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Lessons from the Trenches: One Founder’s Candid Look at Bootstrapping

Entrepreneurs' Organization

It was a brute-force strategy, devoid of any fairy-tale twists, but it was effective. With his extensive industry experience and visionary leadership, Jordan has established Equifund as a pivotal player in disrupting middle market investment banking. The motivation to succeed for my family provided a beacon of hope.

financing 255
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Upfront Ventures Raises > $650 Million for Startups and Returns > $600 Million to LPs

Both Sides of the Table

We believe this consistency in leadership and intuition for where the markets were going in the heady days of 2019–2021 helped us to stay sane in a world that momentarily seemed to have lost its mind and since we have new capital to deploy in the years ahead perhaps I can offer some insights into where we think value will be derived.

ventures 408
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When Should Technical Founders Become CEO?

Both Sides of the Table

I don’t think that Google would have become the success story we all know without the leadership of Eric Schmidt through the years he led the company. So Nick drove strategy & tech from the UK and remained an active board member and CTO of the company. Case in point is the return of Larry Page to the role as CEO of Google.

founder 309
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The Four Tenets of Conscious Capitalism

Entrepreneurs' Organization

Example: In 2009, Southwest Airlines decided to go against industry standards that were shifting toward fees for checked luggage. Conscious leadership. Barry Wehmiller has employed this strategy to complete more than 110 acquisitions worldwide, nearly all of them profitable.

capital 278
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Upfront Ventures Adds Hamet Watt as New Investment Partner

Both Sides of the Table

As more consumers were skipping commercials the idea of authentically integrating brands into media seemed obvious to me and ended up informing a lot of my investments in 2009 and 2010. He had made some structural mistakes in NextMedium that meant the Cap Table and leadership team was a bit wacky. The idea immediately resonated.

ventures 340
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Metropolis’ AI Platform Transforms Parking Experiences, Backed by $1.8 Billion in Financing

American Entrepreneurship

The four co-founders are continuing to pass major milestones with an acquisition strategy and timely funding since its launch in 2017 Drivers’ parking experiences around the country are now being enhanced through artificial intelligence, enabling them to readily come and go without checking out.

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What went wrong at Techstars

Founders Coop

Just two years later, in 2009, we worked out a deal to create the Techstars Seattle program, with our first program running in 2010. The next important group to spot the weakness in Techstars’ strategy was the investment community.