15 Best Black Friday Tax Software Deals in 2027

Black Friday tax software deals span federal-only Deluxe editions, packages with state returns, and higher-tier options for business or self-employment income. My best overall pick is H&R Block Deluxe Tax Software 2026 with State, which pairs a current tax-year edition with state filing support. TurboTax Home & Business 2026 stands out for self-employed filers, while H&R Block Premium & Business 2026 is a better fit for people with more involved income and business needs. The main tradeoffs are tax-year relevance, Windows or Mac compatibility, and whether state returns are included; a deal on an older edition may not suit a current filing. Read on for the full comparison and a guide to matching the software to your tax situation.

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Key Takeaways

• Tax year matters more than the product label: The list ranges from 2021 through 2026 editions, so buyers should match the software year to the return they need to file rather than choosing by the word “Deluxe” or “Business.”
• State support varies within the same brand: Several H&R Block Deluxe and TurboTax Deluxe listings include state software, while other editions are federal-only; check the exact package before buying.
• Business and self-employment options are not interchangeable: TurboTax Home & Business and H&R Block Premium & Business target more involved income than the Deluxe products, but the right fit depends on the return type and supported forms.
• Platform compatibility narrows the field: Listings specify Windows, Mac, or both, and some name particular Windows versions, so an older computer may rule out an otherwise suitable deal.
• Newer editions lead the shortlist for current filing: The 2026 H&R Block and TurboTax choices are the strongest starting points for the latest filing needs in this lineup; older editions make more sense only when their tax year matches a return still to be filed.

Our Top Black Friday Tax Software Deals Picks

H&R Block Premium & Business Tax Software 2024 for Windows (Download)		Best for Complex Business Returns	Tax year: 2024	Platform: Windows PC	Delivery format: Online code / download	VIEW LATEST PRICE	See Our Full Breakdown
H&R Block Deluxe Tax Software 2025 for Windows and Mac (Online Code)		Best for Guided Personal Filing	Tax year: 2025	Platform: Windows and Mac	Delivery format: Online code	VIEW LATEST PRICE	See Our Full Breakdown
H&R Block Deluxe + State 2022 Tax Software for Windows (Online Code)		Best for Revisiting a 2022 Return	Tax year: 2022	Edition: Deluxe + State	Platform: Windows PC	VIEW LATEST PRICE	See Our Full Breakdown
TurboTax Business 2026 Federal Tax Software for Windows 11 (Download)		Best for 2026 Entity and Trust Returns	Tax year: 2026	Platform: Windows 11	Delivery format: Download	VIEW LATEST PRICE	See Our Full Breakdown
TurboTax Home & Business Desktop Edition 2025, Federal and State Tax Return Software for Windows 11 and macOS		Best for Self-Employed Filers	Tax year: 2025	Edition: Home & Business Desktop	Delivery format: Downloadable software	VIEW LATEST PRICE	See Our Full Breakdown
H&R Block Deluxe Tax Software 2026 with State, Windows and Mac, Online Code		Best for Itemizers with Investment Income	Tax year: 2026	Operating systems: Windows and Mac	Delivery format: Online code	VIEW LATEST PRICE	See Our Full Breakdown
TurboTax Deluxe 2024 Tax Software for PC and Mac		Best for Deduction Discovery	Tax year: 2024	Platform: PC and Mac download	Included filings: Five federal e-files and one state download	VIEW LATEST PRICE	See Our Full Breakdown
TurboTax Home & Business 2026 Tax Software for Windows and Mac		Best for Self-Employed Filers	Tax year: 2026	Platform: Windows and Mac	Minimum operating system: Windows 11 or macOS Sequoia 15 or later	VIEW LATEST PRICE	See Our Full Breakdown
H&R Block Premium & Business 2025 Tax Software for Windows (Online Code)		Best for Small Businesses with Complex Returns	Tax year: 2025	Platform: Windows	Minimum operating systems: Premium: Windows 10; Business: Windows 11	VIEW LATEST PRICE	See Our Full Breakdown
H&R Block Tax Software Deluxe + State 2024 for Windows and Mac		Best for Straightforward 2024 Itemized Returns	Tax year: 2024	Edition: Deluxe + State	Compatibility: Windows and Mac	VIEW LATEST PRICE	See Our Full Breakdown
TurboTax Home & Business 2023 Tax Software for PC and Mac		Best for 2023 Self-Employed Returns	Tax year: 2023	Platform: PC and Mac	Format: Download	VIEW LATEST PRICE	See Our Full Breakdown
TurboTax Home & Business 2024 Tax Software, Federal and State, Download for PC and Mac		Best for 2024 Freelancers and Contractors	Tax year: 2024	Platform: PC and Mac download	Federal e-files: Up to 5	VIEW LATEST PRICE	See Our Full Breakdown
H&R Block Premium & Business Tax Software 2026 for Windows (Download)		Best for Multi-Entity Business Filing	Tax year: 2026	Included software: Premium and Business	Delivery format: Download code	VIEW LATEST PRICE	See Our Full Breakdown
TurboTax Deluxe 2023 Federal and State Tax Software for PC and Mac (Download)		Best for 2023 Personal Deductions	Tax year: 2023	Edition: Deluxe	Platform: PC and Mac	VIEW LATEST PRICE	See Our Full Breakdown
H&R Block Premium & Business 2021 Tax Software for Windows (Download)		Best for Legacy Business Returns	Tax year: 2021	Platform: Windows PC	Format: Digital download	VIEW LATEST PRICE	See Our Full Breakdown

