Todd Kaplan

About Todd Kaplan

I have a zero bullshit approach to building healthcare businesses and I’ve had some great wins because of it.I built 6 multistate healthcare companies from the ground up. Some generated $400M+ in revenue, some employed more than 600 employees, some were sold (one sold twice).A plastic surgeon told me, “You’ve run more businesses than the average McKinsey consultant has met with,” and while that might be true, the most valuable part of my experience is they haven’t all ended with a big payout. My first medical company grew to 70 locations and $190M in annual revenue. Then it crumbled after 48 FBI and IRS agents stormed our California headquarters in ‘02.I was charged with 136 healthcare-related counts and dragged into court repeatedly. We prevailed every time we appeared before a judge, but the cost of defense and damage the investigation caused the company\'s reputation were more than the business could survive.It ended 8 years later.Prosecutors offered to drop 136 healthcare charges for a guilty plea to 1 count of tax evasion (equivalent to underpaying my taxes by ~2%). Fighting cost me $8.5M in legal fees. The judge made me pay $100.Facing the possibility of jail time and watching my business be dismantled without being able to stop it meant watching some of my greatest fears come true. It changed me. After that experience, dealing with difficult partners, negotiating with hostile vendors, or breaking bad news to the board didn\'t feel scary anymore. When I shared this story with the world\'s most powerful business leaders at a YPO event, it changed my career.Other business leaders began asking for help navigating their own challenges. I\'ve now worked with clients across a range of industries- Scaling a wealth management firm from $800M to $3B in assets- Negotiating international expansion deals with foreign governments- Securing multi-year tax exemptions and training allowances- Restructuring operations for manufacturing companies- Consulting for organizations like American Express and IBMOver my career, I\'ve negotiated over $500M in debt reductions, helped business owners navigate family succession issues that could have cost them millions, and sat across the table from vendors, boards, and partners in some of the most difficult conversations imaginable.Today, I work primarily with physicians, ambulatory surgical centers, and healthcare companies.I also convene peer forums for specialty practice owners, modeled after YPO, where experienced operators share what\'s actually working without vendors or sales pitches.

Experience

1. Chief Advisor

   The Grossman Burn Center

   Mar 2025 — Present