Jonathan Aspatore Picture
Jonathan Aspatore

By Jonathan Aspatore

the Founder and CEO of SideStarter, where he builds and launches new businesses while helping experienced professionals start side ventures of their own.

M #BEAGUEST 1
the Founder and CEO of SideStarter, where he builds and launches new businesses while helping experienced professionals start side ventures of their own.

I am a serial entrepreneur and the Founder and CEO of SideStarter, a venture studio that has built and self-funded its own ventures for over 25 years while helping experienced professionals launch significant side businesses of their own. With a career defined by high-level execution, I have successfully achieved two exits to Fortune 500 companies: Aspatore Books (acquired by Thomson Reuters) and ExecSense (acquired by the Financial Times). Through SideStarter’s unique Renaissance Bottega Model, I utilize shared systems and "apprentice-style" support to help CEOs and senior leaders scale ventures with professional precision—without distracting from their primary roles or risking burnout. My framework focuses on "System Building" over simple goal setting, specifically for those with more capital and wisdom than free time. Before founding SideStarter, I was the pioneer behind AdvisoryCloud (formerly ExecRank), a first-of-its-kind platform that has connected over 50,000 professionals to board roles and was recognized multiple times on the Inc. 5000 list of fastest-growing companies. I am also the founder of WonderDads and Parentfile, ventures born from my passion for family legacy and work-life balance.

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