Chapman Syme

Managing Director, Founder of Blackland Advisors

Chapman Syme is the Managing Director and Founder of Blackland Advisors, a boutique advisory firm specializing in mergers and acquisitions, capital raising, and strategic financial consulting. With over 26 years of experience spanning investment banking, alternative investments, and entrepreneurship, Mr. Syme brings a rare combination of institutional expertise and hands-on operating experience to his clients.

Prior to founding Blackland Advisors, Mr. Syme served as a Vice President at Greenhill & Co., a global investment bank focused on M&A advisory, restructuring, and capital solutions for financial sponsors. Before Greenhill, he was a Research Analyst at Marblegate Asset Management, a leading alternative investment firm specializing in credit opportunities and special situations. Prior to Marblegate, he served as a Research Analyst at Durham Asset Management, a distressed debt and event-driven global alternative investment platform. Mr. Syme also held investment banking roles at Credit Suisse and Donaldson, Lufkin & Jenrette (DLJ), and began his financial career at Bank of America.

Beyond his advisory work, Mr. Syme has extensive direct experience sourcing, negotiating, closing, and operating businesses across multiple sectors, including final-mile and over-the-road transportation, warehousing, foodservice distribution, and specialty retail. He has also demonstrated expertise in the acquisition and asset management of multifamily and industrial real estate.

Mr. Syme holds an MBA from Columbia Business School and a BA from the University of Virginia. He is based in Atlanta, Georgia, where he resides with his wife and two children.

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Recent Articles by Chapman Syme

The 12-Month Pre-Exit Checklist for Business Founders | Blackland Advisors

The best exits are built long before the first buyer call. This quarter-by-quarter checklist covers exactly what founders need to do in the 12 months before engaging an M&A advisor — and why each step... ...more

Process

May 21, 202615 min read

Asset Sale vs. Stock Sale: Tax Implications for Small Business Owners | Blackland Advisors

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 ga... ...more

Process ,Valuation &Underwriting

May 20, 202622 min read

What Is an Earnout in a Business Sale? | Blackland Advisors

An earnout makes part of your sale price contingent on future results. Learn how earnouts are structured, when they make sense, and the protections every seller should demand before signing. Chapman S... ...more

Process ,Valuation

May 14, 202621 min read

How to Handle an Unsolicited Offer to Buy Your Business: A Complete Guide for Sellers | Blackland Advisors

An unsolicited offer means a motivated buyer — but no competition and no market signal on price. Learn how to respond, protect your leverage, and decide whether to sell or run a broader process. Chapm... ...more

Process

April 27, 202621 min read

5 LOI ‘Gotcha’ Clauses That Can Hurt Sellers During Exclusivity | Blackland Advisors

The LOI is non-binding on price but binding where it matters. Learn five gotcha clauses that cost sellers millions after they’ve granted exclusivity. Chapman Syme from Blackland Advisors. ...more

Process

March 31, 202617 min read

Eleven Tax Breaks Small Business Owners Miss | Blackland Advisors

From home office to obsolete inventory, discover eleven tax breaks that regularly go unclaimed in small businesses—and why the right ones also improve your valuation before a sale. Chapman Syme from B... ...more

Process

March 20, 202624 min read

How to Find the Right Buyer for Your Business | Blackland Advisors

Finding a buyer is easy. Finding the right one takes strategy. Learn how to identify, attract, and evaluate buyers who align with your goals—and what makes the difference between a good offer and the ... ...more

Process

March 09, 202623 min read

Private Equity for Business Owners: What You Need to Know | Blackland Advisors

Private equity isn’t just for large companies. Learn how PE works in the lower middle market, what transaction structures are available, and how to evaluate whether a PE buyer is right for your exit. ... ...more

Process

October 22, 202521 min read

How to Prepare Your Financials for a Business Sale | Blackland Advisors

Sloppy books cost sellers millions. Learn the five financial preparation steps that build buyer trust, support your valuation, and protect deal momentum from first look to close. Chapman Syme from Bla... ...more

Process

August 15, 202524 min read

The Seven Phases of a Successful Business Sale: What to Expect at Every Step | Blackland Advisors

Selling a business takes seven distinct phases — from setting goals and preparing financials to managing due diligence and closing. Here's what to expect at every step and how to protect your outcome.... ...more

Process

March 14, 202520 min read

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