential resource for small business owners, J.K. Lasser's Small Business Taxes 2025 is your personal roadmap to shrinking your tax bill while making sure you pay your fair (and legal) share.

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Table of Contents

Cover

Table of Contents

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 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

Earned Income from 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

Credits for Clean 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

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 Vehicle

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

Overview of Qualified Retirement Plans

Borrowing from Plans

Distributions from the Plan

Added Costs for Retirement Plans

Retirement Plan Options

Employer Credits for Retirement Plans

Disaster-Related Rules

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

Gross Income Limit

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

Green Energy-Related Credits and Credit Transfers

Other Tax Credits

General Business Credit

Credit 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

Business Tax Accounts

CHAPTER 32: Retirement and Succession Planning

Retirement Planning

Social Security Planning

Exit Strategies

Financing Options to Fund Buyouts

Consulting Agreements

Partnership 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 2024 Returns

TABLE 1.2 Comparison of Forms of Business Organization

Chapter 5

TABLE 5.1 2024 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 2024

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 3-, 5-, 7-, 10-, 15-, and 20-Year Property 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 (39 Years), Straight Line, ...

TABLE 14.7 Recovery Periods under Alternative Depreciation System (ADS)

TABLE 14.8 Percentage for Mineral Properties

TABLE 14.9 Depreciation Worksheet

Chapter 16

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

TABLE 16.2 Eligibility to Deduct 2024 IRA Contributions

TABLE 16.3 MAGI Phase-Out for 2024 Roth IRA Contributions

TABLE 16.4 Comparison of Retirement Plans in 2024

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 2024

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 2024 Exemption Amounts

TABLE 29.2 Exemption Phase-Out Start and Complete

Chapter 30

TABLE 30.1 Your Employment Tax Obligation on Common Fringe Benefits for 2024

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 Related to Qualified Retirement Plans

TABLE B.2 Penalties for Small Businesses for Information Returns

TABLE B.3 Penalties for Small Businesses for Payee Statements

TABLE B.4 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 9

FIGURE 9.1 Clean Vehicle Credit Amount

Chapter 13

FIGURE 13.1 Limitation on Business Interest Expense Under Section 163(j)

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 5305-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 for Individuals

Guide

Cover

Table of Contents

Title Page

Copyright

Preface

Introduction

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

END USER LICENSE AGREEMENT

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J.K. LASSER’S™

SMALL BUSINESS TAXES 2025

 

Your Complete Guide to a Better Bottom Line

 

Barbara Weltman

 

 

 

 

 

Copyright © 2025 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) 750-4470, 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/permission.

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Limit of Liability/Disclaimer of Warranty: While the publisher and author have used their best efforts in preparing this book, they make no representations or warranties with respect to the accuracy or completeness of the contents of this book and specifically disclaim any implied warranties of merchantability or fitness for a particular purpose. No warranty may be created or extended by sales representatives or written sales materials. The advice and strategies contained herein may not be suitable for your situation. You should consult with a professional where appropriate. Further, readers should be aware that websites listed in this work may have changed or disappeared between when this work was written and when it is read. Neither the publisher nor authors shall be liable for any loss of profit or any other commercial damages, including but not limited to special, incidental, consequential, or other damages.

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

ISBN 9781394280964 (Paperback)ISBN 9781394280957 (ePDF)ISBN 9781394280940 (ePUB)

Cover Design: Wiley

Preface

Businesses naturally focus on sales to create profits. But the tax results of business activities can’t be ignored. It’s not what you earn but what you keep–after tax–that counts. 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 2024 taxes, figure estimated taxes for 2025, and obtain tax refunds from certain prior years.

A 2023 survey by the Public Private Strategies Institute found that there’s a small business tax literacy gap, which caused more than one-third (37%) of small business owners to feel nervous, scared, or bad about filing taxes. They don’t know whether they have to pay estimated taxes or how to do it. And this is so even though 87% of them use a tax professional or software to do their taxes.

