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Tax & Compliance

Tax & Compliance Articles

IRS, DOL, and ERISA-facing valuations — gift and estate tax, Form 5500, Section 409A, and qualified appraisal requirements.

409A Valuation vs. ASC 718: What Startup Founders Need to Know
Tax & Compliance

409A Valuation vs. ASC 718: What Startup Founders Need to Know

Learn how 409A valuations and ASC 718 share-based compensation analyses differ, where they overlap, what founders should document, and how to coordinate valuation, tax, and accounting support.

40 min read
ASC 805 Purchase Price Allocation: Why You Need to Value Intangible Assets After an Acquisition
Tax & Compliance

ASC 805 Purchase Price Allocation: Why You Need to Value Intangible Assets After an Acquisition

** Learn why ASC 805 purchase price allocation requires supportable intangible asset valuation after an acquisition, including methods, examples, checklist, risks, and FAQs.

39 min read
Goodwill Impairment Testing (ASC 350): A Guide for Privately Held Companies
Tax & Compliance

Goodwill Impairment Testing (ASC 350): A Guide for Privately Held Companies

Learn how ASC 350 goodwill impairment testing works for privately held companies, when valuations are needed, and how DCF, EBITDA market analysis, and asset approach methods support fair value.

40 min read
Reporting Non-Publicly Traded Stock on Form 5500: Valuation Requirements for Hard-to-Value Assets
Tax & Compliance

Reporting Non-Publicly Traded Stock on Form 5500: Valuation Requirements for Hard-to-Value Assets

Learn how to support Form 5500-series plan asset reporting for non-publicly traded stock, ROBS employer securities, and other hard-to-value assets with a defensible business valuation.

39 min read
Revenue Ruling 59-60 and Its Application to ERISA Adequate Consideration
Tax & Compliance

Revenue Ruling 59-60 and Its Application to ERISA Adequate Consideration

Learn how Revenue Ruling 59-60 informs ERISA adequate consideration, ESOP employer-stock valuations, fiduciary review, and business valuation methods.

40 min read
Section 1202 QSBS Valuation: Maximizing the $10M Capital Gains Exclusion
Tax & Compliance

Section 1202 QSBS Valuation: Maximizing the $10M Capital Gains Exclusion

Learn how business valuation supports Section 1202 QSBS planning, aggregate gross asset records, stock-basis modeling, 409A coordination, and exit documentation.

42 min read
The 280G Golden Parachute Valuation: Navigating Tax Penalties During a Change in Control
Tax & Compliance

The 280G Golden Parachute Valuation: Navigating Tax Penalties During a Change in Control

Learn how 280G golden parachute valuation works in M&A, including base amounts, parachute payments, equity awards, reasonable compensation, and valuation support.

40 min read
The Impact of Section 199A on Business Valuation and Qualified Business Income
Tax & Compliance

The Impact of Section 199A on Business Valuation and Qualified Business Income

** Learn how Section 199A and the qualified business income deduction can affect pass-through business valuation, discounted cash flow modeling, EBITDA, market approach analysis, asset approach conclusions, and business appraisal assumption...

39 min read
Valuing Restricted Stock Units (RSUs) vs. Stock Options: What’s the Difference for Tax Reporting?
Tax & Compliance

Valuing Restricted Stock Units (RSUs) vs. Stock Options: What’s the Difference for Tax Reporting?

Learn how RSUs, ISOs, and nonqualified stock options differ for tax reporting, fair market value, 409A valuations, business valuation, and sale planning.

39 min read
Why Estate Attorneys Should Require Certified Appraisals for Form 706
Tax & Compliance

Why Estate Attorneys Should Require Certified Appraisals for Form 706

Estate attorneys handling Form 706 filings should require professional business appraisals for private company interests. Learn valuation methods, workflow, risk controls, review questions, and FAQ.

39 min read
A CPA’s Guide to Sourcing Defensible Valuations for Form 5500 Audits
Tax & Compliance

A CPA’s Guide to Sourcing Defensible Valuations for Form 5500 Audits

A CPA-focused guide to sourcing defensible business valuations for Form 5500 audits, ROBS plan asset reporting, methods review, documentation, red flags, and valuation report QA.