More Details on Our Top Picks

1. H&R Block Premium & Business Tax Software 2024 for Windows (Download)

   

   Best for Complex Business Returns

   View Latest Price

   For a Black Friday tax software deal aimed at owners with more than a simple sole-proprietor return, this H&R Block edition stands out for its wide range of business filings. It supports corporate, partnership, estate, trust, and nonprofit returns, plus payroll and employer forms such as W-2s and 1099s. That breadth makes it a better fit for varied entity paperwork than TurboTax Home & Business Desktop Edition 2025, which is geared toward self-employed individuals and small businesses. Deduction tools for depreciation, vehicles, and business expenses add useful coverage, and five federal e-files can serve a household or business with multiple returns. The tradeoffs are a Windows-only platform and just one personal state program; buyers who need Mac access or multiple personal state programs should look elsewhere. Its 2024 tax year also makes it a poor match for anyone seeking current-year software.

   Pros:

   • Supports corporate, partnership, estate, trust, and nonprofit return types.
   • Includes payroll and employer forms, including 940, 941, W-2, and 1099.
   • Provides tools for depreciation, vehicle deductions, and business expenses.
   • Includes step-by-step guidance and five federal e-files.

   Cons:

   • Runs on Windows PC only.
   • Includes only one personal state program download.
   • Covers the 2024 tax year, which limits its fit for current-year filing.

   Best for: Windows users preparing a 2024 return for a corporation, partnership, estate, trust, or nonprofit who also need payroll forms.

   Not ideal for: Mac users, people who need several personal state programs, or filers looking for software for a newer tax year.

   • Tax year:2024
   • Platform:Windows PC
   • Delivery format:Online code / download
   • Personal state program:One download included
   • Business state programs:Unlimited
   • Federal e-files:Five
   • Business forms:1120, 1120S, 1065, 1041, 990
   • Payroll and employer forms:940, 941, W-2, 1099
   Our verdict

   “Choose this for a Windows-based 2024 business return with complex entity or payroll needs, but skip it if you need Mac support or more personal state coverage.”

   → See it on Amazon →

2. H&R Block Deluxe Tax Software 2025 for Windows and Mac (Online Code)

   

   Best for Guided Personal Filing

   View Latest Price

   This is the most balanced personal-return choice here for filers who want guided preparation for the 2025 tax year without moving into business-return software. Its itemized deduction tools, investment and home-sale reporting, charitable donation valuation, and AI Tax Assist cover more than a basic wage-only return. Compared with the older H&R Block Deluxe + State 2022, this edition addresses a newer filing year and adds AI assistance, while supporting both Windows and Mac. Importing common forms and prior-year returns—including TurboTax and Quicken files—can reduce manual entry. The deal’s limits are clear: state downloads cost extra, and the software requires an internet connection and compatible printer. It also does not offer the business-entity coverage of H&R Block Premium & Business, so self-employed owners with complex business filings should choose a different edition.

   Pros:

   • Offers step-by-step guidance and AI Tax Assist.
   • Supports itemized deductions, investment income, home sales, and retirement income.
   • Imports common tax forms and prior-year returns, including from TurboTax and Quicken.
   • Includes five federal e-files and unlimited federal preparation and printing.

   Cons:

   • State downloads are available for an additional charge.
   • Requires an internet connection and compatible printer.
   • Does not cover complex business entity returns.

   Best for: Windows or Mac filers preparing a 2025 personal return with itemized deductions, investments, retirement income, or a home sale.

   Not ideal for: People who need a state program included, cannot use an internet-connected computer and printer, or need partnership or corporate return support.

   • Tax year:2025
   • Platform:Windows and Mac
   • Delivery format:Online code
   • Federal e-files:Five
   • Federal preparation and printing:Unlimited
   • State downloads:Available within the program for $39.95
   • Minimum operating systems:Windows 10; macOS 12 Monterey
   • Additional requirements:Internet connection, compatible printer, and 1024 x 768 SVGA color monitor
   Our verdict

   “Pick this for guided 2025 personal filing on Windows or Mac, provided you are comfortable obtaining your state program separately.”

   → See it on Amazon →

3. H&R Block Deluxe + State 2022 Tax Software for Windows (Online Code)

   

   Best for Revisiting a 2022 Return

   View Latest Price

   The defining reason to choose this edition is narrow: it pairs 2022 federal preparation with one included state program. For a buyer who needs to complete or amend that specific tax year, its homeowner and investor tools cover mortgage interest, real estate tax deductions, investments, stock options, home sales, and retirement income. It also imports prior-year returns from TurboTax and Quicken, which may cut down on re-entering information. Compared with the newer H&R Block Deluxe Tax Software 2025, this package is tied to an older filing year and lacks the newer edition’s AI Tax Assist; its included state program is the main practical distinction. Five federal e-files and unlimited federal preparation and printing support multiple returns. The central tradeoff is its Windows-only, tax-year-specific scope: it is not a suitable pick for a current-year return or Mac household.

   Pros:

   • Includes one state program with federal preparation.
   • Covers homeowner, investment, retirement, and home-sale tax topics.
   • Imports prior-year returns, including TurboTax and Quicken files.
   • Includes five federal e-files and unlimited federal preparation and printing.

   Cons:

   • Supports the 2022 tax year only.
   • Designed for Windows PC, not Mac.
   • Does not include the AI Tax Assist offered by H&R Block Deluxe 2025.

