173: Making $1M at 16… Then Losing $15M?! Scott Oldford Tells All – 8FE

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Is your business ready for investors?

This week on Beyond A Million, Brad sits down with the serial entrepreneur and investor Scott Oldford to talk about bootstrapping, raising money, structuring deals, and breaking through the 7-figure ceiling.

Scott, whose entrepreneurial journey started way back when he was a kid, is now one of the world’s leading business advisors and mentors. He’s created powerful frameworks for scaling online businesses and has helped hundreds of founders push past 7 figures. Today, he’s here to help you do the same.

Tune in!

Inspiring Quotes
  • “If you’re a first-time entrepreneur, taking money is the worst thing you could do.” – Scott Oldford
  • “Not having money builds persistence, consistency, and determination—qualities that are essential to being a good steward of someone else’s money.” – Scott Oldford
  • “You can throw more money at a problem and it might work, but that doesn’t mean you’ve actually solved it—or learned the lesson behind it.” – Brad Weimert 
  • “I cherry-pick the things that didn’t go right, because that’s the only place you’ll find lessons.” – Scott Oldford
  • “As soon as you know in your heart that something’s not going to work—cut it.” – Scott Oldford
  • “If you don’t take care of the company, the company cannot take care of the staff, and it cannot take care of you.” – Brad Weimert 
  • “Overwhelm, to me, is not trusting that I’m in the right time, in the right place.” – Scott Oldford
  • “Attention is the ultimate currency.” – Scott Oldford

Scott Oldford
Scott Oldford is a serial entrepreneur, investor, and one of the most sought-after business advisors for 7- and 8-figure founders. With decades of entrepreneurial experience starting from childhood, Scott has helped hundreds of online businesses scale sustainably using his proven frameworks. Whether you’re bootstrapping or raising capital, Scott’s strategic insights on funding, deal structure, and growth will help you break through the 7-figure ceiling—and beyond.

Resources

[guest_info]
Is your business ready for investors? This week on Beyond A Million, Brad sits down with the serial entrepreneur and investor Scott Oldford to talk about bootstrapping, raising money, structuring deals, and breaking through the 7-figure ceiling. Scott, whose entrepreneurial journey started way back when he was a kid, is now one of the world’s leading business advisors and mentors. He’s created powerful frameworks for scaling online businesses and has helped hundreds of founders push past 7 figures. Today, he’s here to help you do the same. Tune in!
Inspiring Quotes
  • “If you’re a first-time entrepreneur, taking money is the worst thing you could do.” – Scott Oldford
  • “Not having money builds persistence, consistency, and determination—qualities that are essential to being a good steward of someone else’s money.” – Scott Oldford
  • “You can throw more money at a problem and it might work, but that doesn’t mean you’ve actually solved it—or learned the lesson behind it.” – Brad Weimert 
  • “I cherry-pick the things that didn’t go right, because that’s the only place you’ll find lessons.” – Scott Oldford
  • “As soon as you know in your heart that something’s not going to work—cut it.” – Scott Oldford
  • “If you don’t take care of the company, the company cannot take care of the staff, and it cannot take care of you.” – Brad Weimert 
  • “Overwhelm, to me, is not trusting that I’m in the right time, in the right place.” – Scott Oldford
  • “Attention is the ultimate currency.” – Scott Oldford
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