This book tries to close the small business tax literacy gap by focusing primarily on federal income taxes, but also on other tax obligations you may face: state income taxes, employment taxes, sales and use taxes, and excise taxes. The book is not designed to make you a tax expert but to alert you to possible obligations and know when you need professional assistance to avoid problems. The book is also meant to help tax professionals provide needed advice to their small business clients.

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, 2024, affecting small businesses (available in February 2025), go to www.jklasser.com or www.BigIdeasForSmallBusiness.com.

How to Use This Book

This book is not a novel to be read from start to finish. It’s meant to be a resource for you. Whether you handle taxes on your own or use a CPA or other professional assistance, becoming tax savvy enables you to make sound business decisions and understand the ramifications of those decisions. For example, what does it mean—taxwise—to engage an employee versus an independent contractor or to buy or lease equipment. Find the topic you are interested in through the table of contents or the index. Forms and schedules included throughout the book are for information purposes and are not to be used for filing with the IRS.

There are “Looking Ahead” boxes to alert you to changes for future years. And there are notations on pending changes or unsettled matters as of October 1, 2024, that may be addressed in the free supplement to this book. The online supplement for this 2025 edition, is available in February 2025 at www.JKLasser.com and my website www.BigIdeasForSmallBusiness.com. You may also see updates before the supplement is posted if you subscribe to Barbara Weltman’s Big Ideas for Small Business®, a free online monthly newsletter geared for small business owners and their professional advisers, and my “Idea of the Day®” (via e-mail) at www.BigIdeasForSmallBusiness.com.

This book has been in print for nearly 30 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 federal taxes on foreign operations is not fully addressed in this book.

Barbara WeltmanOctober 2024

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 are more than 34.7 million small businesses—sole proprietorships, limited liability companies, partnerships, S corporations, and C corporations. Despite economic challenges—inflation, supply chain issues, labor shortages, and AI concerns—the entrepreneurial spirit is alive and well. The gig economy continues to expand and small businesses are present on Main Street, farms, homes, and anywhere else that a business can be found. According to the Small Business Administration, at the end of the first half of 2024: “Entrepreneurship rates are strong as self-employment and business applications remain high.”

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 self-employed 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. It may depend on your revenue, the number of employees, net worth, total assets (capital), or outlays/outputs. In Table I.1 are more than 3 dozen definitions from the Internal Revenue Code on what constitutes a small business in 2024. 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 $30 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

Energy credit for qualified small wind energy property

Property that uses a wind turbine of 100 kilowatts or less of rated capacity to generate electricity

Excise tax on importers and manufacturers—reduced rate for small businesses

Gross receipts in the previous year under $500,000

Exemption from mandatory auto-enrollment in 401(k)s

10 or fewer employees

First-year expensing election (

Chapter 14

)

Qualified property for 2024 of no more than $4.27 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 $30 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

Military spouse retirement plan eligibility credit (

Chapter 16

)

100 or fewer employees

Ordinary loss on the sale of small business stock

Capital of $1 million or less at the time stock is issued

Penalties—reduced amount for information returns

Average annual gross receipts of $5 million or less in the 3 most recent years

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 and Medicare 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 and other plan-related credits (

Chapter 16

)

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

S corporations (

Chapter 1

)

100 or fewer shareholders

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 agri-biodiesel producer credit

Agri-biodiesel production capacity does not exceed 60 million gallons at all times during the year

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

Small business stock—ordinary loss treatment (

Chapter 5

)

Capital of $1 million or less

UNICAP small reseller exception (

Chapter 2

)

Average annual gross receipts of no more than $30 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 $688 billion 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, 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 which 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. 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 2024, then each additional $100 deduction will save you $37. If you had not claimed the 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; 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, but 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. 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.) Certain capitalized costs may not be deductible at all, but are treated as an additional cost of an asset (basis). Amortized expenses, such as fees to incorporate a business, are not deductible in full up front; they’re spread out evenly over a number of years.