   Best for: Windows users who specifically need to prepare or revisit a 2022 federal and state return with homeowner or investment tax topics.

   Not ideal for: Anyone preparing a newer tax year, using a Mac, or seeking current-year guidance and features.

   • Tax year:2022
   • Edition:Deluxe + State
   • Platform:Windows PC
   • Delivery format:Online code
   • State program:One included
   • Federal e-files:Five
   • Federal preparation and printing:Unlimited
   • Supported forms:W-2, 1099, and 1098
   Our verdict

   “Choose this only when you need 2022 Windows software with a state program included; for a newer return, the 2025 H&R Block Deluxe edition is the better fit.”

   → See it on Amazon →

4. TurboTax Business 2026 Federal Tax Software for Windows 11 (Download)

   

   Best for 2026 Entity and Trust Returns

   View Latest Price

   Among these options, this is the focused pick for buyers preparing a 2026 federal business or trust return. It handles partnerships, S and C corporations, multi-member LLCs, trusts, and estates, then adds Quick Employer Forms for W-2s and 1099s, asset depreciation reporting, and audit alerts. That makes it a stronger match for entity filings than TurboTax Home & Business Desktop Edition 2025, which targets self-employed individuals and small business owners rather than the same range of entity returns. Five federal e-files are included, but this is not a federal-and-state bundle: state forms must be purchased separately. The other significant limit is Windows 11 exclusivity, so it will not suit Mac users or households on older Windows versions. For a buyer who needs broad business filing support and current-year coverage, those constraints may be acceptable; casual personal filers should pick a simpler edition.

   Pros:

   • Supports partnerships, S and C corporations, multi-member LLCs, trusts, and estates.
   • Includes five federal e-files.
   • Provides Quick Employer Forms for W-2s and 1099s.
   • Includes asset depreciation and reporting tools plus audit alerts.

   Cons:

   • Requires Windows 11.
   • State forms are sold separately.
   • Its business-focused filing options may be unnecessary for a straightforward personal return.

   Best for: Windows 11 business owners, partnerships, corporations, multi-member LLCs, trusts, or estates preparing 2026 federal returns.

   Not ideal for: Mac users, people on Windows 10 or older, and filers who want state forms bundled or need only a personal return.

   • Tax year:2026
   • Platform:Windows 11
   • Delivery format:Download
   • Federal e-files:Five
   • State forms:Sold separately via download
   • Supported filings:Partnerships, S and C corporations, multi-member LLCs, trusts, and estates
   • Employer forms:Quick Employer Forms for W-2s and 1099s
   • Additional features:Asset depreciation and reporting; audit alerts
   Our verdict

   “Choose this for a 2026 federal entity or trust return on Windows 11, but budget separately for any state forms you need.”

   → See it on Amazon →

5. TurboTax Home & Business Desktop Edition 2025, Federal and State Tax Return Software for Windows 11 and macOS

   

   Best for Self-Employed Filers

   View Latest Price

   For freelancers, contractors, and sole proprietors, this edition connects a personal return with business deduction and credit tools in one desktop package. It includes five federal e-files and one state download, making its state coverage more straightforward than H&R Block Deluxe Tax Software 2025, where state downloads are an extra purchase. The software also offers live tax advice for an additional fee, which may help when a self-employed filer wants expert input without choosing a business-entity package. That focus is also its boundary: unlike TurboTax Business 2026, it is not positioned for partnership, corporate, trust, or estate filings. State e-filing is sold separately, and live advice can add a cost. Check system compatibility before buying: it needs Windows 11 or macOS Sonoma or later, with no Windows 10 support.

   Pros:

   • Provides tools for identifying industry-specific business deductions and credits.
   • Includes five federal e-files and one state download.
   • Offers optional live tax advice during preparation.
   • Supports Windows 11 and macOS Sonoma or later.

   Cons:

   • Does not support Windows 10.
   • State e-filing is sold separately.
   • Live tax advice may incur an additional fee.

   Best for: Freelancers, contractors, and self-employed individuals filing a 2025 personal return with business income and deductions.

   Not ideal for: Windows 10 users, filers needing partnership or corporate returns, or buyers who expect state e-filing and live advice to be included without additional fees.

   • Tax year:2025
   • Edition:Home & Business Desktop
   • Delivery format:Downloadable software
   • Supported operating systems:Windows 11 or macOS Sonoma or later
   • Windows 10 support:Not supported
   • Federal e-files:Five
   • State download:One included
   • State e-filing:Sold separately
   • Live tax advice:Available for an additional fee
   Our verdict

   “Pick this for a 2025 self-employed personal return when one included state download matters, but choose TurboTax Business 2026 for entity filings.”

   → See it on Amazon →

6. H&R Block Deluxe Tax Software 2026 with State, Windows and Mac, Online Code

   

   Best for Itemizers with Investment Income

   View Latest Price

   For a 2026 return that combines itemized deductions with investments, a home sale, or retirement income, this H&R Block Deluxe edition offers broader coverage than a basic deduction-focused package. Its Schedule A tools cover mortgage interest, property taxes, and charitable donations, while support for common tax forms and prior-year returns can cut down on manual entry. AI Tax Assist, step-by-step prompts, and an Accuracy Review add guidance without requiring a separate expert-advice purchase listed in the product details. Compared with TurboTax Deluxe 2024, this is the newer tax-year option and explicitly supports investment, home-sale, and retirement reporting; TurboTax highlights its search across more than 375 deductions and credits instead. The tradeoff is one state program download, and access arrives by online code rather than a physical package.

