I had been using headways for over 10 years, it's one of our most important systems used in all areas from vehicle management to driver recruitment! So far no complaints!! It is easy-to use with good reporting capabilities across multiple sites (including fleet tracking).
The system does have its own quirks/bugs which can be annoying but nothing major that would make me switch away - just understand what they are like as you will probably find them less frustrating than your current solution anyway :) Great tool if considering an upgrade or replacement within this sector. Automated route planning & scheduling including dispatch control center functionality along side live GPS mapping capability makes managing routes much easier now days compared to paper planners previously relied upon by many companies when we were at previous employers!