Corey Kossack of Aspireship on VC being a Bull$hit Industry and The Up-skilling/Re-skilling Market

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by David Paul

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Corey Kossack of Aspireship on VC being a Bull$hit Industry and The Up-skilling/Re-skilling Market

This week I am speaking to Corey Kossack Founder/CEO of Aspireship. We talk in great detail about the fundamental flaws in the venture capital model along with the big opportunities in “The Great Reshuffling.” You can watch listen to the podcast on YouTube, Apple, or Spotify.

Why do you care about the big valuation? Are you taking millions that you don’t necessarily need to generate returns? You can generate better returns and fund better companies without needing large capital raises at every stage.

In this episode of The Capital Stack, we have Corey Kossack, the Founder & CEO of Aspireship, an online platform that trains you for sales careers in the SaaS industry, then helps you show off your skills to fast-growth tech companies.

Listen in to learn how to be an outstanding, fearless investor who sees and invests in opportunities rather than numbers. You will also learn how Aspireship trains people to gain skills in different industries and helps companies reduce high staff turnover.

What You Will Discover:

·[00:00] Intro

·[02:18] Corey’s belief that we can generate better returns and fund better companies without large capital raises.

·[08:40] Why the fund structure design needs to change, not to prioritize big valuation.

·[13:41] He explains what Aspireship does, how they help employers, and its growth strategy.

·[17:51] The companies Aspireship works with, plus how they train people to gain skills in different industries.

·[22:42] He explains his focus on business growth with efficiency as he continues to learn.

·[27:00] How to be an outstanding investor investing in opportunities rather than numbers.

·[32:56] Corey on his angel investing ventures and how that’s working out for him.

·[35:25] The impact of AI on business and why Corey worries about its impact on the workforce.

·[36:50] How Aspireship is building a trusted and powerful brand that will expand exponentially.

Memorable Quote:

·       “The rules for investing are so prescriptive everyone’s following the same playbook.”– Cory [30:48]

Connect with Corey:

·       LinkedIn: https://www.linkedin.com/in/coreykossack/

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I get up early, like really early—truly, at an unfathomable hour. As part of my morning ritual, I engage in expressive writing to bring clarity to the labyrinth of my thoughts. Delving into topics encompassing startups, investing, and personal growth. People seem to like it.