Streamline Your Sale to Stop Your Deal from Collapsing

About the Episode

Discover why managing human dynamics and transaction timelines is just as critical as the legal paperwork when you sell your company. Learn how an experienced lead advisor protects your purchase price from collapsing when technical gridlocks, net working capital adjustments, or due diligence delays threaten your exit. This episode delivers the actionable strategies you need to keep your advisory team aligned and secure the maximum value for your business.

At the end of the day, there’s no deal if the people are not in agreement about there being a deal. That sounds very simple, but it actually can be very complicated as the deal moves on and different issues start popping up.

Alfonso Vilaboa

What You’ll Learn

  • The Power of a Lead Advisor: Hiring an experienced professional to coordinate your legal, financial, and tax teams prevents costly miscommunications. This central coordinator keeps your transaction on schedule and stops technical experts from stalling your exit over minor details. 
  • How to Protect Your Purchase Price from Dropping: Lengthy due diligence timelines can distract you from daily operations and cause your financial performance to slide. Keeping the process moving efficiently ensures your valuation doesn’t crater right before you cross the finish line.
  • Navigating Net Working Capital Adjustments: Complex definitions of working capital and tax strategies can drastically shift your final payout. Learning to normalize these numbers early protects you from giving away millions of dollars at the closing table.
  • Managing Human Dynamics and Transaction Friction: Master the art of separating real structural risks from emotional posturing by the buyer’s team. This mindset keeps you level-headed when handling minor compliance hurdles, such as administrative paperwork or late-stage contract edits.

Topics Covered 

Why Every Multi-Million Dollar Business Sale Needs a Central Coordinator [3:32] 
The Pitfalls of Consolidated Tax Returns and Financial Statements [7:21]
Logistically and Emotionally Managing Buyer Friction in Private Equity Deals [11:44]
Building Advisor Trust and Managing Expectations Before the Letter of Intent [16:32]
The Lost Opportunity Cost of Due Diligence on Your Company’s EBITDA [26:53]
How Artificial Intelligence Streams Venture Capital and M&A Document Reviews [32:47]

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Meet Our Guest

 Alfonso Vilaboa

Alfonso Vilaboa Share on Linkedin

Partner at Miller Shah LLP | New York

Alfonso is an international business lawyer with experience in corporate law, mergers and acquisitions, and private equity. He has advised a wide range of public and private companies, both in the United States and abroad. His experience includes representing companies in strategic sell-side mergers and acquisitions, as well as private equity funds in their leveraged buyout acquisitions of portfolio companies, and senior and mezzanine debt transactions in a variety of different industries. Private equity clients appreciate Alfonso’s strong knowledge of financial modeling and unique strength in financial statement reviewing, which allows him to understand deals from a business and financial perspective and to facilitate coordination and synergies with the legal review.

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