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, 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 in 2024 one can 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 and trucking companies, may have excise tax responsibilities. Finally, you may have to notify the IRS of certain activities on information returns. The responsibilities remain yours, even if you use a tax professional, payroll company, or other third party for help.

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.

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

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. 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, the discussion in this chapter may 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, more than 96% 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 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, proprietor means any unincorporated business owned entirely by one person. 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 nearly 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 personal-use 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 2021 (the most recent year for statistics), more than 28.8 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.) That is why 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 doesn’t have to provide employee benefits. (It costs about 30% more for a business to use an employee than an independent contractor after factoring in employment taxes explained in Chapter 30, workers’ compensation and other insurance, and benefits.)

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 overtime rules, unemployment insurance, and workers’ compensation. A discussion about worker classification is 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 (FICA) 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

Traveling or city salespersons engaged on a full-time basis in the solicitation of orders from wholesalers, retailers, contractors, or operators of hotels, restaurants, or other similar businesses

Full-time life insurance salespersons, homeworkers, and traveling or city salespersons are exempt from FICA if they have made a substantial investment in the facilities used in connection with the performance of services. But they’ll have to pay Social Security and Medicare taxes through self-employment tax on their net earnings.

Day Traders

Traders in securities may be viewed as being engaged in a trade or business in securities if they seek profit from daily market movements in the prices of securities (rather than from dividends, interest, and long-term appreciation) and these activities are substantial, continuous, and regular. Calling yourself a day trader does not make it so; your activities must speak for themselves.

Being a trader means you report your trading expenses on Schedule C, such as subscriptions to publications and online services used in this securities business. Investment interest can be reported on Schedule C (it is not subject to the net investment income limitation that otherwise applies to individuals).

Being a trader means income is reported in a unique way—income from trading is not reported on Schedule C. Gains and losses are reported on Schedule D unless you make a mark-to-market election. If so, then income and losses are reported on Form 4797. The mark-to-market election is explained in Chapter 2.

Gains and losses from trading activities are not subject to self-employment tax (with or without the mark-to-market election).

Spousal Joint Ventures

Usually when 2 or more people co-own a business, they are in partnership. But spouses who co-own a business, file jointly, and conduct a joint venture can opt not to be treated as a partnership, which requires filing a partnership return (Form 1065) and reporting 2 Schedule K-1s (as explained later in this chapter). Instead, these “couplepreneurs” each report their share of income on 2 Schedule Cs attached to the couple’s Form 1040 or 1040-SR. To qualify for this election, each must materially participate in the business (neither can be a silent partner), and there can be no other co-owners. Making this election simplifies reporting while ensuring that each spouse receives credit for paying Social Security and Medicare taxes.

One-Member Limited Liability Companies

Every state allows a single owner to form a limited liability company (LLC) under state law. From a legal standpoint, an LLC gives the owner protection from personal liability (only business assets are at risk from the claims of creditors) as explained later in this chapter. But from a tax standpoint, a single-member LLC is treated as a “disregarded entity.” If the owner is an individual (and not a corporation), all of the income and expenses of the LLC are reported on Schedule C of the owner’s Form 1040 or 1040-SR. In other words, for federal income tax purposes, the LLC is treated just like a sole proprietorship.

The owner may elect to have the LLC taxed as a corporation, but this is not typical. An election made to be taxed as a corporation can be followed by an S election, so that the owner can make tax payments through wage withholding rather than making estimated tax payments, as well as minimize Social Security and Medicare taxes.

Tax Treatment of Income and Deductions in General

Sole proprietors, including independent contractors and statutory employees, report their income and deductions on Schedule C, see Profit or Loss From Business (Figure 1.1). The net amount (profit or loss after offsetting income with deductions) is then reported on Schedule 1 of Form 1040 or 1040-SR. Individuals engaged in farming activities report business income and deductions on Schedule F, Profit or Loss from Farming