Leadership is uninspiring and product management is too incompetent to recognize early opportunities.
Acquisitions are poorly integrated. Acquisitions not well thought through and weak upper management cannot avoid meddling and breaking what was acquired. I feel badly for the employees of most of the companies Checkpoint acquired.
The good, sharp people still left are not in management leadership positions. Most keep their heads down, mouths shut, and try to not get fired. This makes for a futile and unrewarding work experience.
C suite management relies heavily on leaders promoted to high levels from one of the unprofitable acquisitions. If they were such fantastic leaders with the ability to deliver results, why was their business failing when they were acquired?
Upper management not willing to take risk on new ideas until a competitor does it first. Then it is brilliant. More time spent beating down good ideas than encouraging them or imagining how to leverage them. Creates a culture where ideas are punished. Business cases are beat into the ground repeatedly until the champion simply gives up.
Sr Management finds inventive ways to financially bonus themselves at the expense of their employees.
Large bureaucracy suitable for very large corporation built by prior CEO, yet remains a sub-billion dollar mid size firm years later.