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Buying, selling, and succession

Asset sale versus stock sale, goodwill, installment sales, buy-sell agreements, family transfers, estate planning for owners, and the tax side of buying an existing business.

56 guides, each reviewed by a CPA licensed in the US and Canada.

Small Business & Bookkeeping

Business Bankruptcy Tax Consequences: Chapter 7, 11, and 13 Compared

Business bankruptcy has significant tax consequences. Debt discharged in bankruptcy is generally excluded from income (IRC 108(a)(1)(A)).

Sep 5, 2026
Small Business & Bookkeeping

Business Exit Strategy: Tax Planning for Selling Your Business (Asset Sale vs Stock Sale)

Selling a business triggers different tax consequences depending on whether it is structured as an asset sale or a stock/membership interest sale.

Sep 5, 2026
Small Business & Bookkeeping

Business Succession Planning and Exit Strategies: Tax Implications of Selling, Gifting, and Transferring a Business

Business succession planning involves the orderly transfer of business ownership.

Sep 5, 2026
Small Business & Bookkeeping

Business Succession Planning: Exit Strategies, Tax Implications, and Preparing to Sell

The tax structure of a business exit (asset sale, stock sale, ESOP, or gifting) determines how much the owner keeps.

Sep 5, 2026
Small Business & Bookkeeping

Business Succession Planning: Tax Implications of Selling, Gifting, or Transferring Your Business

Transferring a business to a family member, partner, or buyer has significant tax consequences.

Sep 5, 2026
Small Business & Bookkeeping

Business Succession Planning: Tax Strategies for Transferring a Business to Family or Key Employees

Succession planning is the process of transferring business ownership to the next generation, to key employees, or to an outside buyer in a way.

Sep 5, 2026
Small Business & Bookkeeping

Business Succession Planning: Tax Strategies for Transferring Ownership

Business succession planning involves transferring ownership to family, partners, or a third-party buyer while minimizing estate, gift, and income taxes.

Sep 5, 2026
Small Business & Bookkeeping

Business Succession Planning: Tax Strategies for Transferring Ownership to Family or Buyers

Business succession planning involves transferring ownership while minimizing transfer taxes (gift tax, estate tax, capital gains tax).

Sep 5, 2026
Small Business & Bookkeeping

Business Succession Planning: Tax-Efficient Exit Strategies for Owners

Business succession planning is the process of structuring the transfer of business ownership in the most tax-efficient manner possible.

Sep 5, 2026
Small Business & Bookkeeping

Buy-Sell Agreements: Protecting Business Continuity and Setting the Tax Value

A buy-sell agreement controls what happens to a business interest when an owner dies, becomes disabled, retires, or wants to sell.

Sep 5, 2026
Small Business & Bookkeeping

Buy-Sell Agreements: Tax Planning for Business Ownership Transitions

A buy-sell agreement is a legally binding contract that governs what happens to a business interest when an owner dies, becomes disabled, retires.

Sep 5, 2026
Small Business & Bookkeeping

Buying a Business: Tax Implications of Asset Sales vs. Stock Sales

Buying a business as an asset purchase lets the buyer depreciate and amortize the purchase price, saving significant taxes over 5-15 years.

Sep 5, 2026
Small Business & Bookkeeping

Closing a Business: Tax Implications of Dissolving a Sole Proprietorship, S-Corp, or Partnership

Closing a business triggers specific tax obligations: filing a final return (checking the 'final return' box).

Sep 5, 2026
Small Business & Bookkeeping

Closing a Business: Tax Obligations When You Shut Down or Dissolve

Closing a business triggers specific IRS and state obligations: final tax returns (marked 'Final').

Sep 5, 2026
Small Business & Bookkeeping

Cost of Goods Sold: Inventory Accounting Methods and How COGS Affects Your Business Taxes

For any business that sells physical products, cost of goods sold (COGS) is the largest deduction on the tax return and the primary determinant of gross.

Sep 5, 2026
Small Business & Bookkeeping

Estate and Gift Tax Planning for Business Owners: Succession Strategies, Valuation Discounts, and the Lifetime Exemption

For business owners, estate and gift tax planning is not just about minimizing the federal estate tax (which applies to estates exceeding the $13.99.

Sep 5, 2026
Small Business & Bookkeeping

Estate Planning for Business Owners: Buy-Sell Agreements, Valuation, and Transfer Strategies

A business owner's company is often their largest asset, but without proper estate planning. Estate planning tools for business owners.

