Today we are examining a discussion that Dan and Ian have been having behind the scenes of this podcast for years. These conversations revolve around a question that everyone who is considering an entrepreneurial lifestyle needs to hear: What are the real costs of bootstrapping a business? The truth is that it is often much more expensive and complicated than writers and "thought leaders" let on. It can steal so much of our time, our opportunities for relationships, and sometimes our own well being. Justin Jackson knows this better than most. Justin is a well-known podcaster with a track record of shows like Product People, Build Your SaaS, and MegaMaker. He has also recently launched an integrated podcast service called Transistor.fm. Justin has been addressing some of these more "taboo" entrepreneurial concepts on his blog. A recent piece called The Bootstrapper's Paradox addresses some of the hidden costs of bootstrapping. On today's episode, Justin shares his thoughts on those hidden costs. He also challenges some of the narratives that legendary figures in the movement have built around themselves and opens up about his own struggles with mental health as an entrepreneur.