   Pros:

   • Supports investment, stock option, home-sale, and retirement income reporting.
   • Includes Schedule A tools for mortgage interest, real estate taxes, and charitable donations.
   • Imports W-2, 1099, 1098, and prior-year returns, including from TurboTax and Quicken.
   • Includes five federal e-files and unlimited federal preparation and printing.

   Cons:

   • Includes only one state program download.
   • Requires an online code to access the software.

   Best for: 2026 filers who itemize and report investment, home-sale, or retirement income, and want a state program alongside their federal return.

   Not ideal for: People filing in multiple states or those who prefer physical media; only one state program is included, and access uses an online code.

   • Tax year:2026
   • Operating systems:Windows and Mac
   • Delivery format:Online code
   • Included tax programs:Federal and one state program download
   • Federal e-files:Five
   • Federal preparation and printing:Unlimited
   • Deduction support:Schedule A itemized deductions, including mortgage interest, real estate taxes, and charitable donations
   • Import support:W-2, 1099, 1098, and prior-year returns, including from TurboTax and Quicken
   • Additional guidance:AI Tax Assist, step-by-step guidance, and Accuracy Review
   Our verdict

   “Choose this 2026 H&R Block edition if you itemize and need investment or retirement reporting, but look elsewhere if you need more than one state program.”

   → See it on Amazon →

7. TurboTax Deluxe 2024 Tax Software for PC and Mac

   

   Best for Deduction Discovery

   View Latest Price

   TurboTax Deluxe 2024 is aimed at homeowners and donors who want active prompts to uncover deductions, rather than the more explicitly investment- and retirement-focused coverage in H&R Block Deluxe 2026. The product searches for more than 375 deductions and credits, checks for missing items and potential audit triggers, and includes tools for tracking charitable donations. Importing from prior tax software and participating financial companies can also reduce repeat entry. Its main drawback for a Black Friday tax-software roundup is the 2024 tax year: buyers should confirm that this is the intended filing year before purchasing. The included state download does not include state e-filing, which is sold separately. Live expert advice also costs extra, and Mac compatibility is limited to Ventura 13 or Sonoma 14, making this a less flexible fit than newer editions.

   Pros:

   • Searches for more than 375 deductions and credits.
   • Checks for missing deductions, credits, and potential audit triggers.
   • Imports information from prior tax software and participating financial companies.
   • Includes tools for tracking and valuing charitable donations.

   Cons:

   • State e-filing is sold separately.
   • Live tax expert advice requires an additional fee.
   • Mac support is limited to Ventura 13 or Sonoma 14.

   Best for: Homeowners and charitable donors preparing a 2024 return who want guided deduction searches and checks for missing tax items.

   Not ideal for: Filers preparing a newer tax year, anyone who needs state e-filing included, or Mac users running an operating system other than Ventura 13 or Sonoma 14.

   • Tax year:2024
   • Platform:PC and Mac download
   • Included filings:Five federal e-files and one state download
   • State e-file:Sold separately
   • Supported macOS:Ventura 13 or Sonoma 14
   • Tax deductions and credits:Searches more than 375
   • Technical support:U.S.-based; hours may vary
   • Tax expert advice:Available for an additional fee
   • Account requirement:Intuit Account required
   Our verdict

   “Pick TurboTax Deluxe 2024 for deduction-search guidance on a 2024 return, but skip it if you need a newer tax year or included state e-filing.”

   → See it on Amazon →

8. TurboTax Home & Business 2026 Tax Software for Windows and Mac

   

   Best for Self-Employed Filers

   View Latest Price

   Freelancers, contractors, and sole proprietors need a package that connects business income and expenses to their personal return. This 2026 TurboTax edition does that, with industry-specific deduction discovery, asset depreciation, and tools to create and e-file W-2s and 1099s. That employer-form workflow gives it a broader small-business role than H&R Block Deluxe 2026, which focuses on individual returns and itemizing rather than business payroll forms. The tradeoff is that this edition requires Windows 11 or macOS Sequoia 15 or later, so older computers are out. The included state e-file count is listed as one, but state e-filing is also described as sold separately; buyers should check the applicable state-filing terms before relying on it. Live tax advice carries a fee.

   Pros:

   • Supports personal and self-employed tax preparation in one package.
   • Identifies industry-specific small-business deductions.
   • Includes tools to create and e-file W-2s and 1099s.
   • Provides asset depreciation and reporting features.

   Cons:

   • Requires Windows 11 or macOS Sequoia 15 or later.
   • State e-filing is described as sold separately, so buyers should verify their state’s filing terms.
   • One-on-one live tax advice requires an additional fee.

   Best for: Freelancers, contractors, and sole proprietors preparing personal and business taxes who need deduction, depreciation, and employer-form tools.

   Not ideal for: People with older computers, employees without self-employment income, or filers unwilling to pay separately for live tax advice or state e-filing where applicable.

   • Tax year:2026
   • Platform:Windows and Mac
   • Minimum operating system:Windows 11 or macOS Sequoia 15 or later
   • Federal e-files included:Five
   • State e-files listed:One; state e-filing is also listed as sold separately
   • Employer forms:Create and e-file W-2s and 1099s with Quick Employer Forms
   • Support:U.S.-based technical support; hours may vary
   • Live tax advice:One-on-one advice from a tax expert; fee applies
   Our verdict

   “Choose this TurboTax edition if you are self-employed and need business forms alongside your personal return, provided your computer meets its newer operating-system requirements.”

