“What we fear doing most is usually what we most need to do.”
In this particular passage, Ferriss is emphasizing the importance of fear's role in our inabilities to accomplish the things we dream about. He (facetiously) advises the reader to tattoo this quote on his/her forehead, emphasizing its extreme import. Things like making awkward phone calls to social superiors and asking for a raise might seem too scary to actually attempt, but without them you won't be making progress as fast as you are really able to. As Ferriss says, "a person’s success in life can usually be measured by the number of uncomfortable conversations he or she is willing to have."
“If you are insecure, guess what? The rest of the world is, too. Do not overestimate the competition and underestimate yourself. You are better than you think.”
Ferriss is obsessed with dispelling myths, and this is another one he attempts to discredit. Especially in the age of social media, it's easy to think that you're the only one with insecurities: everyone else seems perfect, or at least composed and sure of themselves. The truth, however, is that the whole world is insecure, and you're not at a disadvantage in that respect. It's worth trying the things that seem impossible, because the people who have done these things are just normal human beings with fears and insecurities as well. They're not superhuman, in other words, and Ferriss wants to emphasize the ability of the average reader to achieve these things as well.
"Conditions are never perfect. 'Someday' is a disease that will take your dreams to the grave with you. Pro and con lists are just as bad. If it's important to you and you want to do it 'eventually,' just do it and correct course along the way.”
This quote highlights another one of Ferriss's characteristically unorthodox beliefs: if you're waiting for 'the perfect time,' you're never actually going to do the thing you're waiting for. He advises the immediate enactment of the things you want to do 'someday' if you want them enough, and everything will work itself out if you simply "correct course along the way." Don't put off your world trip until you feel like it's the right time financially - just do it now, and fix anything that goes wrong along the way. It's a somewhat risky move, but Ferriss argues that it's worth it to achieve the dreams you've always seen as unattainable.
