
Bill D'Alessandro
One of the hosts of Acquisitions Anonymous. He shares his expertise in buying, selling, and operating small businesses.
Top 3 podcasts with Bill D'Alessandro
Ranked by the Snipd community

Jul 25, 2025 • 32min
Social Fallout From Success, Embracing AI Avatars (Or Not) and What’s Behind a Booming S&P
Bill D’Alessandro, co-host of Acquisitions Anonymous and former CEO of Natural Dog Company, shares his journey post-business exit. He dives into the social fallout of sudden wealth, discussing how relationships shift with financial success. The conversation touches on the ethical dilemmas surrounding AI avatars and their impact on identity. Bill reflects on navigating a volatile investment landscape, emphasizing the value of genuine connections over AI-mediated ones. Expect insights on the balance between technology and human interaction in today’s fast-paced market.

May 23, 2025 • 51min
Bill Sells His Company and Interesting Places to Invest Money
Bill D’Alessandro, co-host of Acquisitions Anonymous and former owner of Natural Dog Company, shares insights after selling his company. He discusses the emotional journey of exiting a business built over 12 years and his new role in corporate development for Food Science. Bill navigates the complexities of investing his earnings, from choosing strategic options in the pet industry to tackling both emotional hurdles and market uncertainties post-sale. He also explores non-traditional investments, including real estate and BDCs, while highlighting the importance of careful planning.

Feb 7, 2025 • 45min
February State of Play
In this engaging discussion, Bill D'Alessandro, CEO of Natural Dog Company and co-host of Acquisitions Anonymous, shares insights on eCommerce trends heading into 2025. He recounts humorous skiing adventures while discussing the benefits of outsourcing teams to Latin America. The conversation also explores evolving consumer habits, the future of international hiring, and personal anecdotes that inspire business strategies. Plus, Bill reveals his thoughts on navigating financial strategies and the intriguing world of non-alcoholic beverages.