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Tax Preparation Software

Tax prep tools and how they fit modern stacks — Drake, Lacerte, UltraTax, ProConnect, and how AI-native tools complement them.

24 articles on this topic.

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Self-Directed IRA Tax Traps: What CPAs Must Catch Before Filing

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Self-Directed IRA Tax Traps: What CPAs Must Catch Before Filing

Self-directed IRAs holding real estate, private equity, or crypto create compliance landmines that most tax software won't flag automatically. This practitioner-level guide walks CPAs through prohibited transaction rules, UBTI and Form 990-T obligations, year-end valuation requirements, and a pre-filing checklist to protect both the client and the firm.

17 min read
IRS ComplianceTax Preparation SoftwareProfessional Liability
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IRS Income Taxes Rule Published August 21 2026: What CPA Firms Must Do Now

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IRS Income Taxes Rule Published August 21 2026: What CPA Firms Must Do Now

The IRS published a new income taxes document in the Federal Register on August 21, 2026 (Document No. 2026-17154). This brief cuts through the agency language to tell CPA firm owners exactly which client segments are affected and what steps to take before the week is out.

9 min read
IRS ComplianceTax Preparation SoftwareCPA Practice Management
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Health Insurance Deduction for S Corp Owners: What CPAs Must Get Right

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Health Insurance Deduction for S Corp Owners: What CPAs Must Get Right

The health insurance deduction for S corp owners involves a precise chain of steps — payroll add-back, W-2 Box 1 inclusion, and a 1040 deduction — that most payroll platforms get wrong by default. This guide gives CPAs a staff-ready workflow to execute the deduction correctly on every return, catch prior-year errors, and avoid the Section 199A trap that quietly kills the deduction for many S corp shareholders.

19 min read
Small Business TaxIRS ComplianceTax Forms
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Goodwill Amortization for CPAs: How to Handle Section 197 Intangibles

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Goodwill Amortization for CPAs: How to Handle Section 197 Intangibles

Section 197 amortization is one of the most consequential post-close tasks in any business acquisition engagement — and one of the easiest to mishandle across a large client base. This guide walks CPAs through identifying qualifying intangibles, computing the 15-year straight-line schedule, navigating partial-year rules, and flagging the allocation mistakes that invite IRS scrutiny.

15 min read
Small Business TaxIRS ComplianceTax Preparation Software
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Clergy Tax Returns: How CPAs Handle Minister Housing Allowances and Self-Employment

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Clergy Tax Returns: How CPAs Handle Minister Housing Allowances and Self-Employment

Clergy tax returns sit at the intersection of employment law, IRS code, and church governance — a combination that trips up even experienced CPAs. This guide walks through minister dual tax status, the Section 107 housing allowance exclusion, self-employment tax obligations, voluntary withholding agreements, and how to build an engagement workflow that handles every minister client consistently.

16 min read
IRS ComplianceTax FormsCPA Practice Management
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Inherited IRA Distribution Rules: What CPAs Must Tell Clients Now

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Inherited IRA Distribution Rules: What CPAs Must Tell Clients Now

The SECURE 2.0 Act and the IRS's 2024 final regulations reshaped inherited IRA distribution rules in ways that still catch clients — and some CPAs — off guard. This guide breaks down the 10-year rule, beneficiary categories, annual RMD requirements, and, critically, how to systematize inherited IRA conversations into a profitable, repeatable advisory service your firm offers every year.

14 min read
Advisory ServicesIRS ComplianceTax Preparation Software
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TaxGPT vs Bloomberg Tax vs Checkpoint: How CPAs Choose an AI Tax Research Tool

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TaxGPT vs Bloomberg Tax vs Checkpoint: How CPAs Choose an AI Tax Research Tool

CPAs evaluating AI tax research tools in 2026 face a real choice: purpose-built AI tools like TaxGPT versus legacy platforms like Bloomberg Tax and Checkpoint. This guide cuts through the marketing noise with a side-by-side comparison of accuracy, pricing, and workflow integration so your firm can invest with confidence.

15 min read
AI Tax ResearchCPA Software ComparisonTax Preparation Software
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Automatic Exemption from Penalty: What CPAs Must Know After IRS Replaces First Time Abate

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Automatic Exemption from Penalty: What CPAs Must Know After IRS Replaces First Time Abate

The IRS has replaced the familiar First Time Abate process with a new automatic exemption from penalty system — and many CPAs are still relying on outdated FTA playbooks. This guide breaks down exactly what changed, how the new automatic relief process works, and what penalty abatement strategies still hold up for clients with complex histories.