   → See it on Amazon →

9. H&R Block Premium & Business 2025 Tax Software for Windows (Online Code)

   

   Best for Small Businesses with Complex Returns

   View Latest Price

   This H&R Block package stands apart from the personal-return options because it supports a wide range of business filings, including Forms 1120, 1120S, 1055, 1041, and 990, alongside payroll and employer forms. That makes it a better match for businesses with entity returns than TurboTax Home & Business 2026, which is framed around self-employed individuals and small-business owner workflows. Its AI Tax Assist and import support can help with document entry, while five federal e-files and unlimited business state programs serve filers with broader business-state needs. The limits are practical: it runs on Windows only, requires an internet connection and compatible printer, and the Premium and Business components have different Windows and storage requirements. It is also a 2025 edition, not the newest tax year in this group.

   Pros:

   • Supports business returns including Forms 1120, 1120S, 1055, 1041, and 990.
   • Includes payroll and employer forms such as 940, 941, W-2, and 1099.
   • AI Tax Assist and imports from common tax documents and prior-year returns can reduce manual entry.
   • Includes five federal e-files and unlimited business state programs.

   Cons:

   • Runs on Windows only, with different minimum Windows versions for Premium and Business.
   • Requires an internet connection and a compatible printer.
   • The 2025 tax year may not suit buyers preparing a newer return.

   Best for: Windows-based small businesses, estates, trusts, or nonprofits that need supported entity returns and payroll forms as well as individual tax preparation.

   Not ideal for: Mac users, filers seeking a 2026 tax-year edition, or anyone without internet access and a compatible printer.

   • Tax year:2025
   • Platform:Windows
   • Minimum operating systems:Premium: Windows 10; Business: Windows 11
   • Processor:32-bit
   • Disk space:Premium: 1.5 GB; Business: 15 GB
   • Federal e-filing:Five federal e-files
   • Business returns supported:Forms 1120, 1120S, 1055, 1041, and 990
   • Payroll and employer forms:Forms 940, 941, W-2, and 1099
   • Included state programs:Unlimited business state programs; one state program download
   Our verdict

   “Choose this H&R Block edition for supported business-entity and payroll filings on Windows, but not if you need Mac support or a 2026 tax-year product.”

   → See it on Amazon →

10. H&R Block Tax Software Deluxe + State 2024 for Windows and Mac

    

    Best for Straightforward 2024 Itemized Returns

    View Latest Price

    For buyers who specifically need software for a 2024 return, this H&R Block Deluxe edition pairs step-by-step guidance with support for more than 350 credits and deductions. It imports common forms and prior-year returns, and its Accuracy Review checks for potential issues before filing. Compared with TurboTax Deluxe 2024, this pick includes a state program download and emphasizes searchable help articles and guided preparation; TurboTax instead calls out a search across more than 375 deductions and credits. Neither is a strong fit for someone shopping for software for a newer tax year. This package is also limited to one state program, and the product information identifies it as an older version. Its five federal e-files and unlimited preparation and printing are useful when several federal returns are needed.

    Pros:

    • Includes one state program download and five federal e-files.
    • Provides step-by-step guidance for credits and deductions.
    • Imports W-2, 1099, 1098, and prior-year returns, including from TurboTax and Quicken.
    • Includes an Accuracy Review and unlimited federal preparation and printing.

    Cons:

    • The included state program is limited to one state.
    • This is an older 2024 tax-year version.
    • The product is focused on individual Deluxe filing rather than business returns.

    Best for: Households preparing a 2024 return with itemized deductions who want step-by-step prompts, common document imports, and one state program.

    Not ideal for: People filing a newer tax year, anyone who must prepare returns in multiple states, or filers who need dedicated self-employment or business-return tools.

    • Tax year:2024
    • Edition:Deluxe + State
    • Compatibility:Windows and Mac
    • State program:One state program download included
    • Federal e-files:Five free federal e-files
    • Federal preparation and printing:Unlimited
    • Tax guidance:More than 350 credits and deductions
    • Help center:Over 13,000 searchable articles
    • Supported imports:W-2, 1099, 1098, and prior-year tax returns, including from TurboTax and Quicken
    Our verdict

    “Pick this H&R Block package for a 2024 itemized return with one state filing, but choose a newer edition if your filing year is later.”

    → See it on Amazon →

11. TurboTax Home & Business 2023 Tax Software for PC and Mac

    

    Best for 2023 Self-Employed Returns

    View Latest Price

    For a buyer who needs to prepare a 2023 return with self-employment income, this edition targets a narrower need than TurboTax Deluxe 2023: it adds business deduction guidance and preparation of W-2 and 1099 forms through Quick Employer Forms. That makes it a better fit for freelancers or sole proprietors who also handle contractor or employee paperwork, while Deluxe is aimed more at personal deductions such as donations and homeownership. The download works on PC and Mac and includes five federal e-files plus one state download. The main Black Friday deal caveat is that this is tax-year 2023 software, so it is only suitable for the matching filing year or amended-return needs—not a substitute for newer-year software. State e-filing costs extra, and business users without self-employment needs should skip the added complexity.

    Pros:

    • Identifies small-business deductions and credits based on industry information.
    • Prepares W-2 and 1099 forms through Quick Employer Forms.
    • Supports importing prior-year tax data and information from participating companies.
    • Checks for potential errors and audit triggers.

