From Massive Losses to Million-Dollar Wins: Shakil Prasla's Journey of Entrepreneurship
Capitalism.com with Ryan Daniel Moran
Capitalism.com
4.8 • 793 Ratings
🗓️ 10 December 2025
⏱️ 95 minutes
🧾️ Download transcript
Summary
In this episode, Shakil Prasla details his riveting journey from scraping together personal loans to make his first big bet, to seeing multi-million-dollar failures and ultimate success. Shakil Prasla candidly discusses his transition from e-commerce to acquiring over 30 businesses, managing a diverse portfolio of gas stations, convenience stores, and real estate. Learn how he built a system around optimizing efficiency, minimizing risk, and the importance of finding the right people for the right roles. This insightful conversation also touches on overcoming massive financial setbacks, the emotional toll of failure, and the importance of family and mental health. Discover the strategies that led to Shakil Prasla's recovery and ultimate success, as well as how he finds meaning and excitement in his entrepreneurial pursuits.
00:00 The Big Bet: From $200 to $10 Million
00:13 The Rise and Fall of a Glove Empire
00:54 Luxury Cars and Lifestyle
01:15 From Poverty to Prosperity: Shakil Prasla's Journey
02:33 Building a Business Empire
03:56 Secrets to Managing Multiple Businesses
05:57 The Real Estate Strategy
07:36 E-commerce Success Stories
10:56 The Challenge Coin Success
30:22 The Gloves Gamble: A Cautionary Tale
45:30 Cashflow Issues and Acquisitions
46:44 Overcoming Setbacks and Staying Positive
49:27 The Drive for Relevance and Success
51:32 Evaluating Goals and Motivations
53:50 Lessons from Failures and Successes
56:08 The Importance of Time and Freedom
57:32 Strategies for Buying Businesses
01:03:34 The Role of People in Business Success
01:09:00 Maintaining and Growing Businesses
01:14:56 Finding Meaning Beyond Financial Success
01:19:38 Reflections and Future Plans
Transcript
Click on a timestamp to play from that location
| 0:00.0 | You bought it for 200 and change and you sold it for 10 million. |
| 0:05.0 | I can see why this is your favorite. |
| 0:07.0 | Yeah. |
| 0:09.0 | So you took all the money that you could scrape together, plus personal loans, |
| 0:18.0 | and you're like, this is a bet I'm gonna make. |
| 0:20.0 | Yeah. And you put it all into gloves. |
| 0:22.6 | This is supposed to net me like two, three million dollars. |
| 0:25.6 | But it didn't go that way. |
| 0:27.6 | We lost over six million dollars. |
| 0:31.6 | You've had all these successful businesses, |
| 0:34.6 | and now one has pretty much undone all of that success. Yeah. I was not focused on my |
| 0:42.2 | kids, my family, my health. I kept questioning myself like, why did I do that, though? Why was I so |
| 0:48.1 | greedy? So you drove in on with this Lamborghini. We knew you were here with this Lamborghini. |
| 0:56.1 | We knew you were here because your Lamborghini made loud noises coming down in the driveway. |
| 1:00.6 | How many of those do you have? |
| 1:02.8 | One of those. |
| 1:04.0 | Okay, but you got some other ones too. |
| 1:05.6 | I do. |
| 1:06.5 | What are they? |
| 1:07.9 | Rangerover, Tesla, Model X, Porsche, and then Rose Royce Cullen. |
| 1:14.3 | Beautiful. |
| 1:15.6 | So first, I want to ask, how did you make your money? |
... |
Transcript will be available on the free plan in 15 days. Upgrade to see the full transcript now.
Disclaimer: The podcast and artwork embedded on this page are from Capitalism.com, and are the property of its owner and not affiliated with or endorsed by Tapesearch.
Generated transcripts are the property of Capitalism.com and are distributed freely under the Fair Use doctrine. Transcripts generated by Tapesearch are not guaranteed to be accurate.
Copyright © Tapesearch 2025.