13 min read
IRS ComplianceCPA Practice ManagementTax Preparation Software
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Charitable Remainder Annuity Trust Listed Transaction: What CPA Firms Must Do Now

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Charitable Remainder Annuity Trust Listed Transaction: What CPA Firms Must Do Now

The IRS published final regulations on July 9, 2026, officially designating certain charitable remainder annuity trust (CRAT) transactions as listed transactions. CPA firms with high-net-worth clients, nonprofit advisees, or estate planning engagements face immediate disclosure obligations and stiff penalties for non-compliance. Here is the operational breakdown every firm owner needs this week.

10 min read
IRS ComplianceTax Preparation SoftwareProfessional Liability
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IRS Standard Mileage Rate Mid-Year Change: What CPAs Must Do Now

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IRS Standard Mileage Rate Mid-Year Change: What CPAs Must Do Now

A mid-year IRS standard mileage rate adjustment is rare — and it forces CPAs to apply two separate rates to a single tax year's business miles. This guide walks through the split-year calculation methodology, client communication steps, and how AI-native practice tools can reduce the manual burden across your entire mileage-tracking client base.

16 min read
IRS ComplianceTax Preparation SoftwareSmall Business Tax
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Non-Filer Back Tax Returns: How CPAs Reconstruct Expenses Without Records

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Non-Filer Back Tax Returns: How CPAs Reconstruct Expenses Without Records

When a non-filer client hands you nothing but a box of cash-deposit records and a vague memory of what they spent, reconstructing Schedule C expenses becomes an exercise in forensic accounting. This guide walks CPAs through IRS-accepted methods, industry expense ratio sources, and the documentation workflow that keeps your firm protected on multi-year back tax engagements.

13 min read
IRS ComplianceSmall Business TaxTax Preparation Software
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SurePrep vs Alternatives: What CPAs Should Know Before Buying AI Tax Prep Software

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SurePrep vs Alternatives: What CPAs Should Know Before Buying AI Tax Prep Software

SurePrep has long been the go-to name in AI-assisted tax document preparation — but a growing chorus of CPAs on r/taxpros are calling it overpriced and under-supported after Thomson Reuters acquired it. This guide breaks down SurePrep vs alternatives so you can make a smarter buying decision before committing your firm's budget.

13 min read
CPA Software ComparisonAI Document ExtractionTax Preparation Software
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CCH ProSystem vs Drake vs ProConnect: How Solo CPAs Choose at 300 Returns

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CCH ProSystem vs Drake vs ProConnect: How Solo CPAs Choose at 300 Returns

Escalating CCH ProSystem licensing costs and mid-season billing rule changes have solo CPAs at the 300-return threshold questioning whether to stay or switch. This guide breaks down CCH ProSystem vs Drake vs ProConnect across price, workflow, and AI capability so you can make a clear-eyed decision before the next filing season.

14 min read
CPA Software ComparisonTax Preparation SoftwareCPA Practice Management
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IRS Practitioner Priority Service Tips: How to Actually Get Through in 2025

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IRS Practitioner Priority Service Tips: How to Actually Get Through in 2025

IRS Practitioner Priority Service hold times routinely stretch past two hours — and even then, many CPAs get disconnected before speaking to anyone. This guide compiles the most effective tactics tax professionals are using in 2025 to reach the PPS line, survive callbacks, and close out client notices without losing entire afternoons.

16 min read
IRS ComplianceTax Season ManagementCPA Practice Management
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CPA Software Price Hikes: Private Equity's Tax Practice Squeeze

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CPA Software Price Hikes: Private Equity's Tax Practice Squeeze

Private equity acquisitions of major accounting software vendors are squeezing CPA firms with annual price hikes, punishing per-user pricing, and bundled ecosystems designed to trap you. The firms winning this battle are the ones that audit their stack before renewal season — not during it. Here's how to take back control of your tech margins.

15 min read
CPA Practice ManagementCPA Software ComparisonPricing Strategy
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The Real Cost of Tech Consolidation: Are Your Tax Software Price Hikes Actually Boosting Efficiency

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The Real Cost of Tech Consolidation: Are Your Tax Software Price Hikes Actually Boosting Efficiency

Tax software renewals keep climbing, but are CPA firms actually getting more efficient — or just paying more to stay in place? This guide breaks down how to audit your tech stack, measure real ROI, and stop absorbing price hikes without accountability. If your vendors are raising rates faster than they ship features, it's time to ask harder questions.

