Joseph Steigman

Joe Steigman is the Founder of Legacy Entrepreneurs, a boutique business brokerage and exit advisory firm focused on helping business owners maximize value and transition their companies with confidence. With a background that combines operational leadership, corporate consulting, finance, and entrepreneurship, Joe brings a practical, owner-focused perspective to business sales and acquisitions. Joe is a Certified Business Intermediary (CBI), a designation awarded by the International Business Brokers Association (IBBA) to professionals who demonstrate advanced expertise in business brokerage, valuation, and transaction management. He is also a member of the IBBA and holds the Financial Modeling & Valuation Analyst (FMVA) certification from the Corporate Finance Institute (CFI), reflecting his strong analytical and financial modeling capabilities. Prior to founding Legacy Entrepreneurs, Joe served as a logistics officer in the U.S. Army and later worked in consulting roles supporting Fortune 100 organizations. He also owned and operated a delivery business, giving him firsthand experience with the challenges and opportunities business owners face every day. Joe earned his MBA from the UNC Kenan-Flagler Business School and holds a bachelor’s degree from The George Washington University. Through Legacy Entrepreneurs, Joe works closely with founders and privately held businesses on valuations, exit planning, acquisitions, and successful ownership transitions, with a focus on preserving legacy while maximizing enterprise value.

If You Had to Sell Your Business in 8 Weeks, Here’s What I’d Do

2 min read

If You Had to Sell Your Business in 8 Weeks, Here’s What I’d Do

Selling a Business Fast Isn’t Ideal. But Sometimes, It’s Necessary. Let me be clear up front: Truly preparing a business for sale takes time.

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How to Hire a General Manager (and Get Your Life Back)

2 min read

How to Hire a General Manager (and Get Your Life Back)

Running a small business can feel like running on a treadmill—every fire, every decision, every shift depends on you. The solution? Hiring a general...

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Why Exit Planning for Business Owners Prevents Regret and Builds Legacy

3 min read

Why Exit Planning for Business Owners Prevents Regret and Builds Legacy

Why Business Owners Regret Selling — And How Exit Planning Prevents It Exit planning for business owners is one of the most important – and most...

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Understanding SBA SOP 2005: Key Updates for Small Business Buyers and Sellers

1 min read

Understanding SBA SOP 2005: Key Updates for Small Business Buyers and Sellers

What SBA SOP 5010-8 Means for Your Business Sale or Acquisition If you’re buying or selling a small business in 2025, the latest SBA policy...

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How to Hire a General Manager: Step-by-Step Guide for Small Business Owners

2 min read

How to Hire a General Manager: Step-by-Step Guide for Small Business Owners

Hiring a General Manager: Everything You Need to Know to Exit Daily Ops. In this webinar, Joe Steigman from Legacy Entrepreneurs walks through a...

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Why a Strong Confidential Information Memorandum is Key to a Successful Business Sale

1 min read

Why a Strong Confidential Information Memorandum is Key to a Successful Business Sale

Thinking about selling your business? Here’s what a high-quality CIM (Confidential Information Memorandum) looks like. A strong CIM = better buyers,...

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How to Sell Your Small Business: Free Webinar & Step-by-Step Guide

1 min read

How to Sell Your Small Business: Free Webinar & Step-by-Step Guide

In this webinar, I break down each phase of how to sell your business and provide insights along the way. Whether you’re planning to sell in three...

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Bad Bookkeeping Kills Deals — Focus on These 4 Fixes

1 min read

Bad Bookkeeping Kills Deals — Focus on These 4 Fixes

If your financials aren’t clear, buyers walk. And too often, it’s not fraud or mismanagement—it’s just bad bookkeeping. Here are the four most...

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How the 2025 SBA Rule Changes Could Impact Your Business Sale — and What to Do Now

2 min read

How the 2025 SBA Rule Changes Could Impact Your Business Sale — and What to Do Now

If you’re a small business owner thinking about selling in the next 1–3 years, new SBA rules could affect your exit—especially if your buyer is using...

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