The life of a startup is full of uncertainty. There are often going to be rough patches , when nothing seems to be going well. In order to sail through the turbulence, the founder realises he needs to pivot, but is not sure what to do next . He may have lost his confidence because his earlier attempts have failed, and he is full of self-doubt. At these times, a supporting investor , who has the benefit of having a 30,000 foot overview, can be very helpful . However, sometimes you may disagree with the path which the founder wants to follow. The problem is that hard to know how to disagree tactfully.