Ep.39 "The Aim Is Not To Have Fun, The Aim Is To Be Rich" The Reality Of Serial Entrepreneurship With Debbie Wosskow
Working Hard with Grace Beverley
sophie@grace-beverley.com
4.2 • 901 Ratings
🗓️ 2 May 2023
⏱️ 67 minutes
🧾️ Download transcript
Summary
Debbie Wosskow is recognised as one of the most prominent serial entrepreneurs in the UK. She is the founder and former CEO of Love Home Swap, the world’s largest online home exchange platform which is where she made her name in the industry. Her current venture, AllBright, is Britain’s first-ever member’s club for women, and a place for women to connect, upskill and network both in person and online.
As an angel investor, Debbie has an investment portfolio of several female-founded businesses (including TALA) and is outspoken about the gender imbalances in entrepreneurship. She has become a trailblazer for female empowerment and digital disruption, and in today’s episode, Debbie shares her insights on how she set up and scaled several successful startups, drawing on how brands can incorporate digital technologies into their running. We also talk about how companies can meaningfully enact feminism within their brand, bringing to light the power of community and female inclusion in the male-dominated tech industry.
- introduction into Debbie’s background
- normalising talking about money
- how to talk to your children about money
- Debbie’s early career
- investment banking or management consultancy?
- how Debbie started her first business
- dealing with the fear of failure
- you’ve sold a business, now what?
- dealing with a divorce, being a young Mum and running a business
- how Love Home Swap began
- the biggest learnings from business
- when to let go
- the aim in selling Debbie’s business
- the emotional side to selling your business
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Transcript
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| 0:00.0 | It's the first customer of the day. |
| 0:02.0 | The unexpected 20% tip and the 100% boost to your confidence. |
| 0:07.0 | Business is a numbers game and sum up has the tools you need to stay ahead. |
| 0:12.0 | With tap to pay, you can accept contactless payments using just your smartphone. |
| 0:17.0 | And with our free business account, you can manage all things money with zero hassle all in one place. |
| 0:24.4 | Make it count with SumUp. Download the app or find out more at sumup.com.uk. |
| 0:32.3 | Women need to get rich. Get rich and invest their money and backing other women. What is failure anyway? |
| 0:38.1 | You know, I think we kind of need to redefine what that means. Love Home Swap him five years |
| 0:42.3 | later I sold it for X. And then there's what actually happened. Did you set up Love Home |
| 0:47.3 | Swap knowing you were going to sell us? I've only ever done things knowing I'm going to sell them. |
| 0:50.6 | Entrepreneurship can be the most amazing path to upside and getting rich. Let's |
| 0:58.3 | not forget to talk about that. Things I never seem to learn is that you sell the dream and say |
| 1:04.8 | you hire in a hurry. At every stage and it's what I'm going through now, have an existential crisis. |
| 1:10.1 | Yes. For me at that time, I'd just given away half my money. |
| 1:13.9 | I can't want it back. |
| 1:25.7 | Hey guys. Welcome back to Working Hardly Working Podcast. This episode's really good. It's just a big old chat and Debbie is so open and honest about her entire journey. But not just her entire journey as a founder and serial entrepreneur. I mean, she's done incredible ventures. She's had multiple exits. She's done really, really, really, really well |
| 1:45.2 | and is incredibly inspirational. But also on top of that, she's just so boldly honest and open about |
| 1:50.2 | things like women talking about money, about motivations behind things, all of these different |
| 1:54.2 | things, which I feel like, especially in the podcasting world. I think because of the storytelling |
| 1:58.3 | of podcasts, it's often easy to say things in a way that appeal to everyone. And I think because of the storytelling of podcasts, it's often easy to say things in a way |
| 2:02.9 | that appeal to everyone. And I think that one thing Debbie does really well is she unashamedly |
| 2:07.8 | talks about things like money and things like, you know, wanting to set up businesses and exit |
... |
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