    Cons:

    • State e-filing is sold separately from the included state download.
    • Its self-employed focus adds little value for people with only standard wage income.
    • Tax-year 2023 coverage limits its usefulness to matching-year filing needs.

    Best for: Freelancers, contractors, and sole proprietors preparing a 2023 return who need business deduction guidance and W-2 or 1099 preparation.

    Not ideal for: People filing a newer tax year, or wage earners with no business income who can use a simpler personal-tax edition.

    • Tax year:2023
    • Platform:PC and Mac
    • Format:Download
    • Federal e-files:5
    • State:1 state download included; state e-file sold separately
    • Employer forms:W-2s and 1099s via Quick Employer Forms
    • Account requirement:Intuit Account required
    Our verdict

    “Choose this for a 2023 self-employed return with business forms to prepare, but not for a newer tax year or a straightforward wage-only filing.”

    → See it on Amazon →

12. TurboTax Home & Business 2024 Tax Software, Federal and State, Download for PC and Mac

    

    Best for 2024 Freelancers and Contractors

    View Latest Price

    This is the more current self-employed pick compared with TurboTax Home & Business 2023: it covers tax year 2024 and adds tools for asset depreciation alongside personal and business deductions. That combination suits freelancers and small-business owners who need to account for equipment or other depreciable assets, rather than wage earners who only need the personal-deduction focus of TurboTax Deluxe 2023. The package supports up to five federal e-files and includes one state download, but state e-filing is separate, so a Black Friday deal on the software does not remove that additional filing cost. Mac compatibility also has a specific floor—macOS Ventura 13 or Sonoma 14—and live tax advice costs extra. I’d choose this over the 2023 edition for a 2024 return, but not if your computer or filing year falls outside its requirements.

    Pros:

    • Combines personal and self-employed tax preparation.
    • Includes industry-specific deduction guidance and asset depreciation tools.
    • Supports W-2 and 1099 preparation through Quick Employer Forms.
    • Can import prior returns and checks for possible errors or missed deductions.

    Cons:

    • State e-filing is sold separately.
    • Live tax advice requires an additional fee.
    • Mac use requires macOS Ventura 13 or Sonoma 14.

    Best for: Self-employed filers and small-business owners preparing a 2024 return who need depreciation tools and employee-form preparation.

    Not ideal for: Mac users on older operating systems, people seeking included state e-filing, or filers whose return is for a different tax year.

    • Tax year:2024
    • Platform:PC and Mac download
    • Federal e-files:Up to 5
    • State download:1
    • State e-filing:Sold separately
    • Mac requirements:macOS Ventura 13 or Sonoma 14
    • Business forms:W-2s and 1099s via Quick Employer Forms
    • Support:U.S.-based technical support; hours may vary
    Our verdict

    “Pick this over the 2023 Home & Business edition when you need 2024 self-employed filing and depreciation support on a compatible PC or Mac.”

    → See it on Amazon →

13. H&R Block Premium & Business Tax Software 2026 for Windows (Download)

    

    Best for Multi-Entity Business Filing

    View Latest Price

    This bundle earns its place for buyers whose filing needs go beyond a sole proprietorship: it includes separate Premium and Business downloads and supports corporate, partnership, estate, trust, and nonprofit returns. That broader entity coverage sets it apart from TurboTax Home & Business 2024, which is centered on individual self-employed returns. Payroll and employer forms—940, 941, W-2, and 1099—also make it a stronger fit for owners managing staff or contractors. For a Black Friday tax-software deal, the key tradeoff is setup: the Premium and Business components have different system requirements, with Business requiring Windows 11, so check the target computer before buying. One personal state program is included, while business state programs are listed as unlimited. This is a poor match for Mac households or anyone who only needs a simple individual return.

    Pros:

    • Combines Premium and Business tax preparation in separate downloads.
    • Supports corporate, S corporation, partnership, estate, trust, and nonprofit returns.
    • Includes payroll and employer-form tools for Forms 940, 941, W-2, and 1099.
    • Offers guided preparation, AI Tax Assist, and common tax-form imports.

    Cons:

    • The Premium and Business downloads have different Windows requirements.
    • Only one state program download is included for personal state filing.
    • Windows-only compatibility excludes Mac users.

    Best for: Windows-based owners, partnerships, nonprofits, and tax preparers who need personal filing plus multiple business-return types and payroll forms.

    Not ideal for: Mac users, people whose computers do not meet the separate Windows requirements, or individuals with only a basic personal return.

    • Tax year:2026
    • Included software:Premium and Business
    • Delivery format:Download code
    • System requirements:Premium: Windows 10 or later; Business: Windows 11
    • Federal e-filing:Five free federal e-files
    • Supported business returns:Forms 1120, 1120S, 1065, 1041, and 990
    • Payroll and employer forms:Forms 940, 941, W-2, and 1099
    • State programs:One personal state program download; unlimited business state programs included
    Our verdict

    “Choose this Windows bundle when you need broad 2026 business-entity support and payroll forms, not merely self-employed deductions.”

    → See it on Amazon →

14. TurboTax Deluxe 2023 Federal and State Tax Software for PC and Mac (Download)

    

    Best for 2023 Personal Deductions

    View Latest Price

    Among these options, TurboTax Deluxe 2023 is the more focused choice for a 2023 personal return built around homeownership, charitable donations, or high medical expenses. It avoids the business-form emphasis of TurboTax Home & Business 2023, which makes Deluxe a better fit when the tax work is personal rather than self-employed. Its deduction and credit checks, donation tracking, and audit-trigger checks offer guidance that can help filers review details they might otherwise overlook. The download includes five federal e-files and one state download for PC and Mac, but state e-filing is a separate expense. The tax-year label matters more than a Black Friday promotion: this edition does not serve as current-year software for a newer return. An Intuit Account is also required, so it is not a fit for buyers avoiding account-based access.

