I’m terrible at asking for money. Absolutely abysmal.
It’s probably my #1 failing (and I have lots.)
However, as an entrepreneur, I don’t make any money unless I have customers, and to do that I have to actually sell things to people. It’s slightly easier when the product is software or a service, but as a consultant I *am* the product so it can be very uncomfortable.
And yet, needs must.
Originally Posted: https://www.quora.com/What-is-the-most-uncomfortable-thing-you-had-to-overcome-as-an-entrepreneur