After matching the autocratic style with a mechanistic structured organization and the democratic style with an organic structured organization, it is clear that an autocratic or a democratic leader may have difficulty functioning in the oppositely structured organization. Beginning with the autocratic leader working in an organic organization, one major challenge may be learning to work on a team. Organic organizations tend to have many teams and task forces. An autocratic leader is most comfortable with just making a decision and announcing it, however in a team structure they will most likely have to sell their decision to the group in order to get any response or action. Learning how to communicate and work along with employees could be the largest adjustment an autocratic leader would have to make in an organically structured organization.
At first, it seems easier for a democratic leader to adjust to working in a mechanistic organization. However the problem they will have to face is employees expecting direction and not getting a clear decision. In this case, the productivity is certain to go down because no one is making the decision. It may be hard for a democratic leader to get used to having to make decisions and then have to impose them on their employees.
Even though a leaders personality may be more autocratic or more democratic, ultimately leaders must adjust their style depending on the structure of the organization in which they work. Perhaps the best leader is the one that is able to adjust their style most timely and effectively.