    Pros:

    • Supports returns involving homeownership, charitable donations, and high medical expenses.
    • Checks for deductions, credits, and potential return errors.
    • Includes charitable donation tracking and audit-trigger checks.
    • Can import prior-year information and data from participating companies.

    Cons:

    • State e-filing is sold separately.
    • Requires an Intuit Account.
    • Tax-year 2023 coverage is unsuitable for filing a newer tax year.

    Best for: Homeowners and donors preparing a 2023 individual return who want deduction guidance across PC or Mac.

    Not ideal for: Self-employed filers needing business returns or employer forms, and anyone preparing a tax year other than 2023.

    • Tax year:2023
    • Edition:Deluxe
    • Platform:PC and Mac
    • Delivery method:Download
    • Federal e-files included:5
    • State download included:1
    • State e-file:Sold separately
    • Account requirement:Intuit Account required
    Our verdict

    “Choose Deluxe over Home & Business 2023 for a 2023 personal return centered on deductions rather than business income.”

    → See it on Amazon →

15. H&R Block Premium & Business 2021 Tax Software for Windows (Download)

    

    Best for Legacy Business Returns

    View Latest Price

    This older H&R Block bundle stands out for its range of business entities, including corporations, partnerships, estates, trusts, and nonprofits, plus payroll and employer forms. Compared with H&R Block Premium & Business 2026, it has similar breadth in the listed business-return types but is locked to tax year 2021; that makes it a legacy-return option, not a sensible substitute for software matching a current filing year. The included unlimited business state programs may help users with multi-state business filings, while only one state program download is provided for personal returns. A searchable help center and step-by-step guidance support users who want in-software assistance, but the Windows-only format rules out Mac users. For a Black Friday deal, I’d treat the tax-year limitation as the deciding factor before anything else.

    Pros:

    • Supports business, nonprofit, estate, and trust returns.
    • Includes payroll and employer-form preparation for Forms 940, 941, W-2, and 1099.
    • Includes unlimited business state programs.
    • Offers step-by-step guidance and a searchable help center.

    Cons:

    • Limited to tax year 2021, making it unsuitable for newer returns.
    • Runs on Windows PCs only.
    • Only one state program download is included for personal state filing.

    Best for: Windows users who specifically need to prepare or amend 2021 business, nonprofit, estate, or trust returns across multiple states.

    Not ideal for: Anyone filing a newer tax year, Mac users, or people who need more than one included personal state program.

    • Tax year:2021
    • Platform:Windows PC
    • Format:Digital download
    • Supported business returns:Forms 1120, 1120S, 1065, 1041, and 990
    • Payroll and employer forms:Forms 940, 941, W-2, and 1099
    • State programs:One personal state program download; unlimited business state programs included
    • Federal e-filing:Five free federal e-files; free e-file included for most business forms
    • Tax import support:W-2, 1099, 1098, and prior-year personal returns, including TurboTax and Quicken
    Our verdict

    “Buy this only for a matching 2021 Windows return, especially if you need business entity forms or multiple business-state programs.”

    → See it on Amazon →

How We Picked

I ranked these 15 listings by the factors that change a tax-software purchase: tax year, return fit, included state support, operating-system compatibility, and edition scope. A package’s name alone is not enough to establish what it supports, so the comparison gives weight to the details stated in each listing and avoids assuming that a federal edition includes a state return or that a business label covers every business filing situation.

Current-year relevance comes first for buyers preparing a recent return, followed by a clear match between the edition and the buyer’s income needs. That puts 2026 products ahead as starting points for current filing, while older editions rank as conditional choices for matching prior-year returns. Deluxe options suit simpler returns better than Premium & Business or Home & Business packages, but the higher tiers earn a place when their added scope matches the buyer’s circumstances. I also account for platform restrictions and package variation; the ranking is about suitability and clarity, not advertised deal depth, since no deal terms are specified here.

Factors to Consider When Choosing Black Friday Tax Software Deals

A seasonal offer only helps if the software can prepare the return you actually need. I’d check the return year and filing situation first, then compare state inclusion, platform support, and purchase format. These checks can prevent an attractive listing from becoming the wrong edition for your return.

Match the software to the return year

Tax software is tied to a specific tax year, so buying a newer edition does not automatically make it the right tool for an older return. First identify the year printed on the forms you need to file, then look for that year in the product title and listing details. This roundup includes editions from 2021 to 2026, a wide span that makes year-checking especially important. An older package may suit a delayed or amended prior-year filing, but it should not be treated as a substitute for software covering a different year. If the listing leaves the supported filing year unclear, confirm it with the seller or publisher before purchasing. A mismatch can outweigh any seasonal savings because the software may not contain the forms and rules needed for your return.

Choose an edition by income and return complexity

Start with the kinds of income and deductions on your return, not the tier name on the box. Deluxe products are positioned as a different choice from Premium & Business and Home & Business editions, which appear more suited to buyers with business or self-employment needs. That does not mean every higher-tier edition fits every business structure or filing requirement; check the supported forms and return types in the product details. A common mistake is paying for business-oriented software when a simpler return does not need its added scope. The reverse mistake is choosing a basic tier and later finding that it does not address the income or schedules you must report. If your situation includes multiple entities or unusual tax forms, verify specific form support before deciding.