40 min read
Form 5500 Late Filing Penalties (And How a Fast Valuation Can Save You)
Tax & Compliance

Form 5500 Late Filing Penalties (And How a Fast Valuation Can Save You)

Late Form 5500 filing can create DOL and IRS penalty exposure. Learn how supportable ROBS business valuation can remove a reporting bottleneck.

40 min read
How Often Do I Need to Update the Valuation of Alternative Investments for Form 5500?
Tax & Compliance

How Often Do I Need to Update the Valuation of Alternative Investments for Form 5500?

Learn when alternative investments need updated valuation support for Form 5500 reporting, including annual reviews, event-driven triggers, ROBS stock, documentation, and practical valuation steps.

39 min read
Prudent Investigation: What the DOL Expects from Plan Fiduciaries in Business Valuations
Tax & Compliance

Prudent Investigation: What the DOL Expects from Plan Fiduciaries in Business Valuations

Learn how plan fiduciaries can document prudent investigation in private-company business valuations, including appraiser selection, DCF, EBITDA, market approach, asset approach, Form 5500, and ROBS valuation support.

40 min read
Small Plan vs. Large Plan Form 5500: Do Valuation Requirements Change?
Tax & Compliance

Small Plan vs. Large Plan Form 5500: Do Valuation Requirements Change?

** Learn how small-plan and large-plan Form 5500 filing categories affect valuation support, audit scrutiny, ROBS employer stock, and private asset reporting.

41 min read
Switching Form 5500 Valuation Providers: What You Need to Know
Tax & Compliance

Switching Form 5500 Valuation Providers: What You Need to Know

Learn how to switch Form 5500 valuation providers without losing documentation continuity. Includes ROBS valuation handoff steps, methods, pricing, and FAQ.

41 min read
Why Plan Auditors Reject DIY Valuations for Form 5500 Filings
Tax & Compliance

Why Plan Auditors Reject DIY Valuations for Form 5500 Filings

Learn why plan auditors push back on DIY valuations for Form 5500 filings, what evidence they expect, and how a defensible business appraisal supports plan asset reporting.

40 min read
Department of Labor (DOL) Red Flags on Form 5500 Valuations
Tax & Compliance

Department of Labor (DOL) Red Flags on Form 5500 Valuations

Learn practical Department of Labor red flags for Form 5500 valuations, including stale private stock values, unsupported valuation methods, ROBS stock reporting issues, fiduciary documentation gaps, and how to support a defensible business...

41 min read
ESOP Annual Valuations: A Checklist for Form 5500 Compliance
Tax & Compliance

ESOP Annual Valuations: A Checklist for Form 5500 Compliance

Practical ESOP annual valuation checklist for Form 5500 coordination, fiduciary review, independent appraiser support, valuation methods, and private company stock reporting.

39 min read
IRS Requirements for Gift and Estate Tax Business Valuations
Tax & Compliance

IRS Requirements for Gift and Estate Tax Business Valuations

Learn what the IRS expects in gift and estate tax business valuations, including fair market value, valuation dates, Form 706/709 support, discounts, methods, and appraisal documentation.

30 min read
Valuing Hard-to-Value Assets for Form 5500 Reporting
Tax & Compliance

Valuing Hard-to-Value Assets for Form 5500 Reporting

Learn how plan sponsors, ROBS business owners, TPAs, CPAs, and advisers can support hard-to-value plan asset values for Form 5500 reporting with defensible valuation methods, documentation, and adviser coordination.

41 min read
Form 5500 Schedule H: When Is an Independent Business Valuation Required?
Tax & Compliance

Form 5500 Schedule H: When Is an Independent Business Valuation Required?

Learn when Form 5500 Schedule H plan asset reporting may require or strongly support an independent business valuation for private stock, ROBS plans, and hard-to-value assets.

