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Resilience in Entrepreneurship is the X Factor for Success

American Entrepreneurship

Market Shifts: Economic downturns or unexpected competitors can disrupt carefully laid plans. Brian Chesky (Airbnb): Launched during the 2008 recession, faced legal battles, trust issues, and scaling challenges—but persisted through relentless adaptation. These challenges are real—but they’re also surmountable.

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The Founder’s Playbook: Winning Mindsets & Startup Strategies

American Entrepreneurship

He has disrupted multiple industriesautomobiles (Tesla), space travel (SpaceX), and even brain-computer interfaces (Neuralink). Risk-Taking: He reinvested his entire PayPal earnings (~$180M) into Tesla and SpaceX, nearly going bankrupt in 2008. Problem-Solving: He tackles big problems (e.g.,

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Private Debt Financing for Small Business: Fast Capital, Real Costs

StartupNation

Since the 2008 financial crash, banks have been steadily retreating from small business lending. Even if your business maintains a stable revenue stream, disruptions from partners could lead to cash flow mismatches or require emergency financing, further deepening reliance on high-interest debt.

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What I *Would Have* Said at TechCrunch Disrupt

Both Sides of the Table

At GRP we sat out 2007 and much of 2008 for that reason and we’re now looking pretty smart for doing so. This is evidenced by the current price creep that we’re experiencing for early-stage deals. The only solution as an investor is to sit the market out as Chris Sacca said he’s inclined to do.

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Instead of sticking a fork in the venture market, realize. there is no fork

This is going to be BIG.

The last closed market we had was from about September 2008 until June 2009--10 months. We're seeing, for the first time, investment and some disruption in huge areas like education, food, healthcare, government and even hardware based startups. In 2008, people weren't sure if we were heading into a complete financial collapse.

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Things Will Be Different

This is going to be BIG.

The Financial Crisis of 2008 sure seemed bad in the moment as well. As I write this, Congress is working hard to undo the mistakes of the 2008 bailout and the sense that corporations got off easy and the little guy was never made whole. Scrutiny is coming in a big way.

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Stock Market Drops. Then It Rallies. What Happens Next for Funding?

Both Sides of the Table

By 2008 I had gotten more serious about championing companies through our investment process. I started showing my partners more deals that I found interesting and doing loads of analysis on the future of markets I thought were ripe for disruption. I have always believed that TV was ripe for disruption. It was September 2008.

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