4.6 • 1.9K Ratings
🗓️ 12 July 2025
⏱️ 14 minutes
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In this “Lessons” episode, Simon Squibb, serial entrepreneur and investor, challenges conventional career thinking and shows how to turn your passion into a multi-million dollar reality. He explores why many people feel trapped in unfulfilling jobs, how reconnecting with creativity is the first step toward discovering your true dream, and why imperfect action beats overthinking when it comes to building something meaningful.
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0:00.0 | HubSpot is a success story partner. Now, if you're an entrepreneur, listen up because HubSpot |
0:06.1 | makes impossible growth, impossibly easy for their customers. If you are building a business, |
0:12.1 | you need to get HubSpot. Why? Here's the perfect example. Morehouse College needed to reach |
0:17.0 | new students with fresh engaging content, a problem that every single business in the world |
0:21.6 | has. But with a 900 page website, even the tiniest update took 30 minutes to publish. Now, Breeze, |
0:30.0 | which is HubSpot's collection of AI tools, helped them write and optimize their content |
0:35.1 | in a fraction of the time. And the results, 30% more page |
0:39.1 | views and visitors now spend 27% more time on their site. If you are ready for impossible |
0:45.4 | growth like this, visit HubSpot.com. In this lessons episode, explore why so many people |
0:51.4 | feel trapped in unfulfilling careers and afraid to ask themselves what they truly want. |
0:56.0 | Learn how to break free from the fight or flight mindset that blocks creativity, |
1:00.0 | understand why following a passion leads to long-term success, |
1:03.0 | and discover how taking imperfect action can reveal the dream worth pursuing. |
1:14.2 | You know, you ask a lot of young entrepreneurs, like, what's your dream? |
1:18.4 | And I think that a lot of the people that, you know, I've watched your content, I absolutely |
1:21.9 | love it. |
1:22.3 | And some people that you interview, they have like a really good idea of what their dream |
1:25.4 | is. |
1:25.6 | But this group, this cohort of people that we're speaking about, I don't think they ask themselves that question |
1:32.0 | regularly. I think they just are, again, sort of golden handcuffs to their job, they're chained |
1:37.6 | to this life and this lifestyle that they've created. And I think that the question, what's your |
1:42.1 | dream is scary because it insinuates that there could be an alternative life that could be living that is actually fulfilling to them and that they've wasted so much time. |
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