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Blackland Advisors Blog Posts

Stock vs Asset Sale Tax Impacts for $10M+ Transactions

by: Chapman SymePublished on: 05/20/2026

Asset sales and stock sales produce very different tax outcomes for sellers. Learn how each structure is taxed, why buyers and sellers typically prefer opposite approaches, and how to negotiate the gap. Chapman Syme from Blackland Advisors.

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Calculating Adjusted EBITDA for Middle Market Exits

by: Chapman SymePublished on: 03/30/2026

EBITDA is the metric every serious buyer uses to value your business — but most sellers don't know how it's calculated. This guide covers add-backs, owner compensation, depreciation, and what buyers actually see. Chapman Syme from Blackland Advisors.

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M&A Quality of Earnings: Acceptable EBITDA Add-Backs

by: Chapman SymePublished on: 02/20/2026

Not all EBITDA add-backs survive buyer scrutiny. This guide covers every legitimate add-back category — owner comp, one-time costs, personal expenses — with the documentation standard required for each. Chapman Syme from Blackland Advisors.

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5 Middle Market Deal Killers (And How to Avoid Them)

by: Chapman SymePublished on: 09/19/2025

Most deals that collapse after LOI were preventable. Learn the five most common deal-killers in lower middle market M&A — financial gaps, owner dependence, hidden liabilities, and more — and how to stop them before they start. Chapman Syme from Black

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Headquartered in Atlanta, Georgia, Blackland Advisors provides M&A and succession planning services to business owners across the Southeast.

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