As of February 2021, Rapp became the CEO of Healthwell Acquisition Corp. I, her first special purpose acquisition corporation (“SPAC”) targeting the healthcare technology sector (NASDAQ: HWELU). From 2018-2021, Rapp served as the CEO of Surgical Solutions, first for private equity firm Sterling Partners, later, upon the company’s successful sale to a private-equity backed, global strategic player in the healthcare services space,as CEO of the U.S. Within six months of her tenure at Surgical, Alyssa was named one of Crain’s Chicago’s “Notable Women in Health Care” (June 2018), and made the list for a second year in a row in 2019. She was also named one of the Top 100 Healthcare Leaders by the International Forum on Advancements in Healthcare in 2019.

Starting in 2014, Rapp joined the ranks as a lecturer in management at Stanford Graduate School of Business teaching a sold-out class annually on the Dynamics of the Global Wine Industry. As of 2020, Rapp shifted her teaching duties at Stanford GSB to the core curriculum, teaching Managerial Skills. Rapp was also named an adjunct professor of entrepreneurship at the University of Chicago’s Booth Business School, commencing April 2020, to teach a course on Women as CEOs, Investors, Directors, and Executives.

From 2005–2015, Rapp served as the founder and CEO of Bottlenotes, Inc., the leading interactive media company in the U.S. wine, craft beer, and artisanal spirit industries. During the Bottlenotes years, she was named one of Inc. Magazine’s “30 Under 30” coolest entrepreneurs in America (September 2008) and routinely one of the wine industry’s top 25 of 100 most influential people by Intowine.com (2012 onward). Bottlenotes also received the “Best Advertising and Marketing Company” and the “People’s Choice Award” at the Empact 100 in September 2013 at the United Nations, honoring the top 100 companies with founders under 35.

From 2015-2018, Rapp also served as the managing partner at AJR Ventures, a strategic advisory firm for $100MM+ privately-held companies on their new business unit/new market development, digital, and e-commerce strategies. As of 2018, her activities via AJR Ventures are primarily angel investing/seed stage investing in nature.

Rapp earned a BA in political science and the history of art from Yale University in 2000 and an MBA from Stanford Graduate School of Business in 2005. At Yale, she earned the Frank M. Patterson prize for the best essay on the American political system for her senior thesis on public housing reform in Chicago.

Rapp was honored to have been appointed by Illinois Governor Bruce Rauner in 2015 to serve a four-year term on the board of directors of the Illinois Housing Development Authority. She served on the organization’s audit committee during her tenure, auditing $1B of assets and $100MM operating expenses in partnership with KPMG. She is also honored to currently serve as an elected member of the District 36 School Board in Winnetka, Illinois, as of April 2021.

In November 2019, ForbesBooks released Rapp’s second book entitled Leadership and Life Hacks: Insights from a Mom, Wife, Entrepreneur, and Executive. It hit the Amazon bestseller list in business management in January 2020. She also published Hacks for the New World: How to Live and Work in the Age of Sheltering at Home — and Beyond (Redwood Publishing, April 2020) in response to the COVID-19 crisis.

When not immersed in business and civic life, Rapp loves to Peloton, do yoga, ski fast, and try as hard as possible to decipher a slider from a curve ball from her husband, 1990 MLB World Series champion and current partner at X10 Capital, Hal Morris. She and Hal are the proud parents of Audrey Margaret Morris and Henriette Daniella Morris.