Read the state-return wording carefully

“Federal and state,” “with State,” and similar wording can distinguish packages that otherwise look nearly identical. Do not assume that a state return is included just because two products share a brand and edition name. Check whether the package includes state software, whether it supports the state you file in, and whether the listing describes one state or a different arrangement. The H&R Block and TurboTax entries in this roundup show why this check matters: some Deluxe listings name state support and others do not. If you file in more than one state, confirm whether the package covers your full situation rather than relying on a general state label. This can be more useful than moving up a tier without knowing which added features you need.

Confirm your computer can run the edition

Compatibility is a purchase requirement, not a minor preference. These listings vary between Windows-only software and products identified for Windows and Mac, and some specify Windows 11. Check your computer’s operating system and the publisher’s current system requirements before paying, especially if you use an older device. Also verify whether the edition is a download or an online code and what steps are required to redeem it. A Mac user should not assume a Windows product will work simply because another product from the same brand supports Mac. If you share a household computer, confirm that the license and installation terms suit the intended users.

Compare the total filing cost, not just the software package

A software bundle can include federal and state components, but that does not by itself tell you the full cost of completing and submitting a return. Check the listing and publisher terms for any separate charges tied to state filing, additional returns, or particular filing methods. A lower-cost federal-only package may be a sensible choice if you already have a plan for state preparation, but it may not be the simplest route for a buyer who needs both. Avoid comparing packages solely by their tier labels, since included components can differ between editions. Before checkout, make a short list of the return types and states you need, then match that list against the product and filing terms. This helps distinguish a genuine fit from a package that looks complete at a glance.

Treat older editions as targeted purchases

Older software in this roundup can still be relevant when you need to prepare a matching past-year return, but age alone is not a reason to buy it. Confirm that the edition supports the intended filing year and that the publisher still permits installation, activation, and filing through the route you plan to use. Do not assume an old download or code will remain redeemable indefinitely, or that it can prepare a current-year return. Buyers seeking software for a recent filing should begin with the newest relevant edition in the list and verify its stated tax year. If you are resolving a prior-year filing, compare the exact year before comparing brands or tiers. This simple order of checks avoids confusing a past-year bargain with a current-year solution.

Frequently Asked Questions

Can I use a 2023 or 2024 edition to file a 2026 tax return?

Do not assume that an older edition can prepare a return for a later tax year. The year in the product title is the first detail to match against the return you need to file, and the software’s stated supported year should confirm that match. In this roundup, the 2023 and 2024 listings are older than the 2026 options, so they are better treated as possible prior-year tools rather than current-year substitutes. Check publisher details for supported forms and filing availability before buying. If the year is unclear, pause the purchase and confirm it with the seller or publisher.

Which listed options are explicitly described as including state software?

Several titles explicitly mention state support, including H&R Block Deluxe 2026 with State, H&R Block Deluxe + State 2022, H&R Block Deluxe + State 2024, TurboTax Home & Business 2025 Federal and State, and TurboTax Deluxe 2023 Federal and State. The list also contains other Deluxe or Home & Business products that do not use the same wording, so do not infer inclusion from a similar name. Confirm that the package supports the state you file in and check for any separate filing charges. If you need more than one state return, verify that exact scenario in the product terms.

Is a Premium & Business or Home & Business edition necessary for self-employment income?

These higher-tier labels are the most relevant starting points in this list for buyers with business or self-employment income, while Deluxe products are aimed at a narrower set of needs. Still, a tier name does not confirm support for every business structure, schedule, or form. Compare the forms you expect to file with the publisher’s description before choosing between H&R Block Premium & Business and TurboTax Home & Business. If your income is straightforward, paying for a more involved edition may add scope you will not use. For multiple entities or less common filings, verify the exact return support rather than relying on the package label.

Should I choose a Windows-only download or a Windows-and-Mac online code?

Choose by checking both your computer’s operating system and how the product is delivered. A Windows-only download is not a safe choice for a Mac, while a title that names Windows and Mac still needs to meet the publisher’s system requirements. An online code may require redemption and a supported account or internet connection, so confirm those steps before purchase. Also check whether the product’s license terms match the computer and users who will prepare the return. If you are unsure, prioritize an explicitly compatible edition over a package with a more appealing tier name.

When does an older tax-software edition make sense?

An older edition can make sense when you need to prepare a return for the tax year it supports and can still activate and use the software. The 2021 through 2025 products in this roundup should not be treated as current-year choices without checking their supported filing year. Confirm that the relevant forms are included, that installation or code redemption remains available, and that the publisher supports your intended filing method. For a recent return, a newer edition is usually the more appropriate starting point. If the purchase is for a past-year return, match the year first, then compare platform and state support.

Conclusion

For a current-year buyer who wants a balanced starting point, I’d choose H&R Block Deluxe Tax Software 2026 with State as the best overall option in this lineup, provided its supported forms match the return. My best value pick is H&R Block Deluxe 2025 for someone whose filing year and needs fit that edition; the tax year should take priority over the deal label. For a best premium choice, compare H&R Block Premium & Business 2026 with TurboTax Home & Business 2026 based on the business forms you need and your computer platform. Beginners with a straightforward return should start with a compatible Deluxe edition rather than paying for business features they may not use. For a specific need such as a prior-year filing, pick the product whose stated year matches that return, then verify state support and activation details before buying.