10 Charles Schwab legal leaders
Managing director and deputy chief counsel, managing director and associate general counsel, and chief counsel are among the roles held by these ten Charles Schwab legal leaders. A reader can learn how legal leaders work at Charles Schwab from people who have held the role.
Professionals to explore
Andrea O'Toole
LinkedInExperience: Managing Director & Deputy Chief Counsel · Charles Schwab
Andrea O'Toole has been Managing Director & Deputy Chief Counsel at Charles Schwab since June 2024, based in New York City. Andrea O'Toole was Managing Counsel & Head of Equities Legal (2017–2024) and Senior Counsel (2014–2017) at Wells Fargo, Assistant General Counsel at Cantor Fitzgerald (2012–2014) and Executive Director at Nomura (2009–2012).
Catherine MacGregor
LinkedInExperience: Managing Director & Associate General Counsel · Charles Schwab
Catherine MacGregor has been Managing Director & Associate General Counsel at Charles Schwab since August 2006, based in San Francisco and listed in the legal department at vice president level. Catherine MacGregor was Vice President Compliance at Charles Schwab (2005–2006) and an Associate at Paul Hastings (1999–2005).
Christopher Hoffman
LinkedInExperience: Managing Director & Deputy Chief Counsel - Commercial Transactions · Charles Schwab
Christopher Hoffman has been Managing Director & Deputy Chief Counsel - Commercial Transactions at Charles Schwab since February 2026, tagged at director level in legal. Christopher Hoffman held Director - Legal Counsel / Commercial Transactions & Contract Optimization at Charles Schwab (2024–2026), and was Manager - Corporate Counsel at Michaels Stores (2023–2024) and Managing Counsel at Toyota North America (2016–2023).
Gary Goldsholle
LinkedInExperience: Managing Director, Legal - Trading, Markets, and Operations · Charles Schwab
Gary Goldsholle has been Managing Director, Legal - Trading, Markets, and Operations at Charles Schwab since March 2023, based in Washington, DC. Gary Goldsholle was General Counsel (2021–2023) and Executive Vice President and Chief Regulatory Officer (2019–2023) at Long-Term Stock Exchange, and Vice President and Associate General Counsel at FINRA (1997–2012).
Jay Johnson
LinkedInExperience: Managing Director, Deputy Chief Counsel · Charles Schwab
Jay Johnson has been Managing Director, Deputy Chief Counsel at Charles Schwab since September 2021, where the profile says Jay Johnson leads the legal team handling data privacy and cybersecurity, and intellectual property and brand protection. Jay Johnson was a Partner at Jones Day (2013–2021) and an Assistant United States Attorney (2009–2013).
Kristopher Tate
LinkedInExperience: Managing Director Deputy Chief Counsel · Charles Schwab
Kristopher Tate has been Managing Director Deputy Chief Counsel at Charles Schwab since December 2021; the profile headline names the role as Managing Director, Deputy Chief Counsel - Corporate Governance. Kristopher Tate was Senior Vice President and Deputy General Counsel (Santander Consumer) at Santander US (2014–2021) and General Counsel at Santa Fe Auto Insurance Company (2009–2012).
Leigh (Bothe) Shea
LinkedInExperience: Deputy Chief Counsel, Managing Director, Legal Risk & Regulatory · Charles Schwab
Leigh (Bothe) Shea has been Deputy Chief Counsel, Managing Director, Legal Risk & Regulatory at Charles Schwab since October 2021, based in Omaha and tagged at director level in legal. Leigh (Bothe) Shea was Associate General Counsel - Operations (2020–2021), Senior Counsel - Financial and Clearing Operations (2019–2020) and Counsel - Financial and Clearing Operations (2016–2019) at TD Ameritrade.
Michael Sears
LinkedInExperience: Managing Director, Associate General Counsel · Charles Schwab & Co., Inc.
Michael Sears has been Managing Director, Associate General Counsel at Charles Schwab & Co., Inc. since April 2016, based in Oakland, California. Michael Sears was Vice President, Senior Counsel at Bank of the West (2009–2016), Vice President, Associate General Counsel at Charles Schwab (2004–2009) and a Partner at Seyfarth Shaw LLP (2000–2004).
Shamoil Shipchandler
LinkedInExperience: Chief Counsel, Risk and Regulatory Legal Group, Charles Schwab Corporation · Charles Schwab
Shamoil Shipchandler has been Chief Counsel, Risk and Regulatory Legal Group at Charles Schwab since January 2021; the profile says Shamoil Shipchandler oversees litigation and arbitration, enforcement and regulatory proceedings, internal investigations, employment law and risk governance. Shamoil Shipchandler was a Partner at Jones Day (2019–2021) and Director, Fort Worth Regional Office at the U.S. Securities and Exchange Commission (2015–2019).
Terrance Henderson
LinkedInExperience: Managing Director and Chief Counsel, Consumer and Business Finance · Charles Schwab
Terrance Henderson has been Managing Director and Chief Counsel, Consumer and Business Finance at Charles Schwab since December 2021; the profile headline says Terrance Henderson leads legal support for lending solutions. Terrance Henderson was Senior Vice President and Deputy General Counsel (2018–2021) and Senior Vice President and Divisional General Counsel (2006–2018) at Comerica Bank.
Choose the right perspective
Pick the person whose own title and practice area are closest to your question, and check the dates on each role. Match scope as well, since a lawyer supporting one business line and one leading a legal group across the firm will answer from different vantage points.
Questions to take into the conversation
- 01What took most of your time in your current legal role, and how did you decide what to handle yourself and what to delegate?
- 02How did you work with business and compliance partners when legal risk and commercial goals pulled in different directions?
- 03What did you carry over from earlier roles in private practice, government or other firms that changed how you approach in-house legal work?
Reaching Charles Schwab legal leaders
How can I contact one of these Charles Schwab legal leaders?
Pick one of the 10 people on this page and choose "Book a paid call", or describe your project to find others. You offer a fee for a 15-minute call or a written answer, Instant Expert finds the person's work email and sends the invitation, and they decide whether to accept. The list covers 2 companies: Charles Schwab and Charles Schwab & Co., Inc., based on profile data retrieved on October 17, 2026. Being listed here doesn't mean someone has agreed to take calls.
How much does it cost to reach Charles Schwab legal leaders?
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Can an AI agent ask one of these Charles Schwab legal leaders a question?
Yes. An agent with a USDC wallet on Base can ask one question without an Instant Expert account. It names the person, for example by the LinkedIn URL on this page, and pays per ask over x402 (HTTP 402). The person answers in writing or by voice note, and if nobody answers within 7 days, the payment goes back to the wallet automatically. Claude and ChatGPT can do the same through the Instant Expert connector: setup is at /docs/mcp for Claude and /docs/chatgpt for ChatGPT. x402 docs
About this directory
This is a professional research starting point based on business profile data retrieved on . Titles and companies reflect that source snapshot; roles marked former had ended by then. Check the linked profiles for current details. Inclusion does not imply Instant Expert membership or availability.
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