DiscoverThe Self Unemployed PodcastDamien Cheeseman: Ditch the Degree, Build the Empire: The Truth About Wealth
Damien Cheeseman: Ditch the Degree, Build the Empire: The Truth About Wealth

Damien Cheeseman: Ditch the Degree, Build the Empire: The Truth About Wealth

Update: 2025-05-22
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๐Ÿ”ด ๐‰๐จ๐ข๐ง ๐”๐ฌ ๐‹๐ข๐ฏ๐ž https://selfunemployed.co.uk/


๐Ÿ“ˆ ๐‹๐ž๐š๐ซ๐ง ๐ญ๐จ ๐ข๐ง๐ฏ๐ž๐ฌ๐ญ ๐ข๐ง ๐ฉ๐ซ๐จ๐ฉ๐ž๐ซ๐ญ๐ฒ: https://www.samuelleeds.com/ref/319/


๐ŸŽ™๏ธ Welcome to an inspiring episode of the Self Unemployed Podcast, hosted by Colin Munro, where the focus is on achieving financial freedom ๐Ÿ’ธ and breaking free from the traditional 9-to-5 grind ๐Ÿ•˜. In this episode, recorded at the picturesque Beaver Estate ๐ŸŒณ๐Ÿฐ, Colin sits down with Damien Cheesman, a dynamic entrepreneur who has transformed his career from door-to-door sales ๐Ÿšชโžก๏ธ๐Ÿ“ˆ to managing a vast portfolio of holiday lets and boutique hotels ๐Ÿจ.


Damienโ€™s journey is a testament to the power of self-education ๐Ÿ“š, strategic investing ๐Ÿ“Š, and bold decision-making ๐Ÿง ๐Ÿ’ฅ. Get ready for a deep dive into property investment, financial literacy, and the mindset needed to become self-unemployed! ๐Ÿš€


๐Ÿ” Summary


Damien Cheesman shares his remarkable story, starting as a double-glazing salesman to fund university, only to ditch academia ๐ŸŽ“๐Ÿšซ after realizing he could earn more without a degree. He built a successful construction company ๐Ÿšง with a turnover of ยฃ4โ€“6 million ๐Ÿ’ท, which he systemized to run independently ๐Ÿ› ๏ธ๐Ÿ”„, freeing him to pursue property investment ๐Ÿก.


Inspired by Samuel Leedsโ€™ ยฃ1 crash course ๐Ÿ’ท๐Ÿ“˜, Damien joined the Samuel Leeds Academy and learned creative property strategies ๐Ÿงฉ that prioritize cash flow ๐Ÿ’ต and asset-building over traditional buy-and-flip models ๐Ÿ”.


His bold pitch to manage a single property on the Beaver Estate led to a game-changing deal ๐Ÿ† to oversee the entire estateโ€™s holiday lets, doubling turnover ๐Ÿ“ˆ in just seven months. Alongside this, Damien manages a diverse portfolio of rent-to-rent properties and joint ventures ๐Ÿ˜๏ธ๐Ÿค, working with 40 investors and a small team to scale his empire ๐Ÿ—๏ธ๐Ÿ‘‘.


The conversation explores themes from Rich Dad Poor Dadโ€™s Cashflow Quadrant ๐Ÿ“–๐Ÿ’ก, the pitfalls of societal conditioning ๐Ÿง ๐Ÿงฑ, and the importance of good debt vs. bad debt ๐Ÿ’ณโš–๏ธ, offering actionable insights for aspiring entrepreneurs ๐Ÿ’ผโœจ.


๐Ÿง  Main Takeaways



  • โœ… Self-Education is Key: Learn financial literacy and property strategies. Resources like Samuel Leedsโ€™ ยฃ1 crash course can break the chains of traditional education ๐Ÿ“˜๐Ÿ”“.

  • โœ… Good Debt vs. Bad Debt: Good debt (e.g., mortgage generating income ๐Ÿก๐Ÿ’ฐ) builds wealth; bad debt (e.g., holiday loans ๐Ÿ–๏ธ๐Ÿ“‰) drains it.

  • โœ… Systemize to Scale: Turn self-employment into a scalable business model โš™๏ธ๐Ÿ“ˆ.

  • โœ… Bold Moves Pay Off: Confidence and vision can turn a "cheeky ask" into a life-changing opportunity ๐Ÿ’ผ๐ŸŽฏ.

  • โœ… Assets Over Savings: Inflation eats savings ๐Ÿ“‰, but property investments can grow wealth ๐ŸŒฑ๐Ÿ .

  • โœ… Entrepreneurial Mindset: Skipping university and aiming for millionaire status by 40 shows the power of focused goals ๐ŸŽฏ๐Ÿ’ช.

  • โœ… Financial Freedom Job Security: True security lies in knowledge and freedom, not a paycheck ๐Ÿ”“๐Ÿ“š.


๐Ÿ’ฌ Key Quotes



  • ๐Ÿ—ฃ๏ธ โ€œYou have to be creative with the strategies... youโ€™ll be a better steward of that money than the government might be.โ€ โ€“ Damien Cheesman

  • ๐Ÿ—ฃ๏ธ โ€œThe crash course is a pound, how can that be a scam?โ€ โ€“ Colin Munro

  • ๐Ÿ—ฃ๏ธ โ€œItโ€™s the recipe to bake a cake. If youโ€™re not going to bake it, thatโ€™s on you.โ€ โ€“ Damien Cheesman

  • ๐Ÿ—ฃ๏ธ โ€œIt was flattering that someone as successful... would even consider our team.โ€ โ€“ Damien Cheesman

  • ๐Ÿ—ฃ๏ธ โ€œThe most secure place is prison, but thereโ€™s no freedom there.โ€ โ€“ Colin Munro

  • ๐Ÿ—ฃ๏ธ โ€œFinancially secure = financially free... gives you the freedom to earn.โ€ โ€“ Damien Cheesman

  • ๐Ÿ—ฃ๏ธ โ€œI canโ€™t think of anything else more secure than property.โ€ โ€“ Damien Cheesman

  • ย 


#SelfUnemployedPodcast ๐ŸŽง #FinancialFreedom ๐Ÿ’ธ #PropertyInvestment ๐Ÿ˜๏ธ #Entrepreneurship ๐Ÿš€ #GoodDebtBadDebt โš–๏ธ #SamuelLeeds ๐Ÿ“˜ #BeaverEstate ๐Ÿฐ #RealEstate ๐Ÿ  #BusinessMindset ๐Ÿง  #Investing ๐Ÿ“Š #WealthBuilding ๐Ÿ’ฐ #Hustle ๐Ÿ”ฅ #PassiveIncome ๐Ÿ’ต #BreakTheSystem ๐Ÿ”“ #CashflowQuadrant ๐Ÿ”

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Damien Cheeseman: Ditch the Degree, Build the Empire: The Truth About Wealth

Damien Cheeseman: Ditch the Degree, Build the Empire: The Truth About Wealth

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