41 min read
Promoter vs. Independent Appraiser: Why You Should Separate Your ROBS TPA from Your Valuator
Tax & Compliance

Promoter vs. Independent Appraiser: Why You Should Separate Your ROBS TPA from Your Valuator

Learn why ROBS business owners should separate the plan promoter or TPA from the independent appraiser, how valuation methods support Form 5500-related reporting, and when Simply Business Valuation's $399 standard ROBS valuation report may ...

43 min read
2026 Estate Tax Sunset and Business Valuation Guide
Tax & Compliance

2026 Estate Tax Sunset and Business Valuation Guide

Learn how the 2026 estate tax rules affect business valuation, gifting, step-up basis, buy-sell agreements, and state death tax exposure for business owners.

30 min read
What Is a 409A Valuation and Why Is It Required?
Tax & Compliance

What Is a 409A Valuation and Why Is It Required?

Learn what a 409A valuation is, when private companies need one, how Section 409A safe harbor rules work, and why supportable common-stock FMV matters for option grants.

14 min read
Benefits of a Compliant Business Valuation for Form 5500 Filings
Tax & Compliance

Benefits of a Compliant Business Valuation for Form 5500 Filings

Form 5500 is officially known as the Annual Return/Report of Employee Benefit Plan – a form jointly developed by the U.S. Department of Labor (DOL),...

14 min read
Business Valuation in the 409A Process
Tax & Compliance

Business Valuation in the 409A Process

In the world of private companies and startups, a **409A valuation** refers to an independent appraisal of a company's fair market value (FMV) per share...

14 min read
Essential Guide to SEC 409A Valuation
Tax & Compliance

Essential Guide to SEC 409A Valuation

Learn how Section 409A valuations support private-company stock option pricing, safe harbor documentation, material event updates, and tax risk management.

16 min read
Ensure Business Valuation Meets IRS & DOL Standards for Form 5500
Tax & Compliance

Ensure Business Valuation Meets IRS & DOL Standards for Form 5500

Learn when a business valuation supports Form 5500 reporting, ROBS or employer-stock plan administration, IRS and DOL documentation, and ERISA fiduciary review.

18 min read
Estimating Business Value for Form 5500 Compliance
Tax & Compliance

Estimating Business Value for Form 5500 Compliance

For business owners and financial professionals dealing with retirement plans, the *annual Form 5500 filing* is a critical compliance requirement. At the...

16 min read
Business Valuation for 401(k) Compliance: In-Depth Exploration
Tax & Compliance

Business Valuation for 401(k) Compliance: In-Depth Exploration

Learn when business valuation matters for 401(k), ROBS, ESOP, employer stock, and Form 5500-related plan reporting, plus records, appraiser selection, and limits.

18 min read
Gift Tax Valuation: IRS Requirements for Transferring Business Shares
Tax & Compliance

Gift Tax Valuation: IRS Requirements for Transferring Business Shares

Learn how IRS gift tax valuation rules, Form 709 adequate disclosure, Revenue Ruling 59-60, qualified appraisals, and valuation discounts affect private company share transfers.

16 min read
In-Depth Guide to 401(k) Compliance Business Valuation
Tax & Compliance

In-Depth Guide to 401(k) Compliance Business Valuation

Learn when a 401(k), ROBS, or plan-owned private stock valuation may be needed, what records matter, and how to support fiduciary, tax, and plan reporting review.

18 min read
Essential Guide to Business Valuations for 401(k) Compliance
Tax & Compliance

Essential Guide to Business Valuations for 401(k) Compliance

For business owners and certified public accountants (CPAs) managing company retirement plans, having a comprehensive understanding of the intricacies and...

16 min read
Importance of Accurate Business Valuations for 401(k) Compliance
Tax & Compliance

Importance of Accurate Business Valuations for 401(k) Compliance

As stewards of enterprise value and regulatory adherence, a precise understanding of business worth enables sound strategy while satisfying compliance...

14 min read
What Is the Purpose of a Business Valuation for Tax?
Tax & Compliance

What Is the Purpose of a Business Valuation for Tax?

Business owners and financial professionals often encounter situations where determining the **fair market value (FMV)** of a business isn’t just useful –...

14 min read