Sep 5, 2026
Small Business & Bookkeeping

Estate Tax Planning for Business Owners: Exemption, Valuation Discounts, and the 2026 Sunset

The federal estate tax exemption is $13.61 million per person (2024) but is scheduled to drop to approximately $7 million in 2026.

Sep 5, 2026
Small Business & Bookkeeping

Estate Tax Planning for Business Owners: Lifetime Exemption, Family Limited Partnerships, GRATs, and Succession

Estate tax planning is critical for business owners because a closely held business is often the largest asset in the owner's estate.

Sep 5, 2026
Small Business & Bookkeeping

Estate Tax Planning for Small Business Owners

The federal estate tax exemption is $13.99 million per person in 2025 ($27.98 million per married couple). Estate tax fundamentals for business owners.

Sep 5, 2026
Small Business & Bookkeeping

Family Business Succession: Tax-Efficient Methods for Transferring a Business to the Next Generation

Transferring a family business to the next generation involves complex tax, legal, and operational decisions that must be planned years in advance.

Sep 5, 2026
Small Business & Bookkeeping

Gift Tax Rules for Business Owners: Annual Exclusion, Lifetime Exemption, and Business Transfers

The gift tax under IRC 2501-2524 applies to transfers of property for less than full consideration. 2025 gift tax numbers.

Sep 5, 2026
Small Business & Bookkeeping

Installment Sales (IRC 453): Deferring Gain When Selling a Business or Property

An installment sale spreads the gain recognition over the years payments are received, rather than taxing the full gain in the year of sale.

Sep 5, 2026
Small Business & Bookkeeping

Installment Sales Under IRC 453: How to Defer Capital Gains When Selling a Business or Property

An installment sale under IRC 453 allows a seller to spread capital gains recognition over the years payments are received.

Sep 5, 2026
Small Business & Bookkeeping

Installment Sales Under Section 453: How to Defer Capital Gains Tax When Selling a Business or Property

An installment sale under IRC 453 allows a seller to spread the recognition of capital gain over the years in which payments are received.

Sep 5, 2026
Small Business & Bookkeeping

Installment Sales: How to Spread Capital Gains Tax Over Multiple Years (IRC 453)

An installment sale under IRC 453 allows sellers to spread capital gains tax over the payment period rather than paying all tax in the year of sale.

Sep 5, 2026
Small Business & Bookkeeping

Installment Sales: Spreading Capital Gains Tax Over Multiple Years When Selling a Business

An installment sale under IRC 453 allows the seller to recognize capital gain proportionally as payments are received. Installment sale rules (IRC 453): 1.

Sep 5, 2026
Small Business & Bookkeeping

Personal Goodwill in Business Sales: How to Convert Ordinary Income to Capital Gains

Personal goodwill is one of the most powerful (and most frequently overlooked) tax planning strategies in business sales.

Sep 5, 2026
Small Business & Bookkeeping

Selling a Home Used Partly for Business: How the Home Office Affects Your Exclusion

When a homeowner sells a personal residence that was also used for business (home office), the gain exclusion under IRC 121 ($250,000 single.

Sep 5, 2026
Small Business & Bookkeeping

Selling Business Equipment: Depreciation Recapture, Gain Calculations, and Tax Implications

Selling business equipment triggers depreciation recapture under IRC 1245. Depreciation recapture rules (IRC 1245): The formula: - Sale price: what you.

Sep 5, 2026
Small Business & Bookkeeping

Selling Business Real Estate: Capital Gains, Depreciation Recapture, and 1031 Exchange

When a business owner sells commercial real estate, the gain splits into depreciation recapture taxed at 25% and capital gain taxed at lower rates.

Sep 5, 2026
Small Business & Bookkeeping

Selling Rental Property: Depreciation Recapture, Capital Gains, and 1031 Exchange Options

Selling a rental property triggers multiple layers of tax that many investors do not anticipate. Tax components when selling a rental property: |.

Sep 5, 2026
Small Business & Bookkeeping

Selling Your Business: A Complete Tax Guide for Small Business Owners

Selling a business triggers multiple layers of tax, and the total tax bill depends on the entity type (sole proprietorship, LLC, S-Corp, C-Corp.

Sep 5, 2026
Small Business & Bookkeeping

Selling Your Business: Asset Sale vs. Stock Sale Tax Comparison and Deal Structure

The tax consequences of selling a business differ dramatically depending on whether the transaction is structured as an asset sale or a stock sale.

Sep 5, 2026
Small Business & Bookkeeping

Selling Your Business: How the Purchase Price Allocation Determines Your Tax Bill

When selling a business, the total purchase price must be allocated among the business assets under IRC 1060 and the residual method.

