**How a Midwest Employee With No Connections Raised $2 Million and Built a 100 Person Company From Scratch**
What does it actually take to start a business from zero with no entrepreneurial background, no connections, and no roadmap? In this episode of The Undiscovered Entrepreneur, host Skoob sits down with serial entrepreneur Brian Samson to talk about the real unfiltered journey from imposter syndrome to running five companies across multiple industries.
Brian grew up in the Midwest in a family where everybody worked for someone else. No entrepreneurs, no business owners, no roadmap. After moving to San Francisco and landing a contract role at Google, Brian discovered a powerful truth — working smarter beats working harder every single time. That discovery got him fired from Google and eventually led him to raise $2 million from a single investor in China, build a team of 80 software engineers in Buenos Aires Argentina, and go on to found five separate companies including a Latin America staffing company with over 100 employees today.
If you are a first time entrepreneur struggling with imposter syndrome, feeling like you do not belong in the room, or spending too much time perfecting your website instead of finding your first customer, this episode was made for you.
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**In This Episode You Will Learn:**
- How to overcome imposter syndrome when starting a business with no experience or connections
- Why being the dumbest person in the room is the fastest way to grow as an entrepreneur
- How Brian raised $2 million with no fundraising experience by saying yes and figuring it out
- The single biggest mistake first time entrepreneurs make before they ever get their first customer
- How Brian built a team of 80 engineers in a foreign country while learning everything on the fly
- Why getting fired from Google was the best thing that ever happened to his entrepreneurial journey
- What every new entrepreneur should focus on exclusively in the first 90 days of starting a business
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**Timestamps:**
[00:00] Introduction and are you a simulation theory believer
[01:00] Growing up in the Midwest with no entrepreneurial background
[03:00] Working at Google and discovering the Four Hour Work Week mindset
[08:00] Getting fired from Google and why it did not stop him
[11:00] Building confidence inside Silicon Valley startups
[13:00] How Brian pitched a Chinese investor and raised $2 million
[15:00] Moving to Buenos Aires and building a team of 80 engineers
[17:00] The biggest mistake new entrepreneurs make before getting their first customer
[22:00] The only thing you should focus on when starting a business
[24:00] Where Brian and his 100 person Latin America staffing company are headed next
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**Key Quotes From This Episode:**
"Everyone starts somewhere. You just gotta start."
"Stop perfecting your website at 2am and go get a customer."
"I was okay being the dumb guy in the room and that pushed me to look for patterns other people were not seeing."
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**Who Is This Episode For:**
This episode is for anyone who has ever felt like they did not belong in the room. If you are a first time entrepreneur, a side hustler trying to go full time, or someone who grew up without any entrepreneurial role models and has no idea where to start, Brian Samson's story will show you that the only thing standing between you and your first business is the decision to get across the start line.
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**About The Undiscovered Entrepreneur:**
The Undiscovered Entrepreneur with host Skoob is the podcast for everyday people who have a business idea but have not yet taken the first step. Every episode features real entrepreneurs telling real stories about how they got across the start line so you can too.
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**Connect With Brian Samson:**
Website: plugdo.tech
**Follow The Undiscovered Entrepreneur:**
Website: undiscoveredentrepreneur.com
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