13 min read
Tax Preparation SoftwareCPA Practice ManagementCPA Software Comparison
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Integrating AI Data Entry Tools with Tax Preparation Software: A CPA Firm Guide

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Integrating AI Data Entry Tools with Tax Preparation Software: A CPA Firm Guide

Investing in AI data entry tools means nothing if extracted data ends up being copied manually into Drake or Lacerte. This guide walks CPA firms through the real technical challenges of integrating AI with legacy tax preparation software. Learn the strategies that close the integration gap and actually deliver the time savings you were promised.

14 min read
AI Document ExtractionTax Preparation SoftwareAI Automation
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Like-Kind Exchange 1031: How CPAs Guide Real Estate Clients Through a Tax-Deferred Swap

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Like-Kind Exchange 1031: How CPAs Guide Real Estate Clients Through a Tax-Deferred Swap

Most 1031 exchange content is written for investors. This guide is for the CPA executing the transaction — covering qualifying property rules, strict 45- and 180-day deadlines, boot calculations, reverse exchanges, and how modern practice management tools keep every step documented and on track.

18 min read
Advisory ServicesIRS ComplianceTax Preparation Software
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Cryptocurrency Tax Reporting: How CPAs Handle Digital Asset Clients

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Cryptocurrency Tax Reporting: How CPAs Handle Digital Asset Clients

Cryptocurrency tax reporting is no longer a niche specialty — it's a growing source of complexity that lands in nearly every CPA's inbox. This guide covers how forward-thinking firms build a repeatable crypto client workflow, from reconciling multi-exchange CSV files with AI extraction to pricing digital asset engagements as a premium service line.

12 min read
AI Document ExtractionTax Preparation SoftwareIRS Compliance
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Form 8879-TA: What CPAs Need to Know About the E-File Signature Authorization for Trump Account Elections

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Form 8879-TA: What CPAs Need to Know About the E-File Signature Authorization for Trump Account Elections

Form 8879-TA, released in December 2025, is the IRS e-file signature authorization for Form 4547, Trump Account Election(s) — not for trusts and estates (that's Form 8879-F). This guide covers when 8879-TA is required, who signs it, the Practitioner PIN rules, ERO responsibilities, and retention requirements.

11 min read
IRS ComplianceTax FormsE-Signature
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Cost Segregation Studies: How CPAs Unlock Hidden Depreciation for Clients

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Cost Segregation Studies: How CPAs Unlock Hidden Depreciation for Clients

Cost segregation studies are one of the most powerful accelerated depreciation strategies available to real estate clients — yet most CPAs leave them on the table. This guide walks through how to identify qualifying properties, coordinate with engineers, and document results on the return, all without adding headcount.

15 min read
Advisory ServicesSmall Business TaxTax Preparation Software
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Tax Software Updates Mid-Season: How CPA Firms Stay Productive Without Downtime

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Tax Software Updates Mid-Season: How CPA Firms Stay Productive Without Downtime

When a tax software update drops mid-busy season, firms without a system scramble — and lose billable hours to duplicate work and version confusion. This guide frames tax software change management as a process problem, not a technology problem, and shows how AI-native practice management platforms eliminate the chaos. Includes a 5-step update readiness checklist you can run in under 30 minutes.

15 min read
CPA Practice ManagementWorkflow AutomationTax Season Management
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Passive Activity Rules: What CPAs Must Know to Protect Client Deductions

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Passive Activity Rules: What CPAs Must Know to Protect Client Deductions

IRC Section 469 passive activity rules are among the most commonly misapplied provisions in individual and business tax returns — especially for real estate investors, limited partners, and multi-entity business owners. This guide walks CPAs through the seven material participation tests, real estate professional status requirements, passive loss carryforward mechanics, and the AI-assisted validation workflows that catch costly errors before they reach the IRS.

17 min read
AI Tax ResearchIRS ComplianceTax Preparation Software
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Trust Administration Software: How CPAs Manage Fiduciary Workflows

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Trust Administration Software: How CPAs Manage Fiduciary Workflows

Trust and estate engagements are among the most document-intensive, legally sensitive workflows a CPA firm handles — yet most practice management vendors ignore them entirely. This guide shows how an AI-native platform closes every operational gap in Form 1041 prep, beneficiary K-1 distribution, and fiduciary document retention.

13 min read
CPA Practice ManagementDocument ManagementWorkflow Automation