The Sure Shot Entrepreneur

What’s Your North Star?


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Gale Wilkinson, founder and managing partner at Vitalize Venture Capital, shares her wisdom on building startups with entrepreneurs. Gale talks about investing in the future of work and future of learning technologies, and highlights the questions she asks founders to understand their north star.

In this episode, you’ll learn:

4:44 What investors are looking for when they ask “Why did you pick this business?” 

6:08 How the virtual experience trend is driving innovation

11:37 Themes that influence how we think about the future of work

16:39 Benefits of angel networks to investors and founders

The non-profit organization that Gale is passionate about: Chicago Blend

About Guest Speaker

Gale Wilkinson is an angel investor and the Founder and Managing Partner at Vitalize, a seed fund and angel community investing in future of work + learning software. Gale is also a startup advisor and is currently a founding Board member of Chicago Blend, an organization focused on increasing diversity in VC and startups. Previously, Gale founded IrishAngels, one of the largest angel groups in the world. She also founded two failed startups, consulted for new product launches with Nielsen, and was part of the strategy team at Orbitz.

About Vitalize Venture Capital

Vitalize Venture Capital is a Chicago-based early-stage B2B software fund and 300+ member angel community investing in the high-potential future of work and future of learning technologies. Vitalize has offices in Chicago, San Francisco, and Los Angeles. Portfolio companies include: CloudEagle, NOWHERE, The Mom Project, Toucan, Zingtree, Abstract, Enklu among others.

Learn more about Vitalize Venture Capital on Vitalize’s YouTube channel and The VITALIZE Podcast.

Subscribe to our podcast and stay tuned for our next episode that will drop next Tuesday. 

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The Sure Shot EntrepreneurBy Gopi Rangan

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