Sep 5, 2026
Small Business & Bookkeeping

Selling Your Small Business: Tax Treatment of Asset Sales, Stock Sales, and Goodwill

When a small business is sold, the tax treatment depends on whether it is structured as an asset sale or stock sale, how the purchase price is allocated.

Sep 5, 2026
Small Business & Bookkeeping

Stepped-Up Basis at Death: How IRC 1014 Eliminates Capital Gains on Inherited Assets

IRC 1014 resets the tax basis of inherited assets to fair market value at death, eliminating unrealized capital gains. It is one of the largest estate.

Sep 5, 2026
Small Business & Bookkeeping

Tax Consequences of Selling Your Small Business

Selling a small business triggers capital gains, depreciation recapture (ordinary income), and potentially the 3.8% net investment income tax.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Business Acquisitions: Asset Purchase vs. Stock Purchase, IRC 338 Elections, and Due Diligence

Buying or selling a business creates fundamentally different tax consequences depending on whether the transaction is structured as an asset purchase (the.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Business Bankruptcy and Debt Cancellation

Canceled business debt is generally taxable income under IRC 61(a)(12), but the insolvency exclusion under IRC 108 can eliminate the tax.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Business Bankruptcy: Cancellation of Debt Income, Attribute Reduction, and Chapter 7 vs. Chapter 11

Bankruptcy triggers specific tax consequences that most business owners do not anticipate. COD income exclusions (IRC 108).

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Business Bankruptcy: Chapter 7 Liquidation vs. Chapter 11 Reorganization

Business bankruptcy creates significant tax consequences that differ based on the chapter filed. Business bankruptcy triggers a complex set of tax.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Business Bankruptcy: Chapter 7, Chapter 11, and Chapter 13

Filing for bankruptcy does not eliminate tax obligations, and in many cases creates new ones. Bankruptcy chapters compared.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Business Mergers and Acquisitions: Asset Purchase vs. Stock Purchase, IRC 338(h)(10), and Earn-Outs

The tax structure of a business acquisition determines how much the buyer pays in taxes over the next 15 years and how much the seller keeps after tax.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Business Succession Planning: Family Transfers, Buy-Sell Agreements, and Installment Sales

Business succession planning creates different tax consequences depending on whether the business is transferred to family members (gift or inheritance).

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Buying a Franchise

The franchise fee ($20,000-$50,000+) is amortized over 15 years under IRC 197. Ongoing royalties (4-8% of revenue) are deductible when paid.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Buying an Existing Business: Asset Purchase vs. Stock Purchase

When buying an existing business, the tax structure of the acquisition (asset purchase vs. stock purchase comparison. Covers key rules, filing.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Closing a Business: Dissolution, Liquidation, and Final Tax Returns

Closing a business triggers a series of tax events that many owners do not anticipate. Dissolution checklist by entity type.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Closing a Business: Final Returns, Asset Sales, and Debt Cancellation

Closing a business triggers final tax return filing, asset disposition, debt cancellation income, and employment tax obligations.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Debt Forgiveness: IRC 108 Discharge of Indebtedness, Bankruptcy, and Insolvency Exclusions

When a business has debt forgiven, cancelled, or discharged, the cancelled amount is generally taxable income under IRC 61(a)(11).

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Divorce for Business Owners: Valuation, Division, and Ongoing Operations

Divorce creates tax consequences for business owners including property division, valuation disputes, alimony treatment.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Divorce on a Business: Property Division, Alimony, and Valuation

Divorce involving a business creates tax issues at every stage: property division under IRC 1041, alimony changes from TCJA, and business valuation.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Selling a Business: Asset Allocation, Goodwill, IRC 1060, and Minimizing Capital Gains

When a business is sold, the tax consequences depend almost entirely on whether the transaction is structured as an asset sale or a stock/interest sale.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Selling Your Small Business

Selling a business triggers capital gains tax, depreciation recapture, and potentially ordinary income depending on the asset allocation. Stock sales vs.

Sep 5, 2026
Small Business & Bookkeeping

Tax Implications of Selling Your Small Business: Asset Sale vs Stock Sale

Selling a business triggers capital gains tax, ordinary income from depreciation recapture, and self-employment tax on certain allocations.

Sep 5, 2026
Small Business & Bookkeeping

Tax Treatment of Goodwill and IRC 197 Intangible Assets in Business Acquisitions

When a business is acquired, a significant portion of the purchase price is often allocated to goodwill and other intangible assets.

Sep 5, 2026

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