Sidney R. Dillard is an experienced financial services executive who provides strategic advice and capital solutions to clients and helps drive growth across a diversified financial services platform.
She is recognized for building close, trusted relationships, identifying strategic opportunities, and bringing together capabilities and relationships to create value. She is also sought after for her perspective on business inclusion opportunities.
Ms. Dillard is Partner and Executive Vice Chair of Loop Capital, a diversified financial services firm with businesses and investments spanning investment banking and capital markets, fixed income asset management, infrastructure investing, financial consulting services, wealth management, and sports and entertainment advisory. In her enterprise leadership role, Ms. Dillard works with the firm’s senior leadership to advance Loop Capital’s strategic priorities, identify and execute growth opportunities, strengthen collaboration across businesses, and bring the firm’s broad capabilities to its clients.
Prior to assuming her enterprise-wide role as Executive Vice Chair, Ms. Dillard served as Head of Corporate Investment Banking at Loop Capital Markets, where she was responsible for setting and executing the firm’s growth strategy with corporate clients across their capital raising and advisory needs. She serves on the firm’s Management Committee and Fairness & Valuation Committee.
Ms. Dillard has been instrumental in establishing Loop Capital Markets’ reputation as a highly regarded investment bank for corporations across the United States. She has spearheaded capital raising and advisory mandates valued at more than $600 billion across bond underwriting, initial public offerings, share repurchases, private institutional capital raising, and mergers and acquisitions advisory. Her transaction experience spans consumer products and retail; financials; industrials; telecommunications, media and technology; REITs; SPACs; and utilities.
Prior to Loop Capital Markets, Ms. Dillard was a Senior Vice President and Division Manager at Northern Trust Bank. She led a team focused on business development and relationship management for commercial banking, treasury management, retirement plan custody, and investment services for large corporations.
Ms. Dillard is focused on leadership, empowerment and access for women and girls and African Americans in her philanthropic engagements. She is a former board chair and board member of the Girl Scouts of Greater Chicago and Northwest Indiana, former board member of The Chicago Network and board chair of Muntu Dance Theatre of Chicago. She also serves on the boards of The Economic Club of Chicago and Window to the World Communications, Inc., the PBS affiliate WTTW and WFMT. She is a board director of Health Care Service Corporation, a Mutual Legal Reserve Company. She is a former board member of Hennessy Capital Investment Corp. VI (NASDAQ: HCVI), which de-SPAC’d in June 2025 with Namib Minerals (NASDAQ: NAMM), and has served on the Obama Foundation Inclusion Council.
Ms. Dillard is a graduate of Stanford University, where she received an AB in Economics. She holds an MBA from Northwestern University’s Kellogg School of Management, where she concentrated in Finance, Management and Marketing. She holds Series 7, 24, 63 and 79 FINRA securities licenses.