In order to get the best investment vehicles, one needs to avoid financial advisors who own their own products and are paid on investments. It is important that the financial advisor acts in their client's best interests all the time and is obligated to do so legally.
The speaker questions the credibility of Michael Saylor as a financial advisor given his past losses and opportunistic tendencies.
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The key to staying poor is to believe what other people think of you more than what you think of yourself, and to start building multiple bridges without ever completing them. This can create the illusion of progress, but ultimately leads to a lack of financial success.
