Payroll challenges. Only company I've ever worked with where it's acceptable to not pay sales what they are owed, on time or in the right amount. Well known challenge.
A high-pressure, reactive sales culture with limited psychological safety and little appetite for feedback.
Post-acquisition integrations poorly handled (clicktale + heap): misaligned expectations, shifting org structures, and lack of clarity around roles.
Senior leadership, particularly at the UK exec level, showed signs of fixed mindset, groupthink, and retaliation—especially when individual integrity clashed with cultural norms. Boys club.
Lack of structure / process for a late stage scale up. Only company I've ever worked at that has lost work because it took too long to turn around a contract.
Limited transparency and inconsistent communication during major transitions.