When we fix software, we know that full rewrites are bad ideas, and that the way to success is to make easy changes until finally you end up with a better product. This is true because failing, for any amount of time, is a terrible outcome. However, when it comes to moving upward for bigger opportunities, the opposite is true: Little is gained by very slow grinding.
Wondering how to get all wealthy people to trust you is the wrong question: What you want is ONE wealthy person to trust you. 300 failed pitches don't matter. You just want to succeed once.
Therefore, my strategy is to aim as high as you can, be ok with a bunch of failures, and once you have success, consider whether you can use it to aim even higher, now that you have established a higher baseline. It's better to have one resounding success an 50 failures at convincing people that never failing, but aiming way too low.
Wondering how to get all wealthy people to trust you is the wrong question: What you want is ONE wealthy person to trust you. 300 failed pitches don't matter. You just want to succeed once.
Therefore, my strategy is to aim as high as you can, be ok with a bunch of failures, and once you have success, consider whether you can use it to aim even higher, now that you have established a higher baseline. It's better to have one resounding success an 50 failures at convincing people that never failing, but aiming way too low.