The second drawback to entering a new leadership position as an insider is that you typically have less âpermissionâ to shake things up. When an insider is appointed to a new leadership position, the organization may not have the expectation that a new direction is called for. This is precisely why an insider was appointed in the first place, presumably. But change always accompanies a new leadership appointment, regardless of where the new leader is coming from. The challenge for insiders is that they may find themselves forced to behave in ways that run counter to what theyâve grown up believing - and